Miyabenol C isomers and other oligostilbenes from the stem of Dipterocarpus semivestitus Sloot. and their chemotaxonomic significance

Phytochemical study on the stem of Dipterocarpus semivestitus led to the identification of a new oligostilbene, Z- cis-cis-miyabenol C (9), ten oligostilbenes (1-8, 11-12) and one coumarin (10). Nine oligostilbenes and coumarin were isolated through various separation techniques while hopeaphenol (11) and hemsleyanol D (12) were identified via LC-MS/MS dereplication strategy. The chemical structures of the isolated compounds were elucidated based on NMR and mass spectroscopic data, and further supported by comparison with previously literature values. This is the first report on the isolation of compounds 2, 5-6, 8-10 from D. semivestitus. The chemotaxonomic significance of the identified compounds is discussed.