Chemical and pharmacological validation of extracts and active compounds of Copaifera species

• Grant number: 11/13630-7
• Support Opportunities: Research Projects - Thematic Grants
• Start date: April 01, 2012
• End date: March 31, 2017
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Jairo Kenupp Bastos
• Grantee: Jairo Kenupp Bastos
• Host Institution: Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP). Universidade de São Paulo (USP). Ribeirão Preto , SP, Brazil
• Pesquisadores principais: Lizandra Guidi Magalhães
• Associated researchers: Antônio Eduardo Miller Crotti ; Carlos Henrique Gomes Martins ; Claudia Helena Pellizzon ; Denise Crispim Tavares ; Hervé Louis Ghislain Rogez ; José Maurício Sforcin ; Luis Alexandre Pedro de Freitas ; Luiz Alberto Beraldo de Moraes ; Márcio Luís Andrade e Silva ; Niege Araçari Jacometti Cardoso Furtado ; Raquel Alves dos Santos ; Rodrigo Cassio Sola Veneziani ; Sergio Akira Uyemura ; Sergio Ricardo Ambrosio ; Vanderlei Rodrigues ; Vera Lúcia Lanchote ; Vladimir Constantino Gomes Heleno ; Wilson Roberto Cunha
• Associated research grant(s): 14/04464-4 - 55th Annual Meeting of the American Society of Pharmacognosy & 14th Annual Oxford International Conference on the Science of Botanicals, AR.EXT
• Associated scholarship(s): 17/02592-3 - Biotransformation of cubebin and hardwickiic acid by Cunninghamella echinulata and biological activities evaluation, BP.MS; 16/20589-7 - Copaifera lucens: antibacterial action of the hydroalcoholic crude extract and the oleoresin against oral pathogens and its cytotoxic and genotoxic potential, BP.IC; 15/23154-9 - Histological analysis of the cicatrization in chemical ulcers after treatment the copaiba oil (Copaifera Hayne multijuga), with concentration of the 3%, BP.IC; + associated scholarships 15/17641-4 - Histological evaluation of the effect of copaiba oil (Copaifera multijuga Hayne) at a concentration of 1% on the healing of corneal ulcers caused by chemical burns in rats, BP.IC; 16/07075-4 - In vitro susceptibility of Porphyromonas gingivalis and Aggregatibacter actinomycetemcomitans against oleoresin and compounds isolated from species of Copaifera spp, BP.IC; 16/01232-0 - Copaifera oleoresins: development and validation of a HPLC-DAD analytical method and phytochemical study and in vitro antitumor evaluation of the main secondary metabolites obtained, BP.DD; 15/12372-5 - Cytotoxic and genotoxic potential study of Copaifera lucens in extract cells of mammals in vitro and in vivo, BP.IC; 15/19714-9 - A preliminary investigation of the anti-Helicobacter pylori by some Copaifera spp. species, BP.IC; 15/05954-8 - Potential antigenotoxic and against poisoning by methylmercury and lead of flavonoids and galloylquinic compounds from Copaifera langsdorffii Desf., BP.MS; 14/23684-5 - Evaluation of cellular and molecular mechanisms in skin wound healing using Copaifera langsdorffii hydroalcoholic extract and oil resin ointments, BP.MS; 14/13094-6 - Evaluation of cell death induction by Copaifera duckei oleoresin and polyaltic acid in MCF-7 cell line, BP.IC; 14/09528-0 - Bioactivity analysis of crude hydroalcoholic extract of leaves and oleoresin of Copaifera multijuga against oral pathogens, BP.IC; 14/03092-6 - Chemical validation and in vitro antitumor activity of secondary metabolites obtained from the oleoresin of Copaifera multijuga, BP.MS; 13/19488-3 - In vivo and in vitro evaluation of chemo preventive potential of Copaifera reticulata Ducke oil-resin: genotoxic, biochemical and immunohistochemical parameters, BP.PD; 13/21167-0 - Antiparasitary potential evaluation for a group of labdane diterpenes against Leishmania amazonensis, BP.IC; 12/24856-9 - Copaifera duckei Dwyer: EVALUATION OF ANTIBACTERIAL POTENTIAL AGAINST BUCCAL PATHOGENS AND CYTOTOXICITY, BP.MS; 13/06591-0 - Chemical study of the hydroalcoholic extract of the leaves of Copaifera oblongifolia and antiparasitic assays, BP.IC; 12/22832-5 - Fragmentation studies on labdane-type diterpenes isolated from Copaifera langsdorffii oleoresin using tandem mass spectrometry, BP.MS; 12/24200-6 - In vitro antitumor activity of secondary metabolites obtained from the oleoresin of Copaifera duckei, BP.IC; 12/15092-5 - This project is integrant of chemical and pharmacological validation of extracts and active compounds of copaifera speci, BP.IC; 12/12881-9 - Antibacterial activity of the crude extract and derivatives from Copaifera langsdorffii against planktonic and sessile anaerobic bacteria, BP.IC; 12/02082-1 - Copaifera langsdorffii: development of liposomes stabilized by spray freeze drying with selective antitumor action, BP.DR; 12/08335-9 - Study of antibacterial, mutagenic and cytotoxic potential of crude hydroalcoholic extract from Copaifera trapezifolia, BP.MS - associated scholarships

Abstract

Despite the wide folk use of copaiba oil resin by the Brazilians since XIX century, the several studies corroborating many of its ethnopharmacological uses, and its production being around 800 tons per year, there is a great need of undertaking phytochemical, pharmacological, toxicological and clinical studies, aiming to guarantee the safety, efficacy and quality, which are mandatory for developing new phytomedicines. It should be pointed out that the majority of the reported data are related to the crude oil resin and there are few studies on the aerial parts of Copaifera plants. Therefore, the goal of this proposal is to undertake a wide study with eight species of Copaifera, such as: C. duckei Dwyer, C. martii Hayne, C. reticulata Ducke, C. multijuga Hayne e C. piresii Ducke, C. langsdorffii Desff, C. trapezifolia Hayne e C. officinalis (Jacq.) L, aiming to undertake the chemical and pharmacological validation, as well as the standardization of these plants extracts to establish the bases for the development of new medicines. For that, a multidisciplinary team will undertake the following: metabolomic study of the oil resins and the leaf extracts for the isolation and identification of the major secondary metabolites, to be used as chromatographic standards and in the biological assays; development of analytical methods and desreplication studies to guide both the phytochemical and seasonal studies; investigation of the anti-inflammatory, analgesic, immunomodulatory, wound healing, antimicrobial, antiparasitical and antitumor activities for the crude extracts and major isolated compounds; determination of both in vitro and in vivo toxicological parameters; studies of biotransformation by the gut bacteria; pharmacokinetic studies of the selected extracts and isolated compounds, as well as the use of spray drier technique to produce standardized crude extracts. (AU)

Scientific publications

(87)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

LEANDRO, LUIS FERNANDO; MORAES, THAIS DA SILVA; DE OLIVEIRA, POLLYANNA FRANCIELLI; ALVES, JACQUELINE MORAIS; SENEDESE, JULIANA MARQUES; OZELIN, SAULO DUARTE; RESENDE, FLAVIA APARECIDA; DE GRANDIS, RONE APARECIDO; VARANDA, ELIANA APARECIDA; BASTOS, JAIRO KENUPP; et al. Assessment of the antibacterial, cytotoxic and mutagenic potential of the phenolic-rich hydroalcoholic extract from Copaifera trapezifolia Hayne leaves. Journal of Medical Microbiology, v. 65, n. 9, p. 937-950, SEP 2016. (12/25237-0, 12/08335-9, 11/13630-7)

SERGIO GUSHIKEN, LUCAS FERNANDO; HUSSNI, CARLOS ALBERTO; BASTOS, JAIRO KENUPP; ROZZA, ARIANE LEITE; BESERRA, FERNANDO PEREIRA; VIEIRA, ANA JULIA; PADOVANI, CARLOS ROBERTO; LEMOS, MARIVANE; POLIZELLO JUNIOR, MAURILIO; MANGABEIRA DA SILVA, JONAS JOAQUIM; et al. Skin Wound Healing Potential and Mechanisms of the Hydroalcoholic Extract of Leaves and Oleoresin of Copaifera langsdorffii Desf. Kuntze in Rats. Evidence-based Complementary and Alternative Medicine, 2017. (11/13630-7, 12/15092-5, 14/23684-5)

FURTADO, RICARDO ANDRADE; VILHENA BERNARDES, CRISTIANE TEIXEIRA; DA SILVA, MAURO NOGUEIRA; ZOCCAL, KARINA FURLANI; FACCIOLI, LUCIA HELENA; BASTOS, JAIRO KENUPP. Antiedematogenic Evaluation of Copaifera langsdorffii Leaves Hydroethanolic Extract and Its Major Compounds. BIOMED RESEARCH INTERNATIONAL, 2015. (11/13630-7)

DE OLIVEIRA, REJANE BARBOSA; COELHO, EDUARDO BARBOSA; RODRIGUES, MARINA REZENDE; DE MELLO COSTA-MACHADO, ANA RITA; BARRETO DE SOUSA, JOAO PAULO; BERRETTA, ANDRESA A.; BASTOS, JAIRO KENUPP. Effect of the Copaifera langsdorffii Desf. Leaf Extract on the Ethylene Glycol-Induced Nephrolithiasis in Rats. Evidence-based Complementary and Alternative Medicine, 2013. (11/13630-7)

CARNEIRO, LUIZA J.; BIANCHI, THAMIRES C.; DA SILVA, JONAS J. M.; OLIVEIRA, LARISSA C.; BORGES, CARLY H. G.; LEMES, DANIELI C.; BASTOS, JAIRO K.; VENEZIANI, RODRIGO C. S.; AMBROSIO, SERGIO R.. Development and Validation of a Rapid and Reliable RP-HPLC-PDA Method for the Quantification of Six Diterpenes in Copaifera duckei, Copaifera reticulata and Copaifera multijuga Oleoresins. Journal of the Brazilian Chemical Society, v. 29, n. 4, p. 729-737, APR 2018. (16/01232-0, 14/03092-6, 11/13630-7)

DAMASCENO, JAQUELINE LOPES; ARNET, YADIRA FERNANDEZ; FORTUNATO, GIOVANNA CAPALDI; GIROTTO, LUIZA; MARENA, GABRIEL DAVI; ROCHA, BEATRIZ PATTI; RESENDE, FLAVIA APARECIDA; AMBROSIO, SERGIO RICARDO; SOLA VENEZIANI, RODRIGO CASSIO; BASTOS, JAIRO KENUPP; et al. Investigation of Safety Profile of Four Copaifera Species and of Kaurenoic Acid by Salmonella/Microsome Test. Evidence-based Complementary and Alternative Medicine, 2019. (12/25237-0, 11/13630-7)

OLIVEIRA, LARISSA COSTA; PORTO, THIAGO SOUZA; COLMANETTE JUNIOR, ARTHUR HENRIQUE; CONCEICAO SANTOS, MARIO FERREIRA; RAMOS, HENRIQUE PEREIRA; BRAUN, GLAUCIA HOLLAENDER; DE LIMA PAULA, LUCAS ANTONIO; BASTOS, JAIRO KENUPP; JACOMETTI CARDOSO FURTADO, NIEGE ARACARI; TAME PARREIRA, RENATO LUIS; et al. Schistosomicidal activity of kaurane, labdane and clerodane-type diterpenes obtained by fungal transformation. Process Biochemistry, v. 98, p. 34-40, NOV 2020. (11/13630-7, 11/21638-8, 17/02592-3)

RODRIGUEZ BARDAJI, DANAE KALA; MANGABEIRA DA SILVA, JONAS JOAQUIM; BIANCHI, THAMIRES CHIQUINI; EUGENIO, DANIELE DE SOUZA; DE OLIVEIRA, POLLYANNA FRANCIELLI; LEANDRO, LUIS FERNANDO; GHISLAIN ROGEZ, HERVE LOUIS; SOLA VENEZIANNI, RODRIGO CASSIO; AMBROSIO, SERGIO RICARDO; TAVARES, DENISE CRISPIM; et al. Copaifera reticulata oleoresin: Chemical characterization and antibacterial properties against oral pathogens. Anaerobe, v. 40, p. 18-27, AUG 2016. (11/13630-7, 12/25237-0)

MOTTA, ERICK V. S.; LEMOS, MARIVANE; COSTA, JULIANA C.; BANDERO-FILHO, VILMAR C.; SASSE, ASTRID; SHERIDAN, HELEN; BASTOS, JAIRO K.. Galloylquinic acid derivatives from Copaifera langsdorffii leaves display gastroprotective activity. Chemico-Biological Interactions, v. 261, p. 145-155, JAN 5 2017. (11/13630-7, 12/09727-8, 12/01336-0)

MATOS, PRISCILLA M.; MAHONEY, BRIAN; CHAN, YOHAN; DAY, DAVID P.; CABRAL, MIRELA M. W.; MARTINS, CARLOS H. G.; SANTOS, RAQUEL A.; BASTOS, JAIRO K.; PAGE, PHILIP C. BULMAN; HELENO, VLADIMIR C. G.. New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity. Molecules, v. 20, n. 10, p. 18264-18278, OCT 2015. (11/13630-7, 09/09491-1)

MIZUNO, CASSIA S.; SOUZA, ARIANA B.; TEKWANI, BABU L.; AMBROSIO, SERGIO R.; VENEZIANI, RODRIGO C. S.. Synthesis and biological evaluation of polyalthic acid derivatives for the treatment of neglected diseases. Bioorganic & Medicinal Chemistry Letters, v. 25, n. 23, p. 5529-5531, DEC 1 2015. (11/13630-7, 11/23493-7)

FURTADO, RICARDO ANDRADE; DE OLIVEIRA, POLLYANNA FRANCIELLI; SENEDESE, JULIANA MARQUES; OZELIN, SAULO DUARTE; RIBEIRO DE SOUZ, LARISSA DANIELA; LEANDRO, LUIS FERNANDO; DE OLIVEIRA, WENDEL LUIZ; MANGABEIRA DA SILVA, JONAS JOAQUIM; OLIVEIRA, LARISSA COSTA; ROGEZ, HERVE; et al. Assessment of genotoxic activity of oleoresins and leaves extracts of six Copaifera species for prediction of potential human risks. Journal of Ethnopharmacology, v. 221, p. 119-125, JUL 15 2018. (11/13630-7)

MANGABEIRA DA SILVA, JONAS JOAQUIM; CREVELIN, EDUARDO JOSE; CARNEIRO, LUIZA JUNQUEIRA; ROGEZ, HERVE; SOLA VENEZIANI, RODRIGO CASSIO; AMBROSIO, SERGIO RICARDO; BERALDO MORAES, LUIZ ALBERTO; BASTOS, JAIRO KENUPP. Development of a validated ultra-high-performance liquid chromatography tandem mass spectrometry method for determination of acid diterpenes in Copaifera oleoresins. Journal of Chromatography A, v. 1515, p. 81-90, SEP 15 2017. (11/13630-7)

RIBEIRO, VICTOR PENA; ARRUDA, CAROLINE; MANGABEIRA DA SILVA, JONAS JOAQUIM; ALDANA MEJIA, JENNYFER ANDREA; JACOMETTI CARDOSO FURTADO, NIEGE ARACARI; BASTOS, JAIRO KENUPP. Use of spinning band distillation equipment for fractionation of volatile compounds of Copaifera oleoresins for developing a validated gas chromatographic method and evaluating antimicrobial activity. BIOMEDICAL CHROMATOGRAPHY, v. 33, n. 2, FEB 2019. (11/13630-7)

ARRUDA, CAROLINE; ALDANA MEJIA, JENNYFER ANDREA; RIBEIRO, VICTOR PENA; GAMBETA BORGES, CARLY HENRIQUE; GOMES MARTINS, CARLOS HENRIQUE; SOLA VENEZIANI, RODRIGO CASSIO; AMBROSIO, SERGIO RICARDO; BASTOS, JAIRO KENUPP. Occurrence, chemical composition, biological activities and analytical methods on Copaifera genus-A review. BIOMEDICINE & PHARMACOTHERAPY, v. 109, p. 1-20, JAN 2019. (11/13630-7)

AP SIMPLICIO, JANAINA; PERNOMIAN, LARISSA; SIMAO, MARILIA R.; CARNIO, EVELIN C.; BATALHAO, MARCELO E.; AMBROSIO, SERGIO R.; TIRAPELLI, CARLOS R.. Mechanisms underlying the vascular and hypotensive actions of the labdane ent-3-acetoxy-labda-8(17),13-dien-15-oic acid. European Journal of Pharmacology, v. 726, p. 66-76, MAR 5 2014. (11/13630-7, 10/01009-3)

SENEDESE, JULIANA MARQUES; ALVES, JACQUELINE MORAIS; DE SOUZA LIMA, ILDERCILIO MOTA; PEDROSO DE ANDRADE, ERICK AUGUSTO; FURTADO, RICARDO ANDRADE; BASTOS, JAIRO KENUPP; TAVARES, DENISE CRISPIM. Chemopreventive effect of Copaifera langsdorffii leaves hydroalcoholic extract on 1,2-dimethylhydrazine-induced DNA damage and preneoplastic lesions in rat colon. BMC COMPLEMENTARY AND ALTERNATIVE MEDICINE, v. 13, JAN 7 2013. (11/13630-7)

FURTADO, RICARDO A.; GUNAHERATH, G. M. KAMAL B.; BASTOS, JAIRO K.; GUNATILAKA, A. A. LESLIE. Microbial Biotransformation of 16 alpha,17-Epoxy-ent-kaurane-19-oic acid by Beauveria sulfurescens ATCC 7159-F. NATURAL PRODUCT COMMUNICATIONS, v. 8, n. 8, p. 1041-1044, AUG 2013. (11/13630-7, 09/16081-4)

GONCALVES DIAS, FERNANDA GOSUEN; JORGE, ADRIANA TORRECILHAS; PEREIRA, LUCAS DE FREITAS; FURTADO, RICARDO ANDRADE; AMBROSIO, SERGIO RICARDO; BASTOS, JAIRO KENUPP; RAMOS, SALVADOR BOCCALETTI; CHAHUD, FERNANDO; GOSUEN GONCALVES DIAS, LUIS GUSTAVO; HONSHO, CRISTIANE DOS SANTOS; et al. Use of Copaifera multijuga for acute corneal repair after chemical injury: A clinical, histopathological and toxicogenetic study. BIOMEDICINE & PHARMACOTHERAPY, v. 96, p. 1193-1198, DEC 2017. (11/13630-7)

ALVES, JACQUELINE MORAIS; LEANDRO, LUIS FERNANDO; SENEDESE, JULIANA MARQUES; DE CASTRO, PAMELA TINTI; PEREIRA, DAIANE ELEUTERIO; RESENDE, FLAVIA APARECIDA; CAMPOS, DEBORA LEITE; MANGABEIRA DA SILVA, JONAS JOAQUIM; VARANDA, ELIANA APARECIDA; BASTOS, JAIRO KENUPP; et al. Antigenotoxicity properties of Copaifera multijuga oleoresin and its chemical marker, the diterpene (-)-copalic acid. JOURNAL OF TOXICOLOGY AND ENVIRONMENTAL HEALTH-PART A-CURRENT ISSUES, v. 81, n. 5, p. 116-129, 2018. (09/17237-8, 11/13630-7)

LEITE VIEIRA, ROSIMARA GONCALVES; MORAES, THAIS DA SILVA; SILVA, LARISSA DE OLIVEIRA; BIANCHI, THAMIRES CHIQUINI; SOLA VENEZIANI, RODRIGO CASSIO; AMBROSIO, SERGIO RICARDO; BASTOS, JAIRO KENUPP; PIRES, REGINA HELENA; GOMES MARTINS, CARLOS HENRIQUE. In vitro studies of the antibacterial activity of Copaifera spp. oleoresins, sodium hypochlorite, and peracetic acid against clinical and environmental isolates recovered from a hemodialysis unit. ANTIMICROBIAL RESISTANCE AND INFECTION CONTROL, v. 7, JAN 24 2018. (11/13630-7, 12/25237-0)

SILVA, ALINE N.; SOARES, ANA CAROLINA F.; CABRAL, MIRELA M. W.; DE ANDRADE, ALEXR. P.; DA SILVA, MARILZA B. M.; MARTINS, CARLOS H. G.; VENEZIANI, RODRIGO C. S.; AMBROSIO, SERGIOR.; BASTOS, JAIRO K.; HELENO, VLADIMIR C. G.. Antitubercular Activity Increase in Labdane Diterpenes from Copaifera Oleoresin through Structural Modification. Journal of the Brazilian Chemical Society, v. 28, n. 6, p. 1106-1112, JUN 2017. (11/13630-7, 09/09491-1)

MOTTA, ERICK V. S.; SAMPAIO, BRUNO L.; COSTA, JULIANA C.; TEIXEIRA, SIMONE P.; BASTOS, JAIRO K.. Quantitative analysis of phenolic metabolites in Copaifera langsdorffii leaves from plants of different geographic origins cultivated under the same environmental conditions. Phytochemical Analysis, v. 30, n. 3, p. 364-372, MAY-JUN 2019. (11/13630-7, 12/01336-0)

CRUZ DE CARVALHO, TATIANE; DE OLIVEIRA SILVA, ELIANE; SOARES, GILBERTO AUGUSTO; PARREIRA, RENATO LUIS TAME; AMBROSIO, SERGIO RICARDO; JACOMETTI CARDOSO FURTADO, NIEGE ARACARI. Fungal biocatalysts for labdane diterpene hydroxylation. Bioprocess and Biosystems Engineering, v. 43, n. 6, FEB 2020. (11/13630-7, 16/25201-7, 12/01766-4)

CHIBAS, LENIHER CASTAN; CINTRA, PRISCILA PAVINI; MOREIRA, MONIQUE RODRIGUES; GOULART, MIRIAN OLIVEIRA; AMBROSIO, SERGIO RICARDO; SOLA VENEZIANI, RODRIGO CASSIO; BASTOS, JAIRO KENUPP; DOS SANTOS, RAQUEL ALVES. Polyalthic Acid in Polymeric Nanoparticles Causes Selective Growth Inhibition and Genotoxicity in MCF-7 Cells. NATURAL PRODUCT COMMUNICATIONS, v. 14, n. 4, APR 2019. (11/13630-7, 14/12465-0)

CANO, BRUNO LIMONTI; MOREIRA, MONIQUE RODRIGUES; GOULART, MIRIAN OLIVEIRA; DOS SANTOS GONCALVES, NATALIA; SOLA VENEZIANI, RODRIGO CASSIO; BASTOS, JAIRO KENUPP; AMBROSIO, SERGIO RICARDO; DOS SANTOS, RAQUEL ALVES. Comparative study of the cytotoxicity and genotoxicity of kaurenoic acid and its semi-synthetic derivatives methoxy kaurenoic acid and kaurenol in CHO-K1cells. Food and Chemical Toxicology, v. 102, p. 102-108, APR 2017. (11/13630-7)

ALVES, JESSICA APARECIDA; ABRAO, FARIZA; MORAES, THAIS DA SILVA; DAMASCENO, JAQUELINE LOPES; DOS SANTOS MORAES, MARCOS FERNANDO; SOLA VENEZIANI, RODRIGO CASSIO; AMBROSIO, SERGIO RICARDO; BASTOS, JAIRO KENUPP; DANTAS MIRANDA, MAYKER LAZARO; GOMES MARTINS, CARLOS HENRIQUE. Investigation of Copaifera genus as a new source of antimycobaterial agents. FUTURE SCIENCE OA, v. 6, n. 7, AUG 2020. (11/13630-7, 12/25237-0)

FERREIRA, ALEXSANDRO EURIPEDES; FERREIRA SOARES ROCHA, ANA CAROLINA; BASTOS, JAIRO KENUPP; GOMES HELENO, VLADIMIR CONSTANTINO. Software-assisted methodology for complete assignment of H-1 and C-13 NMR data of poorly functionalized molecules: The case of the chemical marker diterpene ent-copalic acid. Journal of Molecular Structure, v. 1228, MAR 15 2021. (11/13630-7)

SOUSA, INGRID P.; DE SOUSA TEIXEIRA, MARIA, V; FREITAS, JOLINDO A.; FERREIRA, ANTONIO G.; PIRES, LOREN M.; SANTOS, RAQUEL A.; GOMES HELENO, VLADIMIR CONSTANTINO; CARDOSO FURTADO, NIEGE A. JACOMETTI. Production of More Potent Anti-Candida Labdane Diterpenes by Biotransformation Using Cunninghamella elegans. CHEMISTRY & BIODIVERSITY, v. 19, n. 3, p. 9-pg., 2022-02-19. (11/13630-7, 16/25201-7)

SENEDESE, JULIANA MARQUES; RINALDI-NETO, FRANCISCO; FURTADO, RICARDO ANDRADE; NICOLLELA, HELOIZA DINIZ; RIBEIRO DE SOUZA, LARISSA DANIELA; RIBEIRO, ARTHUR BARCELOS; FERREIRA, LUCAS SOUZA; MAGALHAES, GEORGIA MODE; CARLOS, IRACILDA ZEPPONE; MANGABEIRA DA SILVA, JONAS JOAQUIM; et al. Chemopreventive role of Copaifera reticulata Ducke oleoresin in colon carcinogenesis. BIOMEDICINE & PHARMACOTHERAPY, v. 111, p. 331-337, MAR 2019. (11/13630-7, 13/19488-3)

AL-MADBOLY, LAMIAA A.; ABD EL-SALAM, MOHAMED A.; BASTOS, JAIRO K.; EL-SHORBAGY, SAFINAZ H.; EL-MORSI, RASHA M.. Novel Preclinical Study of Galloylquinic Acid Compounds from Copaifera lucens with Potent Antifungal Activity against Vaginal Candidiasis Induced in a Murine Model via Multitarget Modes of Action. MICROBIOLOGY SPECTRUM, v. N/A, p. 24-pg., 2022-08-16. (11/13630-7)

CECHINEL-ZANCHETT, CAMILE CECCONI; BOLDA MARIANO, LUISA NATHAPRIMELIA; BOEING, THAISE; DA COSTA, JULIANA DE CARVALHO; DA SILVA, LUISA MOTA; BASTOS, JAIRO K.; CECHINEL-FILHO, VALDIR; DE SOUZA, PRISCILA. Diuretic and Renal Protective Effect of Kaempferol 3-O-Alpha-L-rhamnoside (Afzelin) in Normotensive and Hypertensive Rats. Journal of Natural Products, v. 83, n. 6, p. 1980-1989, JUN 26 2020. (11/13630-7)

MANGABEIRA DA SILVA, JONAS JOAQUIM; CASOTI, ROSANA; FIGUEIREDO, SONIA APARECIDA; VIEIRA FONSECA, MARIA JOSE; ROGEZ, HERVE; GOMES HELENO, VLADIMIR CONSTANTINO; BASTOS, JAIRO KENUPP. Determination of the Composition of Copaifera (Fabaceae) Leaf Extracts with Potential Antioxidant Activity by Metabolomics Approach. REVISTA BRASILEIRA DE FARMACOGNOSIA-BRAZILIAN JOURNAL OF PHARMACOGNOSY, v. 31, n. 5, OCT 2021. (11/13630-7)

ABD EL-SALAM, MOHAMED; EL-TANBOULY, GHADA; BASTOS, JAIRO; METWALY, HEBA. Suppression of VEGF and inflammatory cytokines, modulation of Annexin A1 and organ functions by galloylquinic acids in breast cancer model. SCIENTIFIC REPORTS, v. 13, n. 1, p. 18-pg., 2023-07-28. (11/13630-7)

DE SEIXAS, ARTHUR TAVARES; GALLANI, SILVIA UMEDA; NORONHA, LEILANE DA SILVA; MANGABEIRA SILVA, JONAS JOAQUIM; RIZZATO PASCHOAL, JONAS AUGUSTO; BASTOS, JAIRO KENUPP; RAMOS VALLADAO, GUSTAVO MORAES. Copaiferaoleoresins as a novel natural product against acanthocephalan in aquaculture: Insights in the mode of action and toxicity. AQUACULTURE RESEARCH, v. 51, n. 11, AUG 2020. (11/13630-7)

GONCALVES DIAS, FERNANDA GOSUEN; PEREIRA, LUCAS DE FREITAS; FURTADO, RICARDO ANDRADE; MAGALHAES, GEORGIA MODE; MIGUEL, MARINA PACHECO; GOSUEN GONCALVES DIAS, LUIS GUSTAVO; JORGE, ADRIANA TORRECILHAS; HONSHO, CRISTIANE DOS SANTOS; AMBROSIO, SERGIO RICARDO; BASTOS, JAIRO KENUPP; et al. Topical formulations containing Copaifera duckei Dwyer oleoresin improve cutaneous wound healing. AVICENNA JOURNAL OF PHYTOMEDICINE, v. 11, n. 2, p. 120-133, MAR-APR 2021. (11/13630-7)

SIMARO, GUILHERME VENANCIO; LEMOS, MARIVANE; DA SILVA, JONAS JOAQUIM MANGABEIRA; RIBEIRO, VICTOR PENA; ARRUDA, CAROLINE; SCHNEIDER, AYDA HENRIQUES; WANDERLEY, CARLOS WAGNER DE SOUZA; CARNEIRO, LUIZA JUNQUEIRA; MARIANO, ROBERTA LOPES; AMBROSIO, SERGIO RICARDO; et al. Antinociceptive and anti-inflammatory activities of Copaifera pubiflora Benth oleoresin and its major metabolite ent-hardwickiic acid. Journal of Ethnopharmacology, v. 271, MAY 10 2021. (11/13630-7)

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