Anti-inflammatory, antimicrobial and acetylcholinesterase inhibitory activities of friedelanes from Maytenus robusta branches and isolation of further triterpenoids

作者：de Sousa Grasiely F; de Aguilar Mariana G; Dias Danielle F; Takahashi Jacqueline A; Moreira Maria Eliza C; Vieira Filho Sidney A; Silva Gracia D F; Rodrigues Salomao B V; Braga Messias Maria Cristina T; Duarte Lucienir P^*

来源：Phytochemistry Letters, 2017, 21: 61-65.

DOI：10.1016/j.phytol.2017.05.026

• Maytenus robusta
• Friedel-1-en-3,16-dione
• 1 alpha,29-dihydroxyfriedelan-3-one
• 16 beta,28,29-trihydroxyfriedelan-3-one
• Anti-inflammatory activity

The new pentacyclic triterpenoids friedel-1-en-3,16-dione (1), 1 alpha, 29-dihydroxyfriedelan-3-one (2) and 16 beta, 28,29-trihydroxyfriedelan-3-one (3) were isolated from Maytenus robusta branches in addition to the known, but new for this species, triterpenoid 12a, 29-dihydroxyfriedelan-3-one (4). The structures and stereochemistry of the novel triterpenoids were established by IR, 1D/2D NMR and HR-APCIMS spectral data. In addition, the biological activity of compound 2 and the previously isolated friedelanes 5-8 (friedelan-3,16-dione, 29-hydroxyfriedelan-3-one, 29-hydroxyfriedelan-3,16-dione and 16 beta, 29-dihydroxyfriedelan-3-one) was investigated. Compounds 2 and 8 were tested for their acetylcholinesterase properties and antimicrobial activity against the bacteria Staphylococcus aureus, Pseudomonas aeruginosa, Listeria monocytogenes, Citrobacter freundii, and the fungus Candida albicans. Compound 2 was the most active compound for both assays, with values of 32.3% acetylcholinesterase inhibition, 42% activity against the fungus Candida albicans and 34% against the bacterium Pseudomonas aeruginosa. Compounds 5-8 were assayed for their antiedematogenic activity using the carrageenan- induced paw edema assay. At maximum inflammation after three hours, compounds 6 and 8 showed 42% and 57% activity, respectively. After four hours, compounds 5 and 7 showed activity of 71% and 75% compared to 79% of the control indomethacin.

• 出版日期2017-9