1. Academic Validation
  2. Rearranged 6/6/5/6-Fused Triterpenoid Acids from the Stems of Kadsura coccinea

Rearranged 6/6/5/6-Fused Triterpenoid Acids from the Stems of Kadsura coccinea

  • J Nat Prod. 2016 Oct 28;79(10):2590-2598. doi: 10.1021/acs.jnatprod.6b00508.
Zheng-Xi Hu 1 2 Kun Hu 2 Yi-Ming Shi 2 Wei-Guang Wang 2 Xue Du 2 Yan Li 2 Yong-Hui Zhang 1 Jian-Xin Pu 2 Han-Dong Sun 2
Affiliations

Affiliations

  • 1 Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, People's Republic of China.
  • 2 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, People's Republic of China.
Abstract

Fourteen new rearranged 6/6/5/6-fused triterpenoid acids, namely, kadcoccine acids A-N (1-14), were isolated from an EtOAc-soluble extract of the stems of Kadsura coccinea. Their structures were characterized mainly by analyzing 1D and 2D NMR and HRESIMS data and were shown to feature a rare 14(13→12)-abeo-lanostane skeleton. Compounds 7 and 8 represented the first examples of a 5-substituted 2(5H)-furanone motif on the C-17 side chain of this skeleton. The absolute configurations of C-23 for compounds 1, 7, and 8 were determined by comparison of their experimental electronic circular dichroism spectra. All the isolates were screened for their in vitro cytotoxicity against six human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7, SW-480, and HeLa), and compounds 2 and 8 exhibited weak inhibitory effects with IC50 values ranging from 3.11 to 7.77 μM.

Figures