Chemical profile, isolated compounds and biological activities from Swartzia spp.: a review
DOI:
https://doi.org/10.53660/494.prw1417Palavras-chave:
Swartzia, secondary metabolites, biological activitiesResumo
The neotropical genus Swartzia Schreb. (Fabaceae) is an abundant and well distributed taxon. This work aimed to review the chemical and biological data published about Swartzia spp. For this purpose, there were screened 199 papers which were found related to keyword “Swartzia” in the scientific database ‘SciFinder’ and also checked up to 9,180 results returned from that same term in ‘Google Scholar’. There were obtained chemical and biological information related to 21 species. Chemical screenings performed with Swartzia species allowed to find mostly the chemical classes of: flavonoids, isoflavanones, isoflavones, pterocarpans, triterpenoids, diterpenoids, steroids and saponins. Isolated compounds and extracts were tested for several biological activities showed to be antifungal, antibacterial, larvicidal and antioxidant.
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ABDEL-KADER, M.S.; BAHLER, B. D.; MALONE, S.; WERKHOVEN, M. C. M.; WISSE, J. H.; NEDDERMANN, K. M.; BURSUKER, I.; KINGSTON, D. G. I. Bioactive Saponins from Swartzia schomburgkii from the Suriname Rainforest. Journal of Natural Products, 63(11): 1461-1464. 2000. https://doi.org/10.1021/np0000926.
ARAUJO, M. F. DE; VIEIRA, I. J. C.; BRAZ-FILHO, R.; VIEIRA-DA-MOTTA, O.; MATHIAS, L. Chemical constituents from Swartzia apetala Raddi var. glabra and evaluation of their antifungal activity against Candida spp. Revista Brasileira de Farmacognosia, 19(2A): 366-369. 2009. https://doi.org/10.1590/S0102-695X2009000300005.
BARBOSA, A. P.; PALMEIRA, R. C. F.; NASCIMENTO, C. S.; FEITOZA, D. S.; CUNHA, M. S. C. Leguminosas Florestais da Amazônia Central. I. Prospecção das Classes de Compostos Presentes na Casca de Espécies Arbóreas. Revista Fitos, 1(3): 47-57. 2006.
BARBOSA, T. C. T. DOS S.; MENDONÇA, M. S. DE; NASCIMENTO, L. L. DOS A. M. DO; MORIM, M. P. Morphoanatomical and histochemical study of seeds of four species of Swartzia (Fabaceae - Papilionoideae) at Tupé Sustainable Development Reserve AM/Brazil. Botanical Sciences, 99(4): 863-876. 2021.
BRAZ FILHO, R.; DE MORAES, M. P.; GOTTLIEB, O. R. Pterocarpans from Swartzia laevicarpa. Phytochemistry, 19(9): 2003-2006. 1980. https://doi.org/10.1016/0031-9422(80)83022-6.
ARAÚJO, M. F.; CURCINO VIEIRA, I. J.; SANT'ANNA, C. M.; DA SILVA, D. R.; VITORINO MAIA, A. I.; BRAZ-FILHO, R.; VIEIRA-DA-MOTTA, O.; MATHIAS, L. New triterpene glycoside and other chemical constituents from the leaves of Swartzia apetala Raddi var. glabra. Natural Product Research, 27(20): 1888-1895. 2013. https://doi.org/10.1080/14786419.2013.782493.
DONNELLY, D.; FITZGERALD, M. Pterocarpanoid constituents of Swartzia leiocalycina, Phytochemistry, 10: 3147–3153. 1971.
DORSAZ, S.; SNÄKA, T.; FAVRE-GODAL, Q.; MAUDENS, P.; BOULENS, N.; FURRER, P.; EBRAHIMI, S. N.; HAMBURGER, M.; ALLÉMANN, E.; GINDRO, K.; QUEIROZ, E. F.; RIEZMAN, H.; WOLFENDER, J.; SANGLARD, D. Identification and mode of action of a plant natural product targeting human fungal pathogens. Antimicrobial Agents and chemotherapy, 61(9): e00829-17. 2017. https://doi.org/10.1128/AAC.00829-17.
DUBOIS, J. L.; SNEDEN, A. T. Ferreirinol, a New 3-Hydroxyisoflavanone from Swartzia polyphylla. Journal of Natural Products, 59(9): 902-903. 1996 https://doi.org/10.1021/np960122y.
DUBOIS, J.L.; SNEDEN, A.T. Dihydrolicoisoflavone, a new isoflavanone from Swartzia polyphylla. Journal of Natural Products, 58: 629-632. 1995 https://doi.org/10.1021/np50118a028.
FLORA E FUNGA DO BRASIL, Fabaceae. Jardim Botânico do Rio de Janeiro. 2023. Available in: <https://floradobrasil.jbrj.gov.br/FB23178>. Access in: 07/May/2023.
FAVRE-GODAL, Q., DORSAZ, S., QUEIROZ, E.F., MARCOURT, L., EBRAHIMI, S.N., ALLARD, P.M., VOINESCO, F., HAMBURGER, M., GUPTA, M.P., GINDRO, K. SANGLARD, D. Anti-Candida cassane-type diterpenoids from the Root Bark of Swartzia simplex. Journal of Natural Products, 78(12): 2994-3004. 2015. https://doi.org/10.1021/acs.jnatprod.5b00744.
FORMIGA, M. D.; GOTTLIEB, O. R.; MENDES, P. H.; KOKETSU, M.; ALMEIDA, M. E. L.; PEREIRA, M. O. DA S.; MAGALHÃES, M. T. Constituents of Brazilian Leguminosae. Phytochemistry, 14: 828-829. 1975.
GARCIA, M. G., NASCIMENTO, C. C., FERREIRA, A. G., LIMA, M. P. Identification of isoflavonoids in wood residue from Swartzia laevicarpa, Dipteryx odorata, and Andira parviflora. Chemistry of Natural Compounds, 54(5): 856-859. 2018. https://doi.org/10.1007/s10600-018-2498-5.
JIMÉNEZ, G.; HASEGAWA, M.; RODRIGUEZ, M.; ESTRADA, O.; MÉNDEZ, J.; CASTILLO, A.; GONZALEZ-MUJICA, F.; MOTTA, N.; VÁSQUEZ, J.; ROMERO-VECCHIONE, E. Biological screening of plants of the Venezuelan Amazons. Journal of Ethnopharmacology, 77(1): 77-83. 2001. https://doi.org/10.1016/S0378-8741(01)00271-9.
KFFURI, C. W.; LOPES, M. A.; MING, C.; ODONNE, G.; KINUPP, V. F. Antimalarial plants used by indigenous people of the Upper Rio Negro in Amazonas, Brazil, Journal of Ethnopharmacology, 178: 188-198. 2016. http://dx.doi.org/10.1016/j.jep.2015.11.048.
MAGALHÃES, A. F.; TOZZI, A. M. G. A.; SANTOS, C. C.; MAGALHÃES, E. G. Chemical indexes calculated for 8,11,13-trienabietane diterpenoids isolated from Swartzia species. Eclética Química, 35(3): 169-177. 2010. https://doi.org/10.1590/S0100-46702010000300017.
MAGALHÃES, A. F.; TOZZI, A. M. G. DE A.; SANTOS, C. C.; SERRANO, D. R.; ZANOTTI-MAGALHÃES, E. M.; MAGALHÃES, E. G.; MAGALHÃES, L. A. Saponins from Swartzia langsdorffii: Biological Activities. Memórias do Instituto Oswaldo Cruz, 98(5): 713-718. 2003. http://dx.doi.org/10.1590/S0074-02762003000500022.
MAGALHÃES, A. F.; TOZZI, A. M. G.; SANTOS, C. C.; MAGALHÃES, E. G. Swartziarboreol Diterpenes from Swartzia langsdorffii Raddi. Journal of Natural Products, 68(8): 1290-1292. 2005. https://doi.org/10.1021/np0501177.
MARQUI, S. R. DE; LEMOS, R. B.; SANTOS, L. A.; CASTRO-GAMBOA, I.; CAVALHEIRO, A. J.; BOLZANI, V. DA S.; SILVA, D. H. S. Saponinas antifúngicas de Swartzia langsdorffii. Química Nova, 31(4): 828-831. 2008. http://dx.doi.org/10.1590/S0100-40422008000400023.
OLIVEIRA, C.A.; DE FREITAS MANSANO, V.; TEIXEIRA, S.P.; DAS NEVES BRANDES, A.F.; BARATTO, L.C.; LEITÃO, S.G.; SANTANA, M.N.; RODRIGUES, I.A.; PAULINO, J.V. Bloodwood: the composition and secreting-site of the characteristic red exudate that gives the name to the Swartzia species (Fabaceae). Journal of Plant Research, 134: 127-139. 2021. https://doi.org/10.1007/s10265-020-01246-4.
ORPHELIN, B.; BRUM-BOUSQUET, M.; TILLEQUIN, F.; KOCH, M. Swartziarboreols A-E, Five New Cassane Diterpenoids from Swartzia arborescens (Aubl.) Pittier. Heterocycles, 43(1): 173-183. 1996. 10.3987/COM-95-7249.
OSAWA, K.; YASUDA, H.; MARUYAMA, T.; MORITA, H.; TAKEYA, K.; ITOKAWA, H. Isoflavanones from the heartwood of Swartzia polyphylla and their antibacterial activity against cariogenic bacteria. Chemical and Pharmaceutical Bulletin, 40(11): 2970-2974. 1992. https://doi.org/10.1248/cpb.40.2970.
OSAWA, K.; YASUDA, H.; MARUYAMA, T.; MORITA, H.; TAKEYA, K.; ITOKAWA, H. Isoflavanones from the heartwood of Swartzia polyphylla and their antibacterial activity against cariogenic bacteria. Chemical and Pharmaceutical Bulletin, 40: 2970-2974. 1992. https://doi.org/10.1248/cpb.40.2970.
RAMOS, M.V.; BRITO, D.; FREITAS, C.D.; GONÇALVES, J.F.C.; PORFIRIO, C.T.; LOBO, M.D.; MONTEIRO-MOREIRA, A.C.O.; SOUZA, L.A.; FERNANDES, A.V. Proteomic identification and purification of seed proteins from native Amazonian species displaying antifungal activity. Planta, 248(1): 197-209. 2018. https://doi.org/10.1007/s00425-018-2893-y.
ROESLER, R.; MALTA, L. G.; CARRASCO, L. C.; HOLANDA, R. B.; SOUSA, C. A. S.; PASTORE, G. M. Atividade antioxidante de frutas do cerrado. Ciência e Tecnologia de Alimentos, 27(1): 53-60. 2006.
ROJAS, R.; BUSTAMANTE, B.; VENTOSILLA, P.; FERNÁDEZ, I.; CAVIEDES, L.; GILMAN, R.H.; LOCK, O.; HAMMOND, G.B. Larvicidal, antimycobacterial and antifungal compounds from the bark of the Peruvian plant Swartzia polyphylla DC. Chemical and Pharmaceutical Bulletin, 54(2): 278-279. 2006. https://doi.org/10.1248/cpb.54.278.
ROUMY, V.; MACEDO, J. C. R.; BONNEAU, N.; SAMAILLIE, J.; AZAROUAL, N.; ENCINAS, L. A.; RIVIÈRE, C.; HENNEBELLE, T.; SAHPAZ, S.; ANTHERIEU, S.; PIÇON, C.; NEUT, C.; SIAH, A.; GUTIERREZ-CHOQUEVILCA, L.; RUIZ, L. 2019. Plant therapy in the Peruvian Amazon (Loreto) in case of infectious diseases and its antimicrobial evaluation. Journal of Ethnopharmacology, 249:112411. 2019. http://dx.doi.org/10.1016/j.jep.2019.112411.
SANCHEZ, C. S.; ROCHA, A. F. I.; PINHEIRO, M. L. B.; ANDRADE, C. H. S.; MONTE, F. J. Q. Brachyrachisina: Isoflavona inédita de Swartzia (Leguminosae). Acta Amazonica, 29(3): 419-422. 1999. http://dx.doi.org/10.1590/1809-43921999293422.
SANTOS, A. B.; DOS, SILVA, D. H. S.; BOLZANI, V. DA S., SANTOS, L. A. S.; SCHMIDT, T. M.; BAFFA, O. Antioxidant Properties of Plant Extracts: an EPR and DFT Comparative Study of the Reaction with DPPH, TEMPOL and Spin Trap DMPO. Journal of the Brazilian Chemical Society, 20(8): 1483-1492. 2009. https://doi.org/10.1590/S0103-50532009000800015.
SCHMEDA-HIRSCHMANN, G., BURGOS-EDWARDS, A., THEODULOZ, C., JIMÉNEZ-ASPEE, F., VARGAS-ARANA, G. Male sexual enchancers from the Peruvian Amazon. Journal of Ethnopharmacology, 229: 167-179. 2018. https://doi.org/10.1016/j.jep.2018.10.007.
SILVA, H. P.; BORGES, F. V.; ABREU, K. M. P.; VIEIRA, I. J. C.; ARAUJO, M. F. Constituintes Químicos de Swartzia oblata e Avaliação Antitumoral. Revista Virtual Química, 11(5): 1433-1443. 2019.
SILVEIRA, M. F. DA; GOUVEIA, F. N.; MOREIRA, A. C. O.; OLIVEIRA, J. R. V.; SILVA, A. S. V. S.; ALMEIDA, G. F.; COSTA, A. F. Natural resistance of eight Brazilian wood species from the region Caatinga determined by an accelerated laboratory decay test against four fungi. Holzforschung, 73(2), 151-154. 2018. https://doi.org/10.1515/hf-2018-0051.
THE LEGUME PHYLOGENY WORKING GROUP (LPWG). A new subfamily classification of the Leguminosae based on a taxonomically comprehensive phylogeny: The Legume Phylogeny Working Group (LPWG). Taxon, 66(1): 44-77. 2017. https://doi.org/10.12705/661.3.
TORKE, B. M.; AND SCHAAL, B. A. Molecular phylogenetics of the species-rich Neotropical genus Swartzia (Leguminosae, Papilionoideae) and related genera of the Swartzioid clade. American Journal of Botany, 95(2): 215-228. 2008. https://doi.org/10.3732/ajb.95.2.215.
YAZBEK, P. B., MATTA, P.; PASSERO, L. F.; SANTOS, G. DOS; BRAGA, S.; ASSUNÇÃO, L., SAUINI, T.; CASSAS, F.; GARCIA, R. J. F.; HONDA, S.; BARRETO, E. H. P.; RODRIGUES, E. Plants utilized as medicines by residents of Quilombo da Fazenda, Núcleo Picinguaba, Ubatuba, São Paulo, Brazil: A participatory survey. Journal of Ethnopharmacology, 244: 112123. 2019.