Chlorinated coumarins from the polypore mushroom Fomitopsis officinalis and their activity against Mycobacterium tuberculosis

  • J Nat Prod. 2013 Oct 25;76(10):1916-22. doi: 10.1021/np400497f.
Chang Hwa Hwang  1 Birgit U Jaki Larry L Klein David C Lankin James B McAlpine José G Napolitano Nicole A Fryling Scott G Franzblau Sang Hyun Cho Paul E Stamets Yuehong Wang Guido F Pauli
Affiliations
  • 1. Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
Abstract

An EtOH extract of the polypore mushroom Fomitopsis officinalis afforded two new naturally occurring chlorinated Coumarins, which were identified as the previously synthesized compounds 6-chloro-4-phenyl-2H-chromen-2-one (1) and ethyl 6-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (2). The structures of the two isolates were deduced by ab initio spectroscopic methods and confirmed by chemical synthesis. In addition, an analogue of each was synthesized as 7-chloro-4-phenyl-2H-chromen-2-one (3) and ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (4). All four compounds were characterized physicochemically, and their antimicrobial activity profiles revealed a narrow spectrum of activity with lowest MICs against the Mycobacterium tuberculosis complex.