Friedolanostane, friedocycloartane and benzophenone constituents of the bark and leaves of Garcinia benthami

(22 Z,24 E)-3β-Acetoxy-9α-hydroxy-17,14-friedolanosta-14,22,24-trien-26-oic acid ( 1), (22 Z,24 E)-3β,9α-dihydroxy-17,14-friedolanosta-14,22,24-trien-26-oic acid ( 2), (22 Z,24 E)-9α-hydroxy-3-oxo-17,14-friedolanosta-14,22,24-trien-26-oic acid ( 5), (22 Z,24 E)-3α-hydroxy-17,13-friedocycloarta-12,22,24-trien-26-oic ( 6), benthaphenone ( 7), and five known compounds, were isolated from Garcinia benthami collected in Viet Nam. [Display omitted] ► Chemical constituents of the bark and leaves of Garcinia benthami (Guttiferae) ► Isolation and structure elucidation using spectroscopic and chemical techniques ► Three friedolanostanes, a friedocycloartane, and a benzophenone. Friedolanostanes, (22 Z,24 E)-3β-acetoxy-9α-hydroxy-17,14-friedolanosta-14,22,24-trien-26-oic acid, (22 Z,24 E)-3β,9α-dihydroxy-17,14-friedolanosta-14,22,24-trien-26-oic acid, (22 Z,24 E)-9α-hydroxy-3-oxo-17,14-friedolanosta-14,22,24-trien-26-oic acid, a friedocycloartane, (22 Z,24 E)-3α-hydroxy-17,13-friedocycloarta-12,22,24-trien-26-oic acid, and a benzophenone, benthaphenone, together with known compounds (22 Z,24 E)-3α,9α-dihydroxy-17,13-friedolanosta-12,22,24-trien-26-oic acid, methyl (24 E)-3α,23-dihydroxy-17,14-friedolanosta-8,14,24-trien-26-oate, glutinol, lupeol, and stigmasterol, were isolated from leaves and bark of Garcinia benthami. Their structures were elucidated using spectroscopic techniques, mainly 1-D and 2-D NMR spectroscopy, and chemical correlations.