A semisynthesis of two ent-strobane diterpenoids strobols C (7) and D (14) was accomplished via a Wagnar-Meerwein rearrangement. Compounds 7, 14, and the intermediate products were evaluated for their inhibition on factor Xa (FXa). Among all the compounds screened for FXa inhibitory activity, three compounds 6, 7, and 9 showed significant inhibitory activities with IC50 values of 1067 ± 164, 81 ± 11, 1023 ± 89 nM, respectively. The inhibitory activity on FXa described in this study highlight the importance of structural modification based on natural products in the development of FXa inhibitors.
Keywords: Ent-strobane diterpenoids; Factor Xa; Semisynthesis; Wagnar-Meerwein rearrangement.
Copyright © 2018. Published by Elsevier Ltd.