Fusacandins A and B; novel antifungal antibiotics of the papulacandin class from Fusarium sambucinum. II. Isolation and structural elucidation.

Two novel antifungal compounds of the papulacandin class, named fusacandins A and B, have been isolated from Fusarium sambucinum. Each compound contains two units of galactose and one of glucose, the latter connected as a C-glycoside to an aromatic moiety. Fusacandin A is esterified at two sites with long-chain, unsaturated fatty acids and fusacandin B at only one site. The structures of the fusacandins were elucidated through analysis of mass spectral and 1-D and 2-D homonuclear and heteronuclear NMR data.

[1]  J. McAlpine,et al.  Fusacandins A and B; novel antifungal antibiotics of the papulacandin class from Fusarium sambucinum. I. Identity of the producing organism, fermentation and biological activity. , 1995, The Journal of antibiotics.

[2]  D. Frost,et al.  A whole-cell Candida albicans assay for the detection of inhibitors towards fungal cell wall synthesis and assembly. , 1995, The Journal of antibiotics.

[3]  S. Sternberg.  The emerging fungal threat. , 1994, Science.

[4]  J. Capobianco,et al.  Characterization of (1,3)-beta-glucan synthase in Candida albicans: microsomal assay from the yeast or mycelial morphological forms and a permeabilized whole-cell assay. , 1994, Microbiology.

[5]  M. Pfaller,et al.  Epidemiology and control of fungal infections. , 1994, Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.

[6]  N. Burres,et al.  Aselacins, novel compounds that inhibit binding of endothelin to its receptor. I. The producing organism, fermentation and biological activity. , 1994, The Journal of antibiotics.

[7]  Y. Nozawa,et al.  Methods for phospholipid extraction in Candida albicans: an extraction method with high efficacy , 1993 .

[8]  J. Tkacz.  Glucan Biosynthesis in Fungi and its Inhibition , 1992 .

[9]  D. Schmatz,et al.  L-687,781, a new member of the papulacandin family of beta-1,3-D-glucan synthesis inhibitors. I. Fermentation, isolation, and biological activity. , 1991, The Journal of antibiotics.

[10]  T. Komori,et al.  Chaetiacandin, a novel papulacandin. II. Structure determination. , 1985, The Journal of antibiotics.

[11]  H. Yamaguchi,et al.  Studies on the mechanism of antifungal action of aculeacin A. , 1982, The Journal of antibiotics.

[12]  P. Traxler,et al.  Papulacandins, a new family of antibiotics with antifungal activity. Structures of papulacandins A, B, C and D. , 1980, The Journal of antibiotics.

[13]  P. Traxler,et al.  Papulacandins, a new family of antibiotics with antifungal activity, I. Fermentation, isolation, chemical and biological characterization of papulacandins A, B, C, D and E. , 1977, The Journal of antibiotics.

[14]  E. Cabib,et al.  Effect of Polyoxin D on Chitin Synthesis and Septum Formation in Saccharomyces cerevisiae , 1974, Journal of bacteriology.

[15]  P. Nelson,et al.  The genus Fusarium , 1972 .

[16]  D. Waldi.  Spray Reagents for Thin-Layer Chromatography , 1965 .