Efeitos farmacológicos e toxicidade das plantas do gênero Marsdenia. Uma Revisão
Resumo
As plantas do gênero Marsdenia, família Apocynaceae (Asclepiadoideae), apresentam distribuição mundial, embora se encontre predominantemente nas regiões tropicais. Diversas espécies de Marsdenia são usadas na medicina tradicional asiática para o tratamento de dores reumáticas, inflamação, asma, sífilis e câncer. Vários estudos fitoquímicos mostraram que elas contêm glicosídeos esteroides, principalmente derivados de pregnano, mas também alcaloides esteroides, triterpenos e conduritoles. No entanto, casos espontâneos de intoxicação ocorreram em diversas espécies animais, e podem ocorrer em humanos. Assim, as plantas do gênero Marsdenia apresentam enorme potencial para descoberta de novos compostos para uso como medicamentos.
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Referências
ABE, F. et al. Cyclitols and their glycosides from leaves of Marsdenia tomentosa. Phytochemistry, v. 47, n. 7, p. 1297-1301, 1998.
ABE, F. et al. Marstomentosides O-T, polyoxypregnane glycosides from Marsdenia tomentosa. Chemical & Pharmaceutical Bulletin, v. 48, n. 1, p. 154-156, 2000. Disponível em: http://cpb.pharm.or.jp/cpb/200001/c01_0154.pdf.
BALCI, M. Synthesis of conduritols and related compounds. Pure & Applied Chemistry, v. 69, n. 1, p. 97-104, 1997.
CASTRO, M.B. et al. Intoxicação aguda por diazinon em bovinos. Ciência Rural, v. 37, n. 5, p. 1498-1501, 2007.
CHEN, J.J. et al. New C21 steroidal glycosides from Marsdenia tenacissima. Acta Botanica Yunnanica, v. 21, n. 3, 369–377. 1999.
CHEN, B. et al. Effect of extract from Marsdenia tenacissima on Jurkat, Raji and RPMI8226 cells in vitro. Chinese Journal of Biochemical Pharmaceutics, v. 30, n. 3, p. 174-177, 2009. Disponível em: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3576187.
CHOWDHURY, A.K.A. et al. Antifertility principles from Marsdenia tinctoria: pharmacological and phytochemical studies. Pure & Applied Chemistry, v. 66, n. 10/11, p. 2343-2346, 1994.
DEEPAK, D. et al. Pregnane glycosides. In: ANDERSEN, A. et al. (Eds.). Progress in the Chemistry of Organic Natural Products, v. 71. Vienna: Springer, 1997. p. 169-325.
DEMARCO, D. et al. Laticíferos articulados anastomosados – novos registros para Apocynaceae. Revista Brasileira de Botânica, v. 29, n. 1, p. 133-144, 2006.
DENG, J. et al. Marsdenosides A-H, polyoxypregnane glycosides from Marsdenia tenacissima. Phytochemistry, v. 66, n. 9, p. 1040-1051, 2005. Disponível em: http://www.sciencedirect.com/science/article/pii/S0031942205001330.
DENG, J. et al. Quantitation of seven polyoxypregnane glycosides in Marsdenia tenacissima using reversed-phase high-performance liquid chromatography-evaporative light-scattering detection. Journal of Chromatography A, v. 1116, n. 1-2, p. 83-88, 2006. Disponível em: http://www.sciencedirect.com/science/article/pii/S0021967306005735.
DOMINGUEZ, X.A. et al. β-amyrin juarezate a novel ester from Marsdenia pringlei and triterpenes from Asclepias linaria. Phytochemistry, v. 13, n. 11, p. 2617-2618, 1974.
DUFF, A.G. et al. Flavescin: A new 1-ketopolyhydroxypregnene from Marsdenia flavescens. Phytochemistry, v. l2, n. 12, p. 2943-2945, 1973.
GAO, Z.L. et al. Three new pregnane glycosides from Marsdenia tinctoria. Helvetica Chimica Acta, v. 92, n. 9, p. 1775-1781, 2009. Disponível em: http://onlinelibrary.wiley.com/doi/10.1002/hlca.200900072/abstract.
GELLERT, E.; SUMMONS, R.E. Steroidal alkaloids of Marsdenia rostrata. III. Rostratamine and dihydrorostratamine. Australian Journal of Chemistry, v. 27, p. 919-921, 1974.
GERALDO NETO, S.A. Intoxicações por plantas em animais de produção nas regiões Central e Oeste do Rio Grande do Norte. Dissertação (Mestrado em Ciência Animal), Universidade Federal Rural do Semi-Árido, Mossoró, 2012.
GERALDO NETO, S.A. et al. Spontaneous and experimental poisoning by Marsdenia megalantha Goyder & Morillo in ruminants and a pig. Toxicon, v. 63, n. 1, p. 116-119, 2013. Disponível em: http://www.sciencedirect.com/science/article/pii/S0041010112008355.
GÜLTEKIN, M.S. et al. Cyclitols: conduritols and related compounds. Current Organic Chemistry, v. 8, n. 3, p. 1159-1186, 2004.
GUPTA, V.S. et al. Pregnanes and pregnane glycosides from Marsdenia roylei. Phytochemistry, v. 64, n. 8, p. 1327-1333, 2003. Disponível em: http://www.sciencedirect.com/science/article/pii/S0031942203004680.
GUPTA, V. et al. Pregnane and pregnane tetraglycoside from Marsdenia roylei. Natural Product Research, v. 25, n. 10, p. 959-973, 2011. Disponível em: http://www.sciencedirect.com/science/article/pii/S0031942203004680.
HAN, S.Y. et al. Marsdenia tenacissima extract restored gefitinib sensitivity in resistant non-small cell lung cancer cells. Lung Cancer, v. 75, n. 1, p. 30-37, 2012. Disponível em: http://www.lungcancerjournal.info/article/S0169-5002%2811%2900330-8/abstract.
HAN, S.Y. et al. Enhancement of gefitinib-induced growth inhibition by Marsdenia tenacissima extract in non-small cell lung cancer cells expressing wild or mutant EGFR. BMC Complementary and Alternative Medicine, v. 14, art.1652014, 2014a. Disponível em: http://link.springer.com/article/10.1186%2F1472-6882-14-165.
HAN, S.Y. et al. Marsdenia tenacissima extract inhibits gefitinib metabolism in vitro by interfering with human hepatic CYP3A4 and CYP2D6 enzymes. Journal of Ethnopharmacology, v. 151, n. 1, p. 210-217, 2014b. Disponível em: http://www.sciencedirect.com/science/article/pii/S0378874113007289.
HAYASHI, K. et al. Studies on the constituents of Asciepiadaceae plants (XXVI) Isolation of a new glycoside from Dregea volubilis. Chemical & Pharmaceutical Bulletin, v. 17, p. 2629-2632, 1969.
HAYASHI, K. et al. Antitumor active glycosides from Condurango Cortex. Chemical & Pharmaceutical Bulletin, v. 28, n. 6, 1954-1958, 1980.
HAYASHI, K. et al. Further investigation of antitumor condurangoglycosides with C-18 oxygenated aglycone. Chemical & Pharmaceutical Bulletin, v. 29, n. 9, p. 2725-2730, 1981.
HU, Y-L. et al. Tenacigenin B derivatives reverse P-glycoprotein-mediated multidrug resistance inHepG2/Dox cells. Journal of Natural Products, v. 71, n. 6, p. 1049-1051, 2008. Disponível em: http://pubs.acs.org/doi/pdf/10.1021/np070458f.
HUMBERTO, M.M. et al. Pentacyclic triterpene 5-phenylpenta-2,4-dienoyl esters from Peltastes peltatus (Vell.) Woodson. Phytochemical Analysis, v. 15, n. 6, p. 339-344, 2004. Disponível em: http://onlinelibrary.wiley.com/doi/10.1002/pca.774/abstract.
KOCH, I. et al. Apocynaceae. In: Lista de Espécies da Flora do Brasil. Rio de Janeiro, Jardim Botânico do Rio de Janeiro, 2012.
KUMAR, A. et al. Two oligosaccharides from Marsdenia roylei. Phytochemistry, 50, n. 8, p. 1353-1357, 1999.
KWON, Y.U. et al. Facile syntheses of all possible diastereomers of conduritol and various derivatives of inositol stereoisomers in high enantiopurity from myo-inositol. Journal of Organic Chemistry, v. 67, n. 10, p. 3327-3338, 2002. Disponível em: http://pubs.acs.org/doi/pdf/10.1021/jo016237a.
LI, D. et al. Preliminary study on effects of Xiaoaiping injection on NB4 cells. Chinese Journal of Biochemical Pharmaceutics, v. 28, n. 4, p. 247-250, 2007. Disponível em: http://en.cnki.com.cn/Article_en/CJFDTOTAL-SHYW200704011.htm.
LUO, S.Q. et al. Polyoxypregnanes from Marsdenia tenacissima. Phytochemistry, v. 34, n. 6, p. 1615-1620, 1993a.
LUO, S.Q. et al. Assignment of the proton and Carbon-13 NMR spectra of the C21 steroids12b-O-acetyltenacigenin A and tenacigenin A by twodimensional NMR techniques and computer modeling. Magnetic Resonance in Chemistry, v. 31, n. 3, p. 215-221, 1993b.
MALDONADO, E.; JUÁREZ-JAIMES, V. Chemical constituents from Marsdenia callosa. Biochemical Systematics and Ecology, v. 48, p. 219-221, 2013.
MEDEIROS, R.M.T. et al. Intoxicação por nitratos e nitritos em bovinos por ingestão de Echinochloa polystachya (capim-mandante) e Pennisetum purpureum (capim-elefante) no sertão da Paraíba. Pesquisa Veterinária Brasileira, v. 23, n. 1, p. 17-20, 2003.
MIYAKAWA, S. et al. Five glycosides from the chinese drug ‘tong-guang-san’: the stems of Marsdenia tenacissima. Phytochemistry, v. 25, n. 12, p. 2861-2865, 1986.
MU, Q. et al. Two new antiepilepsy compounds - ottophyllosides A and B. Science in China Series B: Chemistry, v. 29, n. 3, p. 295-301, 1986.
NICHOLSON, S.S. Cyanogenic plants. In: GUPTA, R.C. (Ed.). Veterinary Toxicology. Elsevier, Amsterdam, 2007. p. 873-875.
PESSOA, C.R.M. et al. Poisoning by Marsdenia hilariana and Marsdenia megalantha (Apocynaceae) in ruminants. Toxicon, v. 58, p. 610-613, 2011. Disponível em: http://www.sciencedirect.com/science/article/pii/S0041010111002789.
QIU, S.X. et al. Further polyoxypregnanes from Marsdenia tenacissima. Phytochemistry, v. 41, n. 5, p. 1385-1388, 1996.
QIU, S.X. et al. A triterpene from Marsdenia globifera. Phytochemistry, v. 34, n. 5, p. 1385-1387, 1993.
RAPINI, A. Asclepiadaceae ou Asclepiadoideae (Apocynaceae). Conceitos distintos de agrupamento taxonômico. Hoehnea, v. 27, n. 2, p. 121-130, 2000.
RAPINI, A. Taxonomy "under construction": advances in the systematics of Apocynaceae, with emphasis on the Brazilian Asclepiadoideae. Rodriguésia, v. 63, n. 1, p. 75-88, 2012. Disponível em: http://dx.doi.org/10.1590/S2175-78602012000100007.
RAPINI, A.; PEREIRA, J.F. Two new species of Marsdenia R. Br. (Apocyanceae: Asclepiadoideae) from the semi-arid region of Brazil. Kew Bulletin, v. 66, n. 1, 137-142, 2011. Disponível em: http://link.springer.com/article/10.1007%2Fs12225-011-9262-3.
SILVA, D.M. et al. Plantas tóxicas para ruminantes e eqüídeos no Seridó Ocidental e Oriental no Rio Grande do Norte. Pesquisa Veterinária Brasileira, v. 26, n. 4, p. 223-236, 2006. Disponível em: http://dx.doi.org/10.1590/S0100-736X2006000400007.
SINGHAL, S. et al. Cissogenin, a pregnane genin from Marsdenia tenacissima. Phytochemistry, v. 19, n. 11, p. 2427-2430, 1980a.
SINGHAL, S. et al. Tenasogenin, a pregnane ester from Marsdenia tenacissima. Phytochemistry, v. 19, n. 11, p. 2431-2433, 1980b.
TACHAKITTIRUNGROD, S. et al. Study on antioxidant activity of certain plants in Thailand: mechanism of antioxidant action of guava leaf extract. Food Chemistry, v. 103, n. 2, p. 381-388, 2007. Disponível em: http://www.sciencedirect.com/science/article/pii/S0308814606006613.
UMEHARA, K. et al. Studies on differentiation inducers. IV. Pregnane derivatives from Condurango cortex. Chemical & Pharmaceutical Bulletin, v. 42, n. 3, p. 611-616, 1994.
XIA, Z.H. et al. Pregnane glycosides from the stems of Marsdenia tenacissima. Journal of Asian Natural Products Research, v. 6, n. 2, p. 79-85, 2004.
WANG, S. et al. Two new C21 Steroidal glycosides from Marsdenia tenacissima (ROXB.) WIGHT et ARN. Chemical & Pharmaceutica Bulletin, v. 54, n. 5, p. 696-698, 2006. Disponível em: https://www.jstage.jst.go.jp/article/cpb/54/5/54_5_696/_article.
WANG, X.L. et al. Further polyoxypregnane glycosides from Marsdenia tenacissima. Journal of Asian Natural Products Research, v. 12, n. 8, p. 654-661, 2010. Disponível em: http://www.tandfonline.com/doi/abs/10.1080/10286020.2010.495330#.VkESQcpTP_4.
YANG, R.Z. et al. The structures of tenacigenin A, B, and C. Acta Botanica Yunnanica, v. 3, n. 3, p. 271-278, 1981.
YE, B. et al. Anti-tumor activity and relative mechanism of ethanolic extract of Marsdenia tenacissima (Asclepiadaceae) against human hematologic neoplasm in vitro and in vivo. Journal of Ethnopharmacology, v. 153, n. 1, p. 258-267, 2014. Disponível em: http://www.sciencedirect.com/science/article/pii/S0378874114001482.
YOSHIMURA, S. et al. Studies on the constituents of Asclepiadaceae plants. LVI. Isolation of new antitumor-active glycosides from Dregea volubilis (L.) BENTH. Chemical & Pharmaceutical Bulletin, v. 31, n. 11, p. 3971-3983, 1983.
YUAN, J.L. et al. The pregnane glycoside marsdekoiside A from Marsdenia koi. Phytochemistry, v. 31, n. 3, p. 1058-1060, 1992.
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