Nine sesquiterpenes from Solanum torvum. Issue 15 (2nd August 2016)

• Record Type: Journal Article
• Authors: Yuan, Pulong; Guo, Fujiang; Zheng, Kaikai; Chen, Kaixian; Jia, Qi; Li, Yiming
• Is Part Of: Natural product research. Volume 30:Issue 15(2016)
• Page Start: 1682
• Page End: 1689
• Publication Date: 2016-08-02
• Subjects: Solanum torvum -- 13C NMR -- sesquiterpenes -- epimers; Natural products -- Periodicals; Natural products -- Research -- Periodicals; Biological Factors -- Periodicals; Biological Products -- Periodicals; 547
• DOI: 10.1080/14786419.2015.1135142
• Languages: English
• ISSNs: 1478-6419

Abstract

Abstract: Three new sesquiterpenes, namely 3 β, 11-dihydroxy-4, 14-oxideenantioeudesmane (1 ), 1 β, 10 β, 12, 14-tetrahydroxy- allo -aromadendrane (2 ) and 1 β, 10 β, 13, 14-tetrahydroxy- allo -aromadendrane (3 ), along with six known sesquiterpenes (4 –9 ), were isolated from the roots of Solanum torvum . Compound4 and5 are epimers, their main difference lies in the C-11 configulation. Normally, epimers do not make a huge difference in C NMR spectra, but in this kind of structure of A, B, C rings, and C ring is sterically strained structure, stericall effects influence strongly the 13 C NMR chemical shifts, when C-11 configulation changed, it makes a huge difference in the three ring of structure, such as C-6, C-7, C-11. New compound2 and3 are epimers and similar to compound4 and5, their just increase a hydroxy in C-1 and have a same regular pattern in C NMR spectra, otherwise, compound5 was firstly confirmed by single-crystal X-ray diffraction. Abstract :