Journal article
Structure of brassicicolin A: a novel isocyanide antibiotic from the phylloplane fungus Alternaria brassicicola
Journal of organic chemistry, Vol.53(16), pp.3758-3761
08/01/1988
DOI: 10.1021/jo00251a017
Abstract
Studies of the secondary metabolites produced in culture by the plant pathogenic phylloplane fungus Alternaria brassicicola (Schweinitz) Wiltshire (NRRL 1299 = ATCC 6650) have led to the isolation of brassicicolin A (6), a novel isocyanide antibiotic with potent in vitro activity against the gram-positive bacteria Bacillus subtilis and Staphylococcus aureus. Brassicicolin A is a fully acylated derivative of D-mannitol containing two D-αthydroxyisovaleryl units, two acetyl groups, and two epimerized α-isocyanoisovaleryl units. The structure of brassicicolin A was assigned as 6 primarily through chemical degradation studies and by NMR and mass spectral analysis of its deisocyanation product. This account represents the first report of the α-isocyanoisovaleryl group as a naturally occurring structural unit. © 1988, American Chemical Society. All rights reserved.
Details
- Title: Subtitle
- Structure of brassicicolin A: a novel isocyanide antibiotic from the phylloplane fungus Alternaria brassicicola
- Creators
- James B GloerGregory K PochDiane M ShortDeborah V McCloskey
- Resource Type
- Journal article
- Publication Details
- Journal of organic chemistry, Vol.53(16), pp.3758-3761
- Publisher
- American Chemical Society
- DOI
- 10.1021/jo00251a017
- ISSN
- 0022-3263
- eISSN
- 1520-6904
- Language
- English
- Date published
- 08/01/1988
- Academic Unit
- Chemistry
- Record Identifier
- 9984216706202771
Metrics
6 Record Views