Bioactive diterpenoids from Croton laevigatus.

Authors :: Zhang JS
Tang YQ
Huang JL
Li W
Zou YH
Tang GH
Liu B
Yin S
Source :: Phytochemistry [Phytochemistry] 2017 Dec; Vol. 144, pp. 151-158. Date of Electronic Publication: 2017 Sep 19.
Publication Year :: 2017
Abstract: Eight previously undescribed diterpenoids, crolaevinoids A-H, including two halimanes, four clerodanes, and two laevinanes, along with six known analogues were isolated from the twigs of Croton laevigatus. The structures of the previously undescribed were elucidated by spectroscopic analysis, and their absolute configurations were determined by combination of a single crystal X-ray diffraction and CD analysis (exciton chirality and Rh <subscript>2</subscript> (OCOCF <subscript>3</subscript> ) <subscript>4</subscript> -induced methods). Crolaevinoids A and B represent the first halimane diterpenoids with a unique lactone bridge between C-12 and C-17. All compounds were evaluated for their inhibitory effects on the nitric oxide (NO) production induced by lipopolysaccharide (LPS) in RAW264.7 macrophage cells. Furocrotinsulolide A and 3,4,15,16-diepoxy-cleroda-13(16),14-diene-12,17-olide exhibited pronounced inhibition of NO production with IC <subscript>50</subscript> values of 10.4 ± 0.8 and 6.0 ± 1.0 μM, respectively, being more potent than the positive control, quercetin (IC <subscript>50</subscript>  = 13.1 ± 1.9 μM).<br /> (Copyright © 2017 Elsevier Ltd. All rights reserved.)