Anthraquinone-benzisochromanquinone dimers from the stems and leaves of Berchemia polyphylla

Nat Prod Res. 2023 Dec 13:1-7. doi: 10.1080/14786419.2023.2293150. Online ahead of print.

Abstract

Three new anthraquinone-benzisochromanquinone dimers polyphylldiquinones A-C (1-3), along with three known analogs floribundiquinone A-B (4-5) and 7-dehydroxyventiloquinone H (6), were isolated from the stems and leaves of Berchemia polyphylla. The chemical structures and absolute configurations of these compounds were determined using HR-ESI-MS, spectroscopic data, and electronic circular dichroism. Notably, compounds (1-5) are dimeric quinones that share the same benzisochromanquinone moiety, specifically identified as 7-dehydroxyventiloquinone H (6), which was the first time to report as a natural product. Compounds 1-2 and compounds 4-5 are two pairs of atropisomers respectively.

Keywords: Berchemia; Berchemia polyphylla; quinone dimer.