Spirostanoids with 1,4-dien-3-one or 3β,7α-diol-5,6-ene moieties from Solanum violaceum

  • Bioorg Med Chem Lett. 2013 May 1;23(9):2738-42. doi: 10.1016/j.bmcl.2013.02.060.
Fang-Rong Chang  1 ,  Chiao-Ting Yen ,  Mohamed El-Shazly ,  Cheng-Ying Yu ,  Ming-Hong Yen ,  Yuan-Bin Cheng ,  Shu-Li Chen ,  Yang-Chang Wu
Affiliations
  • 1. Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, Taiwan.
PMID: 23511021 DOI: 10.1016/j.bmcl.2013.02.060
Abstract

Bioassay-guided fractionation of the CHCl3 layer of Solanum violaceum areal parts methanolic extract led to the isolation of four new steroidal sapogenins, indiosides L-O (1-4), along with eight known Steroids, one lignin, and a coumarin. Indioside L is a rare spirostanoid possessing a 1,4-dien-3-one moiety in ring A. Moreover, compounds 3 and 4 represent rare examples of spirostene with the 3β,7α-diol-5,6-ene moiety compared to the normal 3β,7β-diol-5,6-ene derivatives. The cytotoxic activity of the isolates (5-14) was evaluated against human hepatoma (HepG2 and Hep3B), human lung carcinoma (A549), and human breast carcinoma (MDA-MB-231 and MCF-7).