Salvifarinin A, a neo-clerodane diterpenoid with a 6/5/7 tricyclic skeleton from Salvia farinacea. Issue 32 (8th August 2018)

• Record Type: Journal Article
• Authors: Fan, Min; Chen, Xue-Jiao; Wu, Xing-De; Shao, Li-Dong; Ji, Xu; Zhao, Qin-Shi
• Is Part Of: Tetrahedron letters. Volume 59:Issue 32(2018)
• Page Start: 3065
• Page End: 3068
• Publication Date: 2018-08-08
• Subjects: Neo-clerodane diterpenoids -- Salvia farinacea -- Lipid-lowering activity; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.06.015
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Isolation of a novel diterpenoid with unprecedented skeleton from Salvia farinacea. The absolute configurations of 1 and 3 were confirmed by single crystal X-ray data. Compound 2 displayed a potent effect on reducing hepatic steatosis. Abstract: Salvifarinin A (1 ), a rearrangement product of Languidulane-type clerodane diterpenoids with a 6/5/7 tricyclic ring skeleton fused with γ -lactone ring and furan ring, and two new biogenetically related diterpernoids, salvifarinins B (2 ) and C (3 ), were isolated from the aerial parts of Salvia farinacea . The absolute configuration of 1 was elucidated by extensive spectroscopic methods, and confirmed by single crystal X-ray diffraction and bio-inspired semisynthesis. The plausible biogenetic pathway was also proposed. Compound 2 displayed a potent effect on reducing hepatic steatosis.