Isotsaokoin, an antifungal agent from Amomum tsao-ko.
Bioassay-guided purification of a methanol extract from Amomum tsao-ko led to the isolation of the bicyclic nonane isotsaokoin (1) as the major active principle, an isomer of the previously reported tsaokoin (2). The stereochemical relationship of 1 and 2 was investigated by NOE experiments and Mosher ester derivatization. Compound 1 showed antifungal activity against Trycophyton mentagrophytes.
Moon
Surk-Sik
SS
Department of Chemistry, Kongju National University, Kongju 314-701, South Korea. ssmoon@kongju.ac.kr
Lee
Ji-Young
JY
Cho
Soon-Chang
SC
D035801:Amomum / Q000737:chemistry*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001894:Borohydrides; D001643:Bridged Bicyclo Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007723:Korea; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010084:Oxidation-Reduction; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D014249:Trichophyton / Q000187:drug effects*
D000935:Antifungal Agents; D001894:Borohydrides; D001643:Bridged Bicyclo Compounds; C487157:isotsaokoin