Anti-inflammatory, antimicrobial and acetylcholinesterase inhibitory activities of friedelanes from Maytenus robusta branches and isolation of further triterpenoids.
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2017
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The new pentacyclic triterpenoids friedel-1-en-3,16-dione (1), 1α,29-dihydroxyfriedelan-3-one (2) and
16β,28,29-trihydroxyfriedelan-3-one (3) were isolated from Maytenus robusta branches in addition to the known,
but new for this species, triterpenoid 12α,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 16β,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.
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SOUSA, G. F. et al. Anti-inflammatory, antimicrobial and acetylcholinesterase inhibitory activities of friedelanes from Maytenus robusta branches and isolation of further triterpenoids. Phytochemistry Letters, v. 21, p. 61-65, 2017. Disponível em: <http://www.sciencedirect.com/science/article/pii/S1874390017301659>. Acesso em: 29 ago. 2017.