Laboratório de Química Bioorgânica

Instituto de Pesquisa de Produtos Naturais - UFRJ

Full papers published in journals


2021


• 2021 - Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C-C and C-O bonds

CALEFFI, GUILHERME S. ; BRUM, JULIANA DE O. C. ; COSTA, ANGELA T. ; DOMINGOS, JORGE L. O. ; COSTA, PAULO R. R.. JOURNAL OF ORGANIC CHEMISTRY, v. 86, p. 4849-4858, 2021.

• 2021 - New 5-carba-pterocarpans: Synthesis and preliminary antiproliferative activity on a panel of human cancer cells

GASPAR, FRANCISCO V. ; MARQUES RIBEIRO, SORAYA ; BARCELLOS, JÚLIO C.F. ; MONTEIRO, SAMUEL ; DOMINGOS, JORGE L.O. ; CLAUDIA DOS SANTOS LUCIANO, MARIA ; PAIER, CARLOS R.K. ; PESSOA, CLÁUDIA ; COSTA, PAULO R.R.. BIOORGANIC CHEMISTRY, v. 107, p. 104584, 2021.

• 2021 - Synthesis of new α-Aryl-α-tetralones and α-Fluoro-α-aryl-α-tetralones, preliminary antiproliferative evaluation on drug resistant cell lines and in silico prediction of ADMETox properties

DE SOUZA, LUANA G. ; Salustiano, Eduardo J. ; DA COSTA, KELLI M. ; COSTA, ANGELA T. ; Rumjanek, Vivian M. ; DOMINGOS, JORGE L.O. ; RENNÓ, MAGDALENA N. ; COSTA, PAULO R.R.. BIOORGANIC CHEMISTRY, v. 110, p. 104790, 2021.

• 2021 - The pterocarpanquinone LQB-118 compound induces apoptosis of cytarabine-resistant acute myeloid leukemia cells

HANCIO, THAÍS ; MAZZOCCOLI, LUCIANO ; GUIMARÃES, GUSTAVO ; ROBAINA, MARCELA ; MENDONÇA, BRUNA ; NESTAL DE MORAES, GABRIELA ; MONTE'MOR, BARBARA ; MAYUMI GUTIYAMA, LUCIANA ; DE CARVALHO, LUÍZE ; NETTO, CHAQUIP ; COSTA, PAULO ; DE FARIA, FERNANDA ; MAIA, RAQUEL.. INTERNATIONAL JOURNAL OF ONCOLOGY, v. 58, p. 24, 2021.

• 2021 - N - tert -Butanesulfinyl imines in the asymmetric synthesis of nitrogen-containing heterocycles

MENDES, JOSEANE A ; COSTA, PAULO R R ; YUS, MIGUEL ; FOUBELO, FRANCISCO ; BUARQUE, CAMILLA D.. Beilstein Journal of Organic Chemistry, v. 17, p. 1096-1140, 2021.

• 2021 - The Potent Trypanocidal Effect of LQB303, a Novel Redox-Active Phenyl-Tert-Butyl-Nitrone Derivate That Causes Mitochondrial Collapse in Trypanosoma cruzi

MACEDO, CAROLINA MACHADO ; SARAIVA, FRANCIS MONIQUE DE SOUZA ; PAULA, JÉSSICA ISIS OLIVEIRA ; NASCIMENTO, SUELEN DE BRITO ; COSTA, DÉBORA DE SOUZA DOS SANTOS ; COSTA, PAULO ROBERTO RIBEIRO ; DIAS, AYRES GUIMARÃES ; PAES, MARCIA CRISTINA ; NOGUEIRA, NATÁLIA PEREIRA.. Frontiers in Microbiology, v. 12, p. 873, 2021.

• 2021 - Monocyclic Nitro-heteroaryl Nitrones with Dual Mechanism of Activation: Synthesis and Antileishmanial Activity

PACHECO, JULIANA DA SILVA ; COSTA, DÉBORA DE SOUZA ; CUNHA-JÚNIOR, EDÉZIO FERREIRA ; ANDRADE-NETO, VALTER VIANA ; FAIRLAMB, ALAN H. ; WYLLIE, SUSAN ; GOULART, MARÍLIA O. F. ; SANTOS, DANYELLE C. ; SILVA, THAISSA L. ; ALVES, MARINA A. ; COSTA, PAULO R. R. ; DIAS, AYRES G. ; TORRES-SANTOS, EDUARDO CAIO.. ACS Medicinal Chemistry Letters, v. 12, p. 1405-1412, 2021.

2020


• 2020 - LQB-118 compound inhibits migration and induces cell death in glioblastoma cells

BERNARDO, PAULA ; GUIMAR'ES, GUSTAVO HENRIQUE ; DE FARIA, FERNANDA ; LONGO, GABRIEL ; LOPES, GISELLE ; NETTO, CHAQUIP ; COSTA, P.R.R. ; MAIA, R. C.. ONCOLOGY REPORTS, v. 43, p. 346-357, 2020.

• 2020 - The pterocarpanquinone LQB 118 inhibits inflammation triggered by zymosan in vivo and in vitro

LIMA, ÉSSIA DE ALMEIDA ; CAVALCANTE-SILVA, LUIZ HENRIQUE AGRA ; CARVALHO, DEYSE CRISTINA MADRUGA ; NETTO, CHAQUIP DAHER ; COSTA, PAULO ROBERTO RIBEIRO ; RODRIGUES-MASCARENHAS, SANDRA.. INTERNATIONAL IMMUNOPHARMACOLOGY, v. 83, p. 106399, 2020.

• 2020 - Theoretical studies and NMR assay of coumarins and neoflavanones derivatives as potential inhibitors of acetylcholinesterase

DE SOUZA, LUANA G. ; MORAES, PAULA F. ; LEÃO, RAQUEL A.C. ; COSTA, PAULO R.R. ; SOARES, ROSEMBERG O. ; PASCUTTI, PEDRO G. ; FIGUEROA-VILLAR, JOSE D. ; RENNÓ, MAGDALENA N.. COMPUTATIONAL BIOLOGY AND CHEMISTRY, v. 87, p. 107293, 2020.

• 2020 - Synthesis of pterocarpans through palladium-catalyzed oxyarylation of alkoxy-2H-chromenes with o-iodophenols

GASPAR, FRANCISCO V. ; BARCELLOS, JULIO C.F. ; CÍVICOS, JOSÉ F. ; MERINO, PEDRO ; NÁJERA, CARMEN ; COSTA, PAULO R.R.. TETRAHEDRON, v. 76, p. 131638, 2020.

2019


• 2019 - Insights into the Biological Evaluation of Pterocarpanquinones and Carbapterocarpans with Anti-Tumor Activity against MDR Leukemias

RUMJANEK, V. M ; MAIA, RAQUEL C ; SALUSTIANO, EDUARDO J ; COSTA, P.R.R.. Anti-Cancer Agents in Medicinal Chemistry, v. 18, p. 00, 2019.

• 2019 - Enantioselective Synthesis, DFT Calculations, and Preliminary Antineoplastic Activity of Dibenzo 1-Azaspiro[4.5]decanes on Drug-Resistant Leukemias

MENDES, JOSEANE A. ; MERINO, PEDRO ; SOLER, TATIANA ; Salustiano, Eduardo J. ; COSTA, PAULO R. R. ; YUS, MIGUEL ; FOUBELO, FRANCISCO ; Buarque, Camilla D.. JOURNAL OF ORGANIC CHEMISTRY, v. 84, p. 2219-2233, 2019.

• 2019 - Lapachol and synthetic derivatives: in vitro and in vivo activities against Bothrops snake venoms

STRAUCH, MARCELO A. ; TOMAZ, MARCELO AMORIM ; MONTEIRO-MACHADO, MARCOS ; CONS, BRUNO LEMOS ; PATRÃO-NETO, FERNANDO CHAGAS ; TEIXEIRA-CRUZ, JHONATHA DA MOTA ; TAVARES-HENRIQUES, MATHEUS DA SILVA ; NOGUEIRA-SOUZA, PÂMELLA DOURILA ; GOMES, SARA L. S. ; COSTA, PAULO R. R. ; SCHAEFFER, EDGAR ; DA SILVA, ALCIDES J. M. ; MELO, PAULO A.. PLoS One, v. 14, p. e0211229, 2019.

• 2019 - Enantioselective electrophilic fluorination of α-aryl-tetralones using a preparation of N-fluoroammonium salts of cinchonine

SOUZA, LUANA G. ; DE O. DOMINGOS, JORGE L. ; DE A. FERNANDES, TALITA ; RENNO, MAGDALENA N. ; SANSANO, JOSE M. ; NAJERA, CARMEN ; COSTA, PAULO R.R.. JOURNAL OF FLUORINE CHEMISTRY, v. 217, p. 72-79, 2019.

• 2019 - Switching Diastereoselectivity in Catalytic Enantioselective (3+2) Cycloadditions of Azomethine Ylides Promoted by Metal Salts and Privileged Segphos-Derived Ligands

CALEFFI, GUILHERME S. ; LARRAÑAGA, OLATZ ; FERRÁNDIZ-SAPERAS, MARCOS ; COSTA, PAULO R. R. ; NÁJERA, CARMEN ; DE CÓZAR, ABEL ; COSSÍO, FERNANDO P. ; SANSANO, JOSÉ M.. JOURNAL OF ORGANIC CHEMISTRY, v. 84, p. 10593-10605, 2019.

• 2019 - The LQB-223 Compound Modulates Antiapoptotic Proteins and Impairs Breast Cancer Cell Growth and Migration

LEMOS, LAUANA GREICY TONON ; LONGO, GABRIEL MELLO DA CUNHA ; MENDONÇA, BRUNA DOS SANTOS ; ROBAINA, MARCELA CRISTINA ; BRUM, MARIANA CONCENTINO MENEZES ; CIRILO, CAÍQUE DE ASSIS ; GIMBA, ETEL RODRIGUES PEREIRA ; COSTA, PAULO ROBERTO RIBEIRO ; BUARQUE, CAMILLA DJENNE ; NESTAL DE MORAES, GABRIELA ; MAIA, RAQUEL CIUVALSCHI.. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, v. 20, p. 5063, 2019.

• 2019 - Snake venom activities as a tool to develop new metalloproteinase inhibitors from synthetic derivatives of lapachol

STRAUCH, MARCELO ABRAHÃO ; DE ASSIS MELO, PAULO ; MACHADO, MARCOS MONTEIRO ; PATRAO-NETO, FERNANDO CHAGAS ; NOGUEIRA-SOUZA, PAMELLA DOURILA ; DA MOTA TEIXEIRA-CRUZ, JHONATHA ; GOMES, SARA L.S. ; RIBEIRO COSTA, PAULO ROBERTO ; SCHAEFFER, EDGAR ; MONTEIRO DA SILVA, ALCIDES JOSE ; MELO, Paulo A.. TOXICON, v. 168, p. S32, 2019.

• 2019 - Medicinal Electrochemistry of Halogenated and Nitrated Pterocarpanquinones

SILVA, THAISSA ; DA SILVA, JULIO ; LIMA, DIMAS ; FERREIRA, FABRICIA ; DE VASCONCELOS, CAMILA ; SANTOS, DANYELLE ; NETTO, CHAQUIP ; COSTA, PAULO ; GOULART, MARÍLIA.. JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, v. 30, p. 2438-2451, 2019.

2018


• 2018 - The orally active pterocarpanquinone LQB-118 exhibits cytotoxicity in prostate cancer cell and tumor models through cellular redox stress

MARTINO, THIAGO ; KUDROLLI, TARANA A. ; KUMAR, BINOD ; SALVIANO, ISIS ; MENCALHA, ANDRÉ ; COELHO, MARSEN GARCIA P. ; JUSTO, GRAÇA ; COSTA, PAULO R. RIBEIRO ; SABINO, KÁTIA C. CARVALHO ; LUPOLD, SHAWN E.. PROSTATE, v. 78, p. 140-151, 2018.

• 2018 - Second-generation pterocarpanquinones: synthesis and antileishmanial activity

FAIÕES, VIVIANE DOS SANTOS ; DA FROTA, LÍVIA C. R. M. ; CUNHA-JUNIOR, EDÉZIO FERREIRA ; BARCELLOS, JULIO C. F. ; DA SILVA, THAYSSA ; NETTO, CHAQUIP DAHER ; DA-SILVA, SILVIA AMARAL GONÇALVES ; DA SILVA, ALCIDES J. M. ; COSTA, PAULO R. R. ; TORRES-SANTOS, EDUARDO CAIO.. JOURNAL OF VENOMOUS ANIMALS AND TOXINS INCLUDING TROPICAL DISEASES, v. 24, p. 35, 2018.

• 2018 - 11a- N -tosyl-5-carbapterocarpans: synthesis, antineoplastic evaluation and in silico prediction of ADMETox properties

MENDES, JOSEANE A. ; Salustiano, E.J. ; PIRES, CARULINI DE S. ; OLIVEIRA, THAÍS ; BARCELLOS, JULIO C.F. ; CIFUENTES, JHONNY M.C. ; COSTA, P.R.R. ; RENNÓ, MAGDALENA N. ; Buarque, Camilla D.. BIOORGANIC CHEMISTRY, v. 80, p. 585-590, 2018.

• 2018 - New Palladacycle-Derived Acylhydrazones as Pre-catalysts in Mirozoki-Heck Coupling and Oxyarylations

LEÃO, RAQUEL A.C. ; PINHO, VAGNER D. ; COELHO, ARTUR S. ; KÜMMERLE, ARTHUR E. ; COSTA, PAULO R.R.. ANAIS DA ACADEMIA BRASILEIRA DE CIÊNCIAS, v. 90, p. 1273-1278, 2018.

2017


• 2017 - Interaction between bioactive compound 11a-N-tosyl-5-deoxi-pterocarpan (LQB-223) and Calf thymus DNA: Spectroscopic approach, electrophoresis and theoretical studies

COSTA, P.R.R.. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, Alemanha, v. 96, p. 223-233, 2017.

• 2017 - Preparative chiral separation and absolute configuration of the synthetic pterocarpanquinone LQB-118

SCATENA, GABRIEL S. ; CASSIANO, NEILA M. ; NETTO, CHAQUIP D. ; COSTA, PAULO R.R. ; CASS, QUEZIA B. ; BATISTA, JOÃO M.. CHIRALITY, v. 29, p. 167-171, 2017.

• 2017 - Solvent-Free Synthesis of Salen Ligands and Pd(II)- and Cu(II)-Salen Complexes: Their Use in the Oxidation of α-Tetralones to α-Naphthols

COSTA, PAULO; CÍVICOS, JOSÉ ; COIMBRA, JULIANA.. SYNTHESIS-STUTTGART, v. 49, p. A-1, 2017.

• 2017 - Palladium-Catalyzed α-Arylation of Dimethyl Malonate and Ethyl Cyanoacetate with o-Alkoxybromobenzenes for the Synthesis of Phenylacetic Acid, Esters and Phenylacetonitriles

CÍVICOS, JOSÉ ; COSTA, PAULO ; DOMINGOS, JORGE.. SynOpen, v. 01, p. 0091-0096, 2017.

• 2017 - Mutagenic and Cytotoxicity LQB 123 Profile: Safety and Tripanocidal Effect of a Phenyl-t-Butylnitrone Derivative

CUPELLO, MAURICIO PEIXOTO ; SARAIVA, FRANCIS MONIQUE ; IPPOLITO, PEDRO ; FERNANDES, ANDRÉIA DA SILVA ; MENNA-BARRETO, RUBEM FIGUEIREDO SADOKO ; COSTA, DEBORA DE SOUSA DOS SANTOS ; PAULA, JESSICA ISIS OLIVEIRA ; COSTA, P.R.R. ; NOGUEIRA, NATÁLIA PEREIRA ; FELZENSWALB, ISRAEL ; DIAS, A. G. ; PAES, MARCIA CRISTINA.. Biomed Research International, v. 2017, p. 1-8, 2017.

2016


• 2016 - Bifunctional primary amine 2-aminobenzimidazole organocatalyst anchored to trans-cyclohexane-1,2-diamine in enantioselective conjugate additions of aldehydes

FERNANDES, TALITA DE A. ; VIZCAÍNO-MILLA, PASCUALA ; RAVASCO, JOÃO M.J.M. ; ORTEGA-MARTÍNEZ, AITOR ; SANSANO, JOSÉ M. ; NÁJERA, CARMEN ; COSTA, PAULO R.R. ; FISER, BÉLA ; GÓMEZ-BENGOA, ENRIQUE.. Tetrahedron: Asymmetry, v. 27, p. 118-122, 2016.

• 2016 - 5-Carba-pterocarpens: A New Scaffold with Anti-HCV Activity

FERNANDES, TALITA DE A. ; MANVAR, DINESH ; DOMINGOS, JORGE L.O. ; BASU, AMARTYA ; NICHOLS, DANIEL BRIAN ; KAUSHIK-BASU, NEERJA ; COSTA, PAULO R.R.. European Journal of Medicinal Chemistry, v. 112, p. 33-38, 2016.

• 2016 - Preclinical Studies Evaluating Subacute Toxicity and Therapeutic Efficacy of LQB-118 in Experimental Visceral Leishmaniasis

CUNHA-JUNIOR, E. F. ; MARTINS, T. M. ; CANTO-CAVALHEIRO, M. M. ; MARQUES, P. R. ; PORTARI, E. A. ; COELHO, M. G. P. ; NETTO, C. D. ;COSTA, P.R.R. ; SABINO, K. C. C. ; TORRES-SANTOS, E. C.. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, v. 60, p. 3794-3801, 2016.

• 2016 - Antileishmanial Activity of Ezetimibe: Inhibition of Sterol Biosynthesis, In Vitro Synergy with Azoles, and Efficacy in Experimental Cutaneous Leishmaniasis

ANDRADE-NETO, VALTER VIANA ; CUNHA-JÚNIOR, EDÉZIO FERREIRA ; CANTO-CAVALHEIRO, MARILENE MARCUZZO DO ; ATELLA, GEÓRGIA CORREA ; FERNANDES, TALITA DE ALMEIDA ; COSTA, PAULO ROBERTO RIBEIRO ; TORRES-SANTOS, EDUARDO CAIO.. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, v. 60, p. 6844-6852, 2016.

• 2016 - In vitro and in vivo antineoplastic and immunological effects of pterocarpanquinone LQB-118

SALUSTIANO, EDUARDO J. ; DUMAS, MATHEUS L. ; SILVA-SANTOS, GABRIEL G. ; NETTO, CHAQUIP D. ; COSTA, PAULO R. R. ; RUMJANEK, VIVIAN M.. INVESTIGATIONAL NEW DRUGS, v. 34, p. 541-551, 2016.

• 2016 - Reactive Oxygen Species Release, Alkylating Ability, and DNA Interactions of a Pterocarpanquinone: A Test Case for Electrochemistry

SILVA, THAISSA L. ; FERREIRA, FABRICIA R. ; DE'VASCONCELOS, CAMILA C. ; DA'SILVA, ROSANNY CHRISTHINNY ; LIMA, DIMAS JOSÉ DA P. ; COSTA, PAULO R. R. ; NETTO, CHAQUIP D. ; GOULART, MARÍLIA O. F.. ChemElectroChem, v. 3, p. 2252-2263, 2016.

• 2016 - Anti-inflammatory properties of pterocarpanquinone LQB-118 in mice

RIÇA, INGRED G. ; NETTO, CHAQUIP D. ; RENNÓ, MAGDALENA N. ; ABREU, PAULA A. ; COSTA, PAULO R.R. ; DA SILVA, ALCIDES J.M. ; CAVALCANTE, MOISÉS C.M.. BIOORGANIC & MEDICINAL CHEMISTRY, v. 24, p. 4415-4423, 2016.

• 2016 - The syn-selective conjugate addition of amines to enoates derived from d-mannitol

BARCELLOS, JULIO C.F. ; VILELA, GUILHERME V.M. DE A. ; BORGES, BEATRIZ H.F. ; MIRANDA, MARIA F.F. ; DIAS, AYRES G. ; COSTA, PAULO R.R..TETRAHEDRON-ASYMMETRY, v. 27, p. 773-776, 2016.

• 2016 - Copper-versus palladium-catalyzed aromatization of 2-(methoxycarbonyl) tetralones: synthesis of methyl 1-hydroxy-2-naphthoates

CÍVICOS, JOSÉ F. ; ROCHA, CARLOS M. ; COSTA, PAULO R.R. ; NÁJERA, CARMEN.. TETRAHEDRON, v. 72, p. 1897-1902, 2016.

• 2016 - Non-competitive inhibitor of nucleoside hydrolase from Leishmania donovani identified by fragment-based drug discovery

ALVES, M. A. ; NIRMA, C. ; MOREIRA, M. M. ; SOARES, R. O. ; PASCUTTI, P. G. ; NOËL, F. ; COSTA, P. R. R. ; SANT'ANNA, C. M. R. ; Barreiro, E. J. ; LIMA, L. M. ; TINOCO, L. W.. RSC Advances, v. 6, p. 87738-87744, 2016.

2015


• 2015 - Synthesis and biological evaluation of α-aryl-α-tetralone derivatives as hepatitis C virus inhibitors

Manvar, Dinesh ; Fernandes, Talita De A. ; Domingos, Jorge L.O. ; Baljinnyam, Erdenechimeg ; Basu, Amartya ; Junior, Eurides F.T. ; COSTA, PAULO R.R. ; Kaushik-Basu, Neerja. European Journal of Medicinal Chemistry, v. 93, p. 51-54, 2015.

• 2015 - NFκB Pathway and microRNA-9 and -21 are Involved in Sensitivity to the Pterocarpanquinone LQB-118 in Different CML Cell Lines

De Faria, Fernanda ; Bento Leal, Maria ; Bernardo, Paula ; COSTA, PAULO ; Maia, Raquel. Anti-Cancer Agents in Medicinal Chemistry, v. 15, p. 345-352, 2015.

• 2015 - Palladium-Catalyzed Oxyarylation, Azaarylation and α-Arylation Reactions in the Synthesis of Bioactive Isoflavonoid Analogues

Buarque, Camilla ; Domingos, Jorge ; Netto, Chaquip ; COSTA, PAULO. Current Organic Synthesis, v. 12, p. 772-794, 2015.

• 2015 - Abstract A51: Antineoplastic activity of novel synthetic compound pterocarpanquinone LQB-118 in lung cancer cells

Silva, Karina Lani ; Souza, Paloma Silva De ; COSTA, PAULO R.R. ; Maia, Raquel Ciuvalschi. Clinical Cancer Research, v. 21, p. A51-A51, 2015.

• 2015 - Abstract A49: Efficiency of 11a-N-tosyl-5-deoxi-pterocarpan (LQB-223) in a panel of myeloid leukemia cell lines with different chemoresistance backgrounds

Reis, Flaviana Ruade De Souza ; Mororó, Janio Da Silva ; Silva, Karina Lani ; Buarque, Camila D. ; COSTA, PAULO R.R. ; Maia, Raquel Ciuvalschi. Clinical Cancer Research, v. 21, p. A49-A49, 2015

• 2015 - Synthesis of N-methylarylnitrones derived from alkyloxybenzaldehydes and antineoplastic effect on human cancer cell lines

Costa, Débora S.S. ; Martino, Thiago ; Magalhães, Fernanda C. ; Justo, Graça ; Coelho, Marsen G.P. ; Barcellos, Julio C.F. ; Moura, Victor B. ; COSTA, PAULO R.R. ; Sabino, Kátia C.C. ; Dias, Ayres G. . Bioorganic & Medicinal Chemistry, v. 23, p. 2053-2061, 2015.

• 2015 - Synthesis of Chromen[4,3- b ]pyrrolidines by Intramolecular 1,3-Dipolar Cycloadditions of Azomethine Ylides: An Experimental and Computational Assessment of the Origin of Stereocontrol

COSTA, PAULO R. R. ; Sansano, José M. ; Cossío, Unai ; Barcellos, Julio C. F. ; Dias, Ayres G. ; Nájera, Carmen ; Arrieta, Ana ; De Cózar, Abel ; Cossío, Fernando P. . European Journal of Organic Chemistry, v. 2015, p. 4689-4698, 2015.

• 2015 - Synthesis of 11a-N-Arylsulfonyl-5-carbapterocarpans (Tetrahydro-5H-benzo[a]carbazoles) by Azaarylation of Dihydronaphthalenes with o-Iodo-N-(Arylsulfonyl)anilines in Poly(ethylene glycol)

Buarque, Camilla ; COSTA, PAULO ; Dias, Ayres ; Barcellos, Julio ; Borges, Beatriz ; Mendes, Joseane ; Ceron, Mauricio. Synthesis (Stuttgart), v. 47, p. 3013-3019, 2015.

• 2015 - Ligand-Free Palladium-Catalyzed Oxyarylation of Dihydronaphthal­enes and Chromenequinone with o-Iodophenols and 3-Iodolawsone in PEG-400: An Efficient Synthesis of 5-Carbapterocarpans and Pterocarpanquinones

COSTA, PAULO ; De Moraes, Paula ; Gaspar, Francisco ; Borges, Rackel ; Netto, Chaquip ; Leão, Raquel ; Nájera, Carmen. Synthesis (Stuttgart), v. 47, p. 3505-3512, 2015.

• 2015 - Further evidence that naphthoquinone inhibits Toxoplasma gondii growth in vitro

Da Silva, Luciana Lemos Rangel ; Portes, Juliana De Araujo ; De Araújo, Marlon Heggdorne ; Sant'ana Silva, Jéssica Lays ; Rennó, Magdalena Nascimento ; Netto, Chaquip Daher ; Da Silva, Alcides José Monteiro ; COSTA, PAULO ROBERTO RIBEIRO ; De Souza, Wanderley ; Seabra, Sergio Henrique ; Damatta, Renato Augusto. Parasitology International, v. 64, p. 622-631, 2015.

2014


• 2014 - Synthesis of 5-Carbapterocarpens by α-Arylation of Tetralones Followed by One-Pot Demethylation/Cyclization with BBr 3

Fernandes, Talita de A. ; Domingos, Jorge l. O. ; Da Rocha, Luiza I. A. ; de Medeiros, Sabrina ; Nájera, Carmen COSTA, PAULO R. R. .European Journal of Organic Chemistry, v. 2014, p. 1314-1320, 2014.

• 2014 - 11a-N-Tosyl-5-deoxi-pterocarpan (LQB-223), a promising prototype for targeting MDR leukemia cell lines.

Buarque, Camilla D. ; Salustiano, Eduardo J. ; Fraga, Kevin C. ; Alves, Bruna R.M. ; COSTA, PAULO R.R. . European Journal of Medicinal Chemistry, v. 78, p. 190-197, 2014.

• 2014 - The pterocarpanquinone LQB-118 induces apoptosis in acute myeloid leukemia cells of distinct molecular subtypes and targets FoxO3a and FoxM1 transcription factors

Nestal De Moraes, Gabriela ; Castro, Carolina ; Salustiano, Eduardo ; Dumas, Matheus ; Costas, Fernanda ; Lam, Eric ; COSTA, PAULO ; Maia, Raquel. .International Journal of Oncology, v. 45, p. 1949-1958, 2014.

• 2014 - Theoretical and Experimental Studies of New Modified Isoflavonoids as Potential Inhibitors of Topoisomerase I from Plasmodium falciparum

Cortopassi, Wilian A. ; Penna-Coutinho, Julia ; Aguiar, Anna C. C. ; Pimentel, André S. ; Buarque, Camilla D. ; COSTA, PAULO R. R. ; Alves, Bruna R. M. ; França, Tanos C. C. ; Krettli, Antoniana U. .Plos One, v. 9, p. e91191, 2014.

• 2014 - The pterocarpanquinone LQB-118 inhibits tumor cell proliferation by downregulation of c-Myc and cyclins D1 and B1 mRNA and upregulation of p21 cell cycle inhibitor expression

Martino, Thiago ; Magalhães, Fernanda C.J. ; Justo, Graça A. ; Coelho, Marsen G.P. ; Netto, Chaquip D. ; COSTA, PAULO R.R. ; Sabino, Kátia C.C. .Bioorganic & Medicinal Chemistry, v. 22, p. 3115-3122, 2014.

• 2014 - Pterocarpanquinone LQB-118 Induces Apoptosis in Leishmania (Viannia) braziliensis and Controls Lesions in Infected Hamsters

Costa, Luciana ; Pinheiro, Roberta O. ; Dutra, Patrícia M. L. ; Santos, Rosiane F. ; Cunha-Júnior, Edézio F. ; Torres-Santos, Eduardo C. ; Da Silva, Alcides J. M. ; COSTA, PAULO R. R. ; Da-Silva, Silvia A. G. .Plos One, v. 9, p. e109672, 2014.

2013


• 2013 - The pterocarpanquinone LQB induces apoptosis in tumor cells through the intrinsic pathway and endoplasmic reticulum stress pathway

Bacelar, T. S. ; da Silva, A. J. M. ; COSTA, P.R.R. ; Rumjanek, V. M. Anti-Cancer Drugs, v. 3, p. 5-11, 2013.

• 2013 - LQB-118, an Orally Active Pterocarpanquinone, Induces Selective Oxidative Stress and Apoptosis in Leishmania Amazonensis.

Ribeiro, G. A Cunha-Júnior, E. F. ; Pinheiro, R. O. ; Silva, S. A. G. ; do Canto-Cavalheiro, M. M. ; da Silva, A. J. M. COSTA, P.R.R. Netto, C.D.; Melo, R. C. N. ; Almeida-Amaral, E. E. ;Torres-Santos, E. C. Journal of Antimicrobial Chemotherapy, v. 68, p. 789-799, 2013.

• 2013 - Evaluation of Coumarin and Neoflavone Derivatives as HCV NS5B Polymerase Inhibitors.

Nichols, Daniel B. ; Leão, Raquel A. C. ; Basu, Amartya ; Chudayeu, Maksim ; de Moraes, Paula de F. ; Talele, Tanaji T. ; COSTA, PAULO R. R. ; Kaushik-Basu, Neerja. Chemical Biology Drug design, v. 81, p. 607-614, 2013.

• 2013 - Palladium-Catalyzed Arylation of Enoates with Iodobenzene: Stereoselective Synthesis of Trisubstituted Olefins.

Fernandes, Talita de A. ; Vaz, Boniek G. ; Silva, Alcides J. M. da ; Esteves, Pierre M. ; Eberlin, Marcos N. ;COSTA, PAULO R. R. Journal of the Brazilian Chemical Society, v. 24, p. 500-506, 2013.

• 2013 - The Therapeutical Potential of a Novel Pterocarpanquinone LQB-118 to Target Inhibitor of Apoptosis Proteins in Acute Myeloid Leukemia Cells

Reis, F. R. S. ; Faria, F C C ; Souza, P. S. ; Vasconcelos, F. C. ; Castro, C. P. ; Bello, R. D. ; Silva, A. J. ;COSTA, P.R.R. ; Maia, R. C. Anti-cancer agents in Medicinal Chemistry, v. 13, p. 341-351, 2013.

2012


• 2012 - Purification of a synthetic pterocarpanquinone by countercurrent chromatography

Costa, F. N. ; da Silva, A. J. M. ; Netto, C.D. ; Domingos, J.L.O. ; COSTA, P.R.R. ; Leitão, G. G; Journal of the Brazilian Chemical Society, v. 23, p. 1114-1118, 2012.

• 2012 - A new type of pterocarpanquinone that affects Toxoplasma gondii tachyzoites in vitro.

Portes, J. A. ; Netto, C.D. ; da Silva, A. J. M. ; COSTA, P.R.R. ; daMatta, R. A. ; dos Santos, T. A T. ; Souza, W. ; Seabra, S. H; Veterinary Parasitology, v. 186, p. 261-269, 2012.

2011


• 2011 - Microwave-Promoted Palladium-Catalysed Oxyarylation of Dihydronaphthalene and Chromenes by o-Iodophenols and Its Acetates.

Leão, R.A.C.; Pinho, V.D.; Coelho, A.S.; Buarque, C.D.; Moraes, P.F. ; Alonso, D.A.; Nájera, C ; Costa, P.R.R. European Journal of Organic Chemistry, 2011, 3313-3316, 2011

• 2011 - LQB-118, a pterocarpanquinone structurally related to lapachol [2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone]: a novel class of agent with high apoptotic effect in chronic myeloid leukemia cells.

Maia, R.C.; Vasconcellos, F.C.; Bacelar, T.S.; Salustiano, E.J.; da Silva, L.F.R.; Pereira, D.L.; Coelho, A.M.; Netto, C.D.; da Silva, A.J.M.; Rumjanek, V.M.; Costa, P.R.R. Investigational New Drugs, Vol 29, p. 1143-1155, 2011

• 2011 - Effectiveness of the local or oral delivery of the novel naphthopterocarpanquinone LQB-118 against cutaneous leishmaniasis.

Cunha-Júnior, E. F. ; Pacienza-Lima, W. ; Ribeiro, G. A. ; Netto, C.D. ; do Canto-Cavalheiro, M. M. ; da Silva, A. J. M. ; COSTA, P.R.R. ; Rossi-Bergman, B. ; Torres-Santos, E. C. Journal of Antimicrobial Chemotherapy, v. 66, p. 1555-1559, 2011

• 2011 - Synthesis of Coumarins Through Zinc Chloride-Catalyzed Hydroarylation of Ethyl Propiolate by Phenols.

Leão, R. A. C. ; Moraes, P.F. ; Pedro, M. C. B. C. ; COSTA, P.R.R. ; Synthesis (Stuttgart), v. 22, p. 3692-3696, 2011.

• 2011 - Pterocarpanquinones, Aza-pterocarpanquinone and Derivatives: Synthesis, Antineoplasic Activity on Human Malignant Cell Lines and Antileishmanial Activity on Leishmania amazonensis

Buarque, C. D. ; Militão, G. C. G. ; Lima, D. J. B. ; Costa-Lotufo, L. V. ; Pessoa, C. O. ; Moraes, M. O. ; Cunha-Júnior, E. F. ; Torres-Santos, E. C. ; Netto, C.D. ; COSTA, P.R.R. ; Bioorganic ; Medicinal Chemistry (Print), v. 19, p. 6885-6891, 2011.

2010


• 2010 - Palladium-Catalyzed Tandem Heck-Lactonization from o-Iodophenols and Enoates: Synthesis of Coumarins and the Study of the Mechanism by Electrospray Ionization Mass Spectrometry

Fernandes, T.A.; Vaz, B.G.; Eberlin, M.N.; da Silva A. J. M.; Costa, PRR Journal of Organic Chemistry, 21, 7085-7091

• 2010 - A New and Concise Strategy to the Enantioselective Synthesis of (S)-2-Amino-4-Oxo-4-(Pyridine-2-yl) Butanoic Acid from Aspartic Acid

de Lima, EC; de Lima, PG; de Souza, CC; Maior, MCLS; Dias, AG; Costa, PRR Journal of The Brazilian Chemical Society, 21, 777-781

• 2010 - Ability of a synthetic coumestan to antagonize Bothrops snake venom activities.

Melo, PA; Pinheiro, DA; Ricardo, HD; Fernandes, FFA; Tomaz, MA.; El-Kik, CZ; Strauch, MA; Fonseca, TF; Sifuentes, DN; Calil-Elias, S; Buarque, CD; Brito, FV; Costa, PRR; da Silva, AJM Toxicon, 55, 488-496

• 2010 - Binap-AgSbF6 versus Binap-AgClO4 complexes as catalysts for the enantioselective 1,3-dipolar cycloaddition of azomethine ylides and alkenes

Martín-Rodríguez, M; Nájera, C; Sansano, JM; Costa, PRR; de Lima, EC; Dias, AG Synlett, 5, 962-966

• 2010 - Comparision of the cytotoxic effect of lapachol, alfa-lapachone and 1,4-pentacyclicnaphthoquinones on leukemic cells

Salustiano, EJS; Netto, CD; Fernandes, RF; da Silva, AJM; Bacelar, TS; Castro, CP; Buarque, CD; Maia, RC; Rumjanek, VM; Costa, PRR Investigational New Drugs, 28, 139-144

• 2010 - New pterocarpanquinones: synthesis, antineoplasic activity on cultured human malignant cell lines and TNF-alpha modulation in human PBMC cells.

Netto, CD; da Silva, AJM; Salustiano, EJS; Bacelar, TS; Riça, IG; Cavalcante, MCM; Rumjanek, VM; Costa, PRR Bioorganic Medicinal Chemistry, 18, 1610-1616

• 2010 - Palladium-catalyzed oxyarylation of olefins using silver carbonate as the base. Probing the mechanism by electrospray ionization mass spectrometry

Buarque, CD; Pinho, VD; Vaz, BG; Eberlin, MN; da Silva, AJM.; Costa, PRR Journal of Organometallic Chemistry, 695, 2062-2067

2009


• 2009 - (+)-3,4=Dihydroxy-8,9-methylenedioxypterocarpan and derivatives. Cytotoxic Effect on human leukemia cell lines.

Netto, CD; Santos, ESJ; Castro, CP; da Silva, AJM; Rumjanek, VM; Costa, PRR European Journal of Medicinal Chemistry, 44, 920-925

• 2009 - Antitumoral, Antileishmanial and Antimalarial Activity of Pentacyclic 1,4-Naphthoquinone Derivatives

da Silva, AJM; Netto, CD; Pacienza-Lima, W; Torres-Santos, EC; Rossi-Bergmann, B; Maurel, S; Valentin, A; Costa, PRR Journal of the Brazilian Chemical Society, 20, 176-182

• 2009 - Inhibition of the a1b1 Isoform of the Na, K-ATPase by 8-Methoxycoumestrol without Positive Inotropic Effect in Human Myocardium - Novel Aspects of Cardiac Glycoside Pharmacology

Potter, T; Hauck, C; Pôças, ESC; Diedrichs, H; Adam, C; Reuter, H; Wittwer, T; Wahlers, T; da Silva, A JM; Costa, PRR; Noel, F; Muller-Ehmsen, J Journal of Cardiovascular Pharmacology, 54, 10-15

• 2009 - Iodination of Phenols in Water Using Easy to Handle Amine-Iodine Complexes

da Frota, LCRM; Canavez, RCP; Gomes, SLD; Costa, PRR; da Silva, AJM Journal of the Brazilian Chemical Society, 20, 1916-1920

• 2009 - N-tert-Butyl and N-Methyl Nitrones Derived from Aromatic Aldehydes Inhibit Macromolecular Permeability Increase Induced by Ischemia/Reperfusion in Hamsters.

Dias, AG; Santos, CEV; Cyrino, FZGA; Bouskela, E; Costa, PRR Bioorganic Medicinal Chemistry, 1, 3995-3998

• 2009 - Synthesis of 5-deoxypterocarpens, Pterocarpens and Coumestans by Intramolecular Heck Reaction

Sant'Ana, DP; Pinho, VD; Maior, MCLS; Costa, PRR Tetrahedron Letters, 50, 3753-3755

2008


• 2008 - A tandem palladium-catalyzed Heck-lactonization through the reaction of ortho-iodophenols with b-substituted acrylates:synthesis of 4,6-substituted coumarins

Fernandes, TD; Carvalho, RDC; Gonçalves, TMD; da Silva, AJM; Costa, PRR Tetrahedron Letters, 49, 3322-3325

• 2008 - First Stereoselective Synthesis and Assignment of the Absolute Configuration of Nebracetam Eutomer and Derivatives

Lima, EC; Domingos, JLO; Dias, AG; Costa, PRR Tetrahedron-Asymmetry, 19, 1161- 1165

• 2008 - Identification and Characterization of Coumestans as Novel HCV NS5B Polymerase Inhibitors

Kaushik-Basu, N; Bopda-Waffo, A; Talele, TT; Basu, A; Costa, PRR; da Silva, AJM; Sarafianos, SG; Noel, F Nucleic acids research, 36, 1482-1496

• 2008 - Insights into the Mechanism of Na+,K+-ATPase Inhibition by 2-Methoxy-3,8,9-Trihydroxy Coumestan

Pôças, ESC; Touza, NA; Pimenta, PHC; Leitão, FB; Netto, CD; da Silva, AJM; Costa, PRR; Noel, F Bioorganic Medicinal Chemistry, 16, 8801-8805

• 2008 The reaction between phenylnitromethanes and enoate derived from D-mannitol in the presence of TBAF or DBU. Tandem SYN-selective conjugate addition and Nef reaction

Dias, AG; Pinho, VD; Costa, PRR Química Nova, 31, 832-836

2007


• 2007 - Alfa-Phenyl-N-tert-butyl nitrone (PBN) derivatives:Synthesis and protective action against microvascular damages induced by ischemia/reperfusion.

Kim, S; Vilela, GVMD; Boajila, J; Dias, AG; Cyrino, FZGA; Bouskela, E; Costa, PRR; Nepveu, F Bioorganic Medicinal Chemistry, 15, 3572-3578

• 2007 - Synergistic interaction between ouabain and 8-methoxy-3,9-dihydroxy coumestan, a non-steroidal synthetic inhibitor of Na+,K+-ATPase

Pôças, ESC; Touza, NA; da Silva, AJM; Costa, PRR; Noel, F Life Sciences, 81, 1199-1204

2006


• 2006 - Configuration assignment of stereogenic centers in a beta-pinene derivative by H-1 NMR and molecular modeling

Perry, KSP; Domingos, JLO; Dias, AG; Pinheiro, S; de Silva, AJR; Costa, PRR Journal of molecular structure, 783, 157-160

• 2006 - Structure-Activity Relationship in Wedelolactone Analogues: Structural Requirements for Inhibition of Na+/K+-ATPase and Binding to the Central Benzodiazepine Receptor.

Pôças, ESC; Lopes, DVS; da Silva AJM; Pimenta, PHC; Leitão, FB; Netto, CD; Buarque, CD; Brito, FV; Costa, PRR; Noel, F Bioorganic Medicinal Chemistry, 14, 7962-7966

2004


• 2004 -Characterization of a new synthetic isoflavonoid with inverse agonist activity at the central benzodiazepine receptor(vol 495, pg 87, 2004)

Lopes, DVS; Caruso, RRB; Castro, NG; Costa, PRR; da SILVA, AJM; Noel, F European Journal of Pharmacology, 402, 157-157

• 2004 - Crude D-(+)-glyceraldehyde obtained from D-mannitol-diacetonide by oxidative cleavage with sodium periodate: Its reactions with nucleophilic species.

Domingos, JLD; Vilela, GVMD; Costa, PRR; Dias, AG Synthetic Communications, 34, 589-598

• 2004 - Stereoselective Conjugate Addition of Benzyl Phenylsulphonyl Carbanions to Enoates Derived from D-Mannitol.

Ferreira, ARG; Vilela, GVMD; Amorim, MB; Perry, KP; da Silva, AJR ; Dias, AG; Costa, PRR Journal of Organic Chemistry , 69 , 4013-4018

• 2004 - Stereoselective preparation of pyrrolidin-2-ones from a Z-enoate derived from D-(+)-mannitol

Domingos, JLO; Lima, EC; Dias, AG ; Costa, PRR Tetrahedron-Asymmetry, 15 , 2313-2314

• 2004 - Stereoselective synthesis and preliminary evaluation of new D-3-heteroarylcarbonylalanines as ligands of the NMDA receptor

Lima, PG; Caruso, RRB; Alves, SO; Pessoa, RF; Mendonça-Silva, DL; Nunes, RJ; Noel, F; Castro, NG; Costa, PRR Bioorganic Medicinal Chemistry Letters, 14, 4399-4403

• 2004 - Synthesis and Pharmacological Evaluation of Prenylated and Benzylated Pterocarpans Against Snake Venom

da Silva, AJM; Coelho, AL; Simas, ABC; Moraes, RAM; Pinheiro, DA; Fernandes, FFA; Arruda, EZ; Costa, PRR; Melo, PA Bioorganic Medicinal Chemistry Letters, 14 , 431- 435

• 2004 - The First Synthesis of (+/-)-3,4-Dihydroxy-8,9-Methylenedioxypterocarpan, an Antitumoral agent and its Coumestan Derivative

da Silva, AJM; Netto, CD; Costa, PRR Journal of the Brazilian Chemical Society, 15, 979-981

2003


• 2003 - 2-Methoxy-3,8,9-Trihydroxy Coumestan: a new synthetic inhibitor of Na+,K+-ATPase with an original mechanism of action

Pôças, ESC; Costa, PRR; da Silva, AJM; Noel, F Biochemical Pharmacology, 66, 2169-2176

• 2003 - Highly Stereocontrolled Synthesis of Natural Barbacenic Acid. Novel bisnorditerpene from barbacenia flava

Costa, PRR; Barreiro, EJ; Muri, EMF; Greene, A; Kanazawa, Journal of Organic Chemistry, 68, 3831-3837

2002


• 2002 Twenty five years of strategies, methodologies and reactions in organic chemistry.

Costa, PRR; Ferreira, VF Quimica nova, 25, 82-89

• 2002 - 4-Chromenesulfones: synthesis and transformation to isoflavonoid models

Simas, ABC; Furtado, LFO; Costa, PRR Tetrahedron Letters, 43, 6893-6895

• 2002 - NaBh5-MnCl2 for improved reduction of beta-keto esters attached to a chiral auxiliary. Comparison with Zn(Bh5)(2).

Costa, PRR; Lima, CVF; Paiva, PR; Pinheiro, S Organic Preparations And Procedures International, 34, 502-507

• 2002 - Synthesis and preliminary pharmacological evaluation of a new (±) 1,4-naphtoquinones structurally related to lapachol.

da Silva, AJM; Buarque, CD; Brito, FV; Aurelian, L; Macedo, LF; Malkas, LH; Hickey, RJ; Lopes, DVS; Noel, F; Murakami, YLB; Silva, NMV; Melo, PA; Caruso, RRB; Castro, NG; Costa, PRR Bioorganic Medicinal Chemistry, 10, 2731-2738

• 2002 - Selective conjugate addition of nitromethane to enoates derived from D-mannitol and L-tartaric acid

Pinto, AC; Freitas, CBL; Dias, AG; Pereira, VLP; Tinant, B; Declerrq, JP; Costa, PRR Tetrahedron- Asymmetry, 13, 1025-1031

• 2002 - Stereoselective mannich reaction of camphor titanium enolate.

Pinheiro, S; Greco, SJ; Veiga, LS; de Farias, FMC; Costa, PRR Tetrahedron-Asymmetry, 13, 1157-1159

• 2002 -The 1,4-addition of organometallic reagents to enoates derived from pinanediol

Pinheiro, S; Pedraza, SF; Peralta, MA; Teixeira, RC; de Farias, FMC; Ferreira, VF, Costa, PRR Tetrahedron-Asymmetry, 13, 2513-2517

2001


• 2001 - Reaction of safrole derivatives with aluminum chloride: improved procedures for the preparation of catechols or their mono-o-methylated derivatives and a mechanistic interpretation

de Amorim, MB; da Silva, AJM; Costa, PRR Journal of the Brazilian Chemical Society, 12, 346-353

• 2001 - Regioselective lithiations of a pterocarpan skeleton: the first synthesis of rac-4'-dehydroxycabenegrin A-I

Simas, ABC; da Silva, AJM; Coelho, AL; Costa, PRR Tetrahedron Letters, 42, 4111-4113

• 2001 - Synthesis and preliminary pharmacological evaluation of coumestans with different patterns of oxygenation

da Silva, AJM; Melo, PA; Silva, NMV; Brito, FV; Buarque, CD; Souza, DV; Rodrigues, VP; Pôças, ESC; Noel, F; Albuquerque, EX; Costa, PRR Bioorganic Medicinal Chemistry Letters, 11, 283-286

• 2001 - Synthesis of b-amino arylketones through the addition of ArLi derivatives to b-aminoesters

Lima, PG; Sequeira, LC; Costa, PRR Tetrahedron Letters, 42, 3525-3527

• 2001 A practical and efficient preparation of (-)-(4aS,5R)-4,4a,5,6,7,8-hexahydro-4a,5-dimethyl-2(3H)-naphthalenone: a key intermediate in the synthesis of (-)-dehydrofukinone

Schenato, RA; dos Santos, EM; Tenius, BSM; Costa, PRR; Caracelli, OI; Zukerman-Schpector, J Tetrahedron-Asymmetry, 12, 579-584

2000


• 2000 - Syntghesis of New Chioral Auxiliaries From Carbohydrates for Et2AlCl-Promoted Diels-Alder Reaction

Ferreira, VF; Pinheiro, S; Perrone, CC; Costa, PRR Journal of Brazilian Chemical Society, 11, 266-273

• 2000 - The use of chiral auxiliaries prepared from (-)-beta -pinene in stereoselective reduction of beta ketobutyrates

Alencar, KG; Filho, UFL; Vasconcellos, MLAA; Costa, PRR Synthetic communications, 30, 455-468

• 2000 Synthesis of Chiral Pyrrolidine and Pyrrole Derivatives Through the Chemoselective Dieckmann reaction of alpha, beta-aminodiesters

Pinto, AC; Abdala, RV; Costa, PRR Tetrahedron. Asymmetry, 11, 21, 4239-4243

• 2000 The Regio- and Stereoselective Oxyamination of Pinenes and Camphene

Pinheiro, S; Pedraza, SF; Farias, FMC; Gonçalves, AS; Costa, PRR Tetrahedron-Asymmetry, 11, 3845-3848

• 2000 Safrole and eugenol: Study of the chemical reactive and use in the synthesis of biologically active natural products and its derivatives

Costa, PRR Química Nova, 23, 357-369

1999


• 1999 - Formal Enantioselective Synthesis of (+)-Vincamine. The First Enantioselective Route to (+)-3,14-Epivincamine and Its Enantiomer

Alves, JCF; Simas, ABC; Costa, PRR Tetrahedron-Asymmetry, 10, 297-306

• 1999 - Improved Procedure to prepare crotonates

Ferreira, VF; Costa, PRR Organic preparations and procedures, 31, 23-27

• 1999 - Improved method for the esterification of sugar acetals with dicyclohexylcarbodiimide

Perrone, CC; Costa, PRR; Ferreira, VF Organic preparations and procedures international, 31, 689-692

• 1999 - Regioselective Lithiation of Resorsinol Derivatives: Synthesis of mono O-MOM and O-Benzyl Resorsinols Prenylated at C-2 or C-4 Positions

Simas, ABC; Coelho, AL; Costa, PRR Synthesis-Stuttgart, 6, 1017-1021

1998


• 1998 - Carboxyl-terminal sequencing: new c-terminal peptidyl-thiohydantoins formation conditions

Ribeiro, PD; Borges, RSM; Costa, PRR; Alves, EW; Machado, OLT Protein and peptide letters, 5, 251-256

• 1998 - New carbohydrate-based chiral auxiliaries in diels-alder reaction.

Ferreira, MLG; Pinheiro, S; Perrone, CC; Costa, PRR; Ferreira, VF Tetrahedron-Assymetry, 9, 2671-2680

• 1998 - Syn or anti selective michael addition of allyl phenyl sulphone and phenyl prenyl sulphone to enoates derived from d-mannitol.

Ferreira, ARG; Dias, AG; Pinto, AC; Costa, PRR; Miguez, E; da Silva, AJR Tetrahedron Letters, 39, 5305-5308

1997


• 1997 - Asymmetric Friedel-Crafts Reactio Mediated by New Chiral Auxiliaries Derived From (1S)-(-)-(b)-Pinene: Enantioselective Synthesis of (-)-8-Norethyl, 1'-Normethyl Etodolac.

Costa, PRR; Cabral, LM; Alencar, KG; Schmidt, LL; Vasconcellos, MLAA Tetrahedron Letters, 38, 7021-7024

• 1997 - One Pot Large Scale Procedure for the Production of 2-Ethyl and 2-Butyl-2-Carboethoxycyclopentanone frm Ethyl Adipate.

Mafra, JCM; Antunes, OAC; Costa, PRR Synthetic Communications, 27, 4361-4366

• 1997 - Stereocontrolled Elaboration of Quaternary Carbon Centers Involving the Asymmetric Michael-type Alkylation of Chiral Imines: an Efficient Enantioselective Access to (+)-Vincamine.

Alves, JCF; Simas, ABC; Costa, PRR; d'Angelo, J. Tetrahedron-Asymmetry, 8, 1963-1966

• 1997 - Pure enatiomeric substances: The question of chiral drugs.

Barreiro, EJ; Ferreira, VF; Costa, PRR Química Nova, 20, 647-656

• 1997 - Syn-Selective Michael Addition Of Nitromethane Derivatives To Enoates Derived From R-(+)-Glyceraldehyde Acetonide.

Costa, JS; Dias, AG; Anholeto, AL; Monteiro, Md; Patrocinio, Vl; Costa, PRR Journal of Organic Chemistry, 62, 4002-4006

• 1997 - Synthesis and structural determination of new chiral auxiliaries derived from (-)-b-pinene

Dumas, F; Alencar, K; Mahuteau, J; Barbero, MJL; Miet, C; Gérard, F; Vasconcellos, MLAA; Costa, PRR Tetrahedron-Asymmetry, 8, 579-583

1996


• 1996 - 2,3;4,5-di-O-isopropylidene-beta-D-fructopyranose as chiral auxiliary in asymmetric alpha-alkylation of ester enolates

Costa, PRR; Ferreira, VF; Alencar, KG; Filho, HCa; Ferreira, CM; Pinheiro, S Journal of Carbohydrate Chemistry, 15, 691-699

• 1996 - Asymmetric Friedel-Crafts Reaction: An Application to the Synthesis of Etodolac Analogue.

Cabral, L.M.; Costa, PRR; Vasconcellos, MLAA; Barreiro, EJ; Castro, RN Synthetic Communications, 26, 3671-3676

• 1996 - Carbohydrates and Terpenes as Chiral Auxiliaries: the Stereoselective Synthesis of (+) or (-)-b-Piperonyl-g-butirolactone

Costa, PRR; Ferreira, VF; Filho, HCA; Pinheiro, S Journal of the Brazilian Chemical Society, 7, 67-73

• 1996 - Orthobromodiphenylmethane derivatives as starting material for the total synthesis of anthraquinones.

Almeida, WP; Costa, PRR Synthetic Communications, 26, 4507-4518

• 1996 - Snthesis of (-)-6,6-(ethylenedioxy)-1,10-dimethyl-1(9)-octal-2-one

Cequeira, LC; Costa, PRR; Neves, AF Journal Of The Brazilian Chemical Society, 7, 269-271

• 1996 - Variable Chemo-selective Eletrophilic Attack on Silylated Aromatic Aldehydes

Costa, PRR; da Silva, AJM; Vasconcellos, MLAA; Lopes, CC; Lopes, RSC Synlett, 8, 783-784

1995


• 1995- Total synthesis of pterocarpan (+/-)-neorautenane

Lichtenfels, RA; Coelho, AL; Costa, PRR Jornal of the chemical Society-Perkin transactions, 949-951

1994


• 1994 - Diastereoselective Michael Addition of Nitromethane to Enoates Derived From (R)-Glyceraldehyde Acetonide.

Patrocinio, VL; Costa, PRR; Correia, CRD Synthesis-Stuttgart, 5, 474-476

• 1994 - Enantioselective synthesis of (R)-(+)-b-piperonil-g-butirolactone.

Filho, HCA; Filho, UFL; Pinheiro, S; Vasconcellos, MLAA; Costa, PRR Tetrahedron-Asymmetry, 5, 1219-1220

• 1994 - On the asymmetric induction involving lihtium enolates of l-menthylpropionate.

Ribeiro, LP; Antunes, OAC; Bergter, L; Costa, PRR Tetrahedron-Asymmetry, 5, 1873-1874

• 1994 - Enatioselective Synthesis of Substituted Octalones

Sequeira, LC; Costa, PRR; Neves, A; Esteves, P Tetrahedron-Asymmetry, 5, 1433-1434

• 1994 - The Aldol Addition-Reaction Between Gamma-Oxygenated Carboxylic Esters Derived From 2,6-Dimethylphenol And Piperonal

Costa, PRR; Fernandes, MFG; Pinheiro, S Tetrahedron Letters, 35, 1325-1328

1993


• 1993 - Formal Synthesis of (-)-Vallesamidine a 2,2,3-Trialkylindoline Alkaloid

Costa, PRR; Castro, RN; Farias, FMC; Antunes, OAC; Bergter, L Tetrahedron-Asymmetry, 4, 1499-1500

1992


• 1992 - A convenient synthesis of (+/-)-4-prenylpterocarpin.

Coelho, AL; Vasconcellos, MLAA; Simas, ABC; Rabi, JA; Costa, PRR Synthesis-Stuttgart, 10, 914-916

• 1992 - Trans-2-arylcyclohexanols: use as auxiliaries in the Mukaiyama aldol-type condensation between silyl enol esters and aldehydes.

Vasconcellos, MLAA; Desmaelle, D; Costa, PRR; d'Angelo, J Tetrahedron Letters, 33, 4921-4922

1991


• 1991 - Asymmetric Michael addition of chiral imines to phenylvinylsulphone: Preparation of key chiral building blocks for the synthesis of Aspidosperma and Hunteria alkaloids.

d'Angelo, J; Revial, G; Costa, PRR; Castro, RN; Antunes, OAC; Tetrahedron-Asymmetry, 2, 199-202

• 1991 - New chiral auxiliaries derived from beta-pinene: their use in the asymmetric reduction of b-keto-esters.

Vasconcellos, MLAA; d'Angelo, J; Desmaelle, D; Costa, PRR; Potin, D; Tetrahedron-Asymmetry, 2, 353-356

• 1991 - Piperonal as starting material for the regioespecific and stereoselective synthesis of E and Z isomers of 3-methyl-2-hexenedioic acid-1-methyl ester.

Pinheiro, S; Castro, RN; Fernandes, MFG; Costa, PRR Syntetic Communications, 21, 703-712

• 1991 - Synthesis of 6,7-methylenedioxylapachol.

Costa, JCS; Costa, PRR Syntetic Communications, 21, 713-719

1990


• 1990 - Safrole as starting material for the synthesis of 7-methoxy-3'-4'-methylenedioxy isoflavone.

Saraiva, MC; Santos, DF; Costa, PRR; Rabi, J. A. Journal of the Brazilian Chemical Society, 2, 91-93

1988


• 1988 - Synthesis of Dimethoxyfuronaphthoquinones.

Lopes, CC; Lima, ELS; da Silva, AJM; Costa, PRR Synthetic Communications, 18, 1731-1741

• 1988 - Vanillin (1) as starting material for the synthesis of isomeric phthalides.

Costa, PRR; Lopes, CC; Lopes, RSC; Marinho, MFG; Castro, RN Synthetic Communications, 18, 1723-1730

1987


• 1987 - Expeditious, stereocontrolled synthesis of racemic and natural brasilenol through intramolecular symetry transfer. Absolute stereochemistry of brasilenol.

Greene, AE; Serra, AA; Barreiro, EJ; Costa, PRR Journal of Organic Chemistry, 52, 1169-1170

• 1987 - The synthesis of new hybrid prostanoids from natural safrole.

Costa, PRR; Farias, FMC; Coelho, FAS; Barreiro, EJ Anais da Academia Brasileira de Ciências, 10, 154-155

1986


• 1986 - Eugenol as starting materials for the synthesis of 3-alkyl muconic acid dimethyl esteres and 3-alkyl adipic acid dimethyl ester.

Costa, PRR; Pinheiro, S.; Lopes,CC Química Nova (Impresso), 9, 221-221

• 1986 - Safrole as starting materials for the synthesis of 3-alkyl muconic acid monomethyl esters an 4,4-dialkylbutenolides.

Costa, PRR; Lopes, CC; Pinheiro, S. Química Nova (Impresso), 9, 177-177

• 1986 - The chemistry of phthalides. I. Synthesis of 2,3-dimethoxy-phthalide (Meconime) and 2-benzyloxyphthalide

Costa, PRR; Lopes, CC Química Nova (Impresso), 8, 5-6

1985


• 1985 - Eugenol and Safrole as starting materials for the synthesis of 3-alkyl-muconic acids mono and dimethyl ester and 4,4-dialkylbutenolids.

Costa, PRR; Pinheiro, S.; Lopes, CC Tetrahedron Letters, 26, 4155-4158

• 1985 - Prostaglandin analogue: 2. The synthesis of new prostanoids derivatives from safrole isolated from sassafraz oil.

Costa, PRR; Farias, FMC.; Coelho, FAS.; Barreiro, EJ. J.Chem Research, 2301-2304

1984


• 1984 - Efficient synthesis of cytotoxic quinones; 2-acetyl-4H,9H-naphtho [2,3-b] furan-4,9-dione, 6 and (+) 2-(1-hydroxy-ethyl)-4H,9H-naphtho [2,3-b] furan-4,9-dione, 7

Lopes, CC.; Lopes, RSC.; Pinto, AV.; Costa, PRR Journal of Heterocyclic Chemistry, 21, 621-622

• 1984 - Prostaglandin analogues: The synthesis of new prostaglandins from natural safrole.

Farias, FMC.; Barreiro, EJ; Coelho, FAS.; Costa, PRR Anais da Academia Brasileira de Ciências, 7, 111-112

• 1984 - Prostaglandin analogues: the synthesis of new tromboxaxane derivatives from natural safrole.

Coelho, FAS.; Farias, FMC.; Barreiro, EJ; Costa, PRR Anais da Academia Brasileira de Ciências, 7 113-115

• 1984 - The nature of solvent effects in the reaction of safrole with bromine

Costa, PRR.; Rabi, JA J Chem Researsch, 20-21

• 1984 - The reaction of safrole with brominating agents. Differential trapping of the intermediates by bromide and water.

Costa, PRR; Rabi, JA Journal of the Brazilian Chemical Society, 22-23

1983


• 1983 - A convenient method for the preparation of 6,7-methylenedio-xy-3-alkyl-2-hydroxy-1,4-naphthoquinones from natural safrole and carboxylic acids.

Costa, PRR; Lopes, CC.; Pinto, AV Synthetic Communications, 13, 691-698

• 1983 - Eergia da ponte de hidrogênio entre moléculas S-trans na N-metil-formamida: cálculos pelo método CNDO/.

Costa, PRR.; Antunes, OAC.; Alencastro, RB Anais da Academia Brasileira de Ciências

• 1983 - Interaction of a nitro-group with adjacent cationic species to form nitronic lactones.

Costa, PRR; Rabi, JA Journal of Chemical Research. Synopses, 1, 201-216

1982


• 1982 - An improved synthesis from natural safrole of indole related to indomethacin.

Barros, PRVR; Barreiro, EJ; Queiroz, WM.; Costa, P.R.R Journal of Chemical Research , E U A, 1142-1165

• 1982 - Preparação de aldeídos fenilacéticos oxigenados pela reação de ozonólise de alilbenzenos naturais - Utilização do homopiperonal como precursor de unidades C6-C2.

Lopes, CC; Costa, PRR Anais da Academia Brasileira de Ciências, 54, 758-759

• 1982 - Síntese de derivados do ácido 2,3-indoil-acético a partir do safrol.

Barros, PRVR; Queiroz, WM; Costa, PRR Química Nova (Impresso), 5, 112-114

• 1982 - Síntese do 2-acetil-4H,9H-nafto[2,3-b]furan-4,9-diona e (+) 2-(1-hidroximetil)-H,9H-nafto[2,3-b]furan-4,9-diona.

Lopes, CC; Lopes, RSC; Pinto, AV; Costa, P.R.R. Anais da Academia Brasileira de Ciências, 54, 758-759

• 1982 - The Bayer-Villiger reactions in the synthesis of vicinal triphenol derivatives.

Aguiar, LCS; Costa, PRR; Barnes, RA Anais da Academia Brasileira de Ciências, 54, 121-122

1981


• 1981 - Reações de Bayer-Villiger: aplicação na síntese de trifenóis vicinais e O-derivados.

Aguiar, LCS; Costa, P.R.R; Barnes, RA Anais da Academia Brasileira de Ciências, 53, 682-683

• 1981 - Utilização de sintons naturais na preparação de compostos biologicamente ativos. I. Prostanóides.

Costa, PRR; Barreiro, EJ; Gomes, LNLF; Pereira, AL Anais da Academia Brasileira de Ciências, 53, 61-63

• 1981 - Utilização de sintons naturais na preparação de compostos biologicamente ativos. II. Antiinflamatórios.

Barros, PRVR; Barreiro,EJ; Costa, PRR Anais da Academia Brasileira de Ciências, 53, 65-67

1980


• 1980 - Síntese de quinolinas a partir do safrol.

Costa, PRR; Torres, L.; Rabi, JA Anais da Academia Brasileira de Ciências, 52, 483-488

1975


• 1975 - Ions carbônio não clássicos em reações de adição eletrofílica ao safrol.

Costa, PRR; Rabi, JA Anais da Academia Brasileira de Ciências, 47, 357-358

• 1975 - Solvent Effects in the Reaction of Safrole with Bromine.

Costa, PRR; Rabi, JA Tetrahedron Letters, 16, 4535-4538