Planta Med 2012; 78 - PI470
DOI: 10.1055/s-0032-1321157

Biological and chemical evaluation of anti-TB coumarins from the polypore mushroom, Fomitopsis officinalis

CH Hwang 1, 2, BU Jaki 1, 2, LL Klein 1, DC Lankin 2, J McAlpine 2, JG Napolitano 2, SG Franzblau 1, SH Cho 1, PE Stamets 3, GF Pauli 1, 2
  • 1Institute for Tuberculosis Research
  • 2Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 S. Wood St., Chicago, IL 60612, U.S.A
  • 3Fungi Perfecti, P.O. Box 7634, Olympia, WA 98507, U.S.A.

Two naturally occurring chlorinated coumarins, 6-chloro-4-phenyl-2H-chromen-2-one (1) and ethyl 6-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (2), were isolated from the EtOH extract of the polypore mushroom, Fomitopsis officinalis. The structures of 1 and 2 were deduced spectroscopically and confirmed by chemical synthesis. In addition, analogues of the coumarins were synthesized as 7-chloro-4-phenyl-2H-chromen-2-one (3) and ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (4), and 1-4 were physicochemically characterized.

An extensive assessment of their antimicrobial activities indicated that 2 - 4 display specific activity against both replicating and non-replicating Mycobacterium tuberculosis as well as M. tuberculosis isolates with mono-resistance to rifampin, isoniazid, streptomycin, kanamycin, or cycloserine, with MICs from 22 to 50 µg/ml.