Euphomilones A and B, ent-Rosane Diterpenoids with 7/5/6 and 5/7/6 Skeletons from Euphorbia milii

Authors

Shao Nan Liu, Sun Yat-Sen University
Dane Huang, Sun Yat-Sen University
Susan L. Morris-Natschke, The University of North Carolina at Chapel Hill
Hang Ma, University of Rhode Island
Zhi Hong Liu, Sun Yat-Sen University
Navindra P. Seeram, University of Rhode Island
Jun Xu, Sun Yat-Sen University
Kuo Hsiung Lee, The University of North Carolina at Chapel Hill
Qiong Gu, Sun Yat-Sen University

Document Type

Article

Date of Original Version

12-2-2016

Abstract

Three highly modified ent-rosane diterpenoids, euphomilones A (1) and B (2) and euphomianol A (3), were isolated from the aerial parts of Euphorbia milii. The structures were elucidated from physical, spectroscopic, and X-ray diffraction data, as well as experimental and calculated electronic circular dichroism (ECD) analysis. Plausible biogenetic pathways to 1-3 are proposed. Also, compound 1 exhibited inhibition of receptor activator of nuclear factor-kappaB ligand (RANKL)-induced osteoclast formation (IC50 = 12.6 μM).

Publication Title, e.g., Journal

Organic Letters

Volume

18

Issue

23

Citation/Publisher Attribution

Liu, Shao Nan, Dane Huang, Susan L. Morris-Natschke, Hang Ma, Zhi Hong Liu, Navindra P. Seeram, Jun Xu, Kuo Hsiung Lee, and Qiong Gu. "Euphomilones A and B, ent-Rosane Diterpenoids with 7/5/6 and 5/7/6 Skeletons from Euphorbia milii." Organic Letters 18, 23 (2016): 6132-6135. doi: 10.1021/acs.orglett.6b03142.