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J Nat Prod ; 76(10): 1916-22, 2013 Oct 25.
Article in English | MEDLINE | ID: mdl-24087924

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.


Subject(s)
Agaricales/chemistry , Antitubercular Agents/isolation & purification , Antitubercular Agents/pharmacology , Coumarins/isolation & purification , Coumarins/pharmacology , Cytotoxins/isolation & purification , Cytotoxins/pharmacology , Hydrocarbons, Chlorinated/isolation & purification , Hydrocarbons, Chlorinated/pharmacology , Mycobacterium tuberculosis/drug effects , Animals , Antitubercular Agents/chemistry , Chlorocebus aethiops , Coumarins/chemistry , Cytotoxins/chemistry , Hydrocarbons, Chlorinated/chemistry , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Vero Cells
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