CHLOVALICIN, A NEW CYTOCIDAL ANTIBIOTIC PRODUCED BY SPOROTHRIX SP FO-4649 .2. PHYSICOCHEMICAL PROPERTIES AND STRUCTURAL ELUCIDATION

A new growth inhibitor of IL-6 responsive MH60 cells, chlovalicin (MW; 332, C16H25O5Cl), was found in cultures of Sporothrix sp. FO-4649, to gether with a known sesquiterpene, ovalicin. The structure of chlovali cin was elucidated by spectroscopic methods. Chlovalicin possesses a c hlorinated methylene moiety at the C-l position, and it corresponds to halogenated products derived from the epoxide ring attached to the C- l position of ovalicin. The absolute configuration of chlovalicin was clarified as IS, 2R, 3S, I'S, 2'R by chemical transformation from oval icin.