The Structure Elucidation of 20S,24S-epoxydammarane-type Triterpenoids from the bark of Aglaia cucullata (Meliaceae)

Abstract

Triterpenoids are the major class of terpenoid group that is widely found in Meliaceae family. The Aglaia genus is one of the genera that is known to contain a few secondary metabolite compounds with a variety of interesting structures and biological activities, especially triterpenoids. Aglaia cucullata, as a mangrove plant can be found in Indonesia, which its exploration of dammarane-type existence remains very limited. Therefore, this study aims to isolate the dammarane compounds and focus on the elucidation of their distinctive moiety. Two 20S,24S-epoxydammarane-triterpenoids have been successfully obtained from the stem bark of A. cucullata using several chromatographic techniques in normal and reversed stationary phases. The elucidation structure was established based on spectroscopic methods, including MS, FT-IR, 1D- and 2D-NMR. Compound 1 was established as 20S,24S-epoxy-3α,25-dihidroxydammarane or known as 3-epi-ocotillol II, while 2 was eichlerianic acid. The cytotoxic activity against human breast cancer MCF-7 cells showed that the two isolated compounds were inactive by their IC₅₀ values >100 μM