Cassiabudanols A and B, Immunostimulative Diterpenoids with a Cassiabudane Carbon Skeleton Featuring a 3-Oxatetracyclo[6.6.1.02,6.010,14]pentadecane Scaffold from Cassia Buds.
Haofeng ZhouYindengzhi GuoruoluoYali TuoJunfei ZhouHanqi ZhangWei WangMing XiangHaji Akber AisaGuang-Min YaoPublished in: Organic letters (2019)
Two novel diterpenoids, cassiabudanols A (1) and B (2), were isolated from cassia buds. Their structures were determined by comprehensive spectroscopic analysis and single-crystal X-ray diffraction. Compounds 1 and 2 possess an unprecedented 11,14- cyclo-8,14:12,13-di- seco-isoryanodane (cassiabudane) carbon skeleton featuring a unique 3-oxatetracyclo[6.6.1.02,6.010,14]pentadecane bridged system, and their biosynthetic pathways are proposed. Compounds 1 and 2 exhibited significant immunostimulative activity, and the mode of action of 2 involves upregulating CD4+ and CD8+ T cells and downregulating Tregs.