Stereoselective total synthesis of a novel regiomer of herbarumin I and its cytotoxic and antimicrobial activities

  • Bioorg Med Chem Lett. 2014 Jan 1;24(1):325-7. doi: 10.1016/j.bmcl.2013.11.010.
Paramesh Jangili  1 ,  Jajula Kashanna  1 ,  C Ganesh Kumar  2 ,  Y Poornachandra  2 ,  Biswanath Das  3
Affiliations
  • 1. Natural Product Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India.
  • 2. Chemical Biology Laboratory, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India.
  • 3. Natural Product Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India. Electronic address: [email protected].
PMID: 24300737 DOI: 10.1016/j.bmcl.2013.11.010
Abstract

Stereoselective synthesis of a novel regiomer of the natural nonenolide, herbarumin I has been accomplished. The synthesis involves the coupling of the alcohol and acid fragments of the molecule using Yamaguchi protocol followed by intramolecular ring closing metathesis. The cytotoxic and antimicrobial properties of the synthetic regiomer have been studied.

Keywords
Antimicrobial activity; Cytotoxicity; Herbarumin I; Regiomer; Total synthesis.