Abstract
Cairomycin B in the fermentation broths of Streptomyces sp. strain AS-C-19 accompanied cairomycin A and cairomycin C. The cairomycins are peptides with potent activity against gram-positive bacteria. On acid hydrolysis, cairomycin A yielded valine and aspartic acid, whereas cairomycin C yielded lysine, glycine, valine, leucine, and aspartic acid, as identified by paper and gas chromatography. These amino acids were found to exist in their alpha-L form. Cairomycin A was tentatively assigned a 6-isopropyl-2,5-diketopiperazine-3-acetic acid structure. The three cairomycins were distinct from each other in their ultraviolet, infrared, and mass spectra; elemental analyses; and their chromatographic behavior in different developing solvents.
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- Beecham A. F., Fridrichsons J., Mathieson A. M. The structure and absolute configuration of gliotoxin and the absolute configuration of sporidesmin. Tetrahedron Lett. 1966 Jul;27:3131–3138. doi: 10.1016/s0040-4039(01)99927-7. [DOI] [PubMed] [Google Scholar]
- DONOVICK R., PAGANO J. F., STOUT H. A., WEINSTEIN M. J. Thiostrepton, a new antibiotic. I. In vitro studies. Antibiot Annu. 1955;3:554–559. [PubMed] [Google Scholar]
- Francis E., Rahman R., Safe S., Taylor A. Sporidesmins. XII. Isolation and structure of sporidesmin G, a naturally-occuring 3,6-epitetrahiopiperazine-2,5-dione. J Chem Soc Perkin 1. 1972;4:470–472. [PubMed] [Google Scholar]
- Gehrke C. W., Leimer K. Trimethylsilylation of amino acids derivatization and chromatography. J Chromatogr. 1971 May 6;57(2):219–238. doi: 10.1016/0021-9673(71)80035-3. [DOI] [PubMed] [Google Scholar]
- Kakinuma K., Rinehart K. L., Jr Tryptophan-dehydrobutyrine diketopiperazine, a metabolite of Streptomyces spectabilis. J Antibiot (Tokyo) 1974 Oct;27(10):733–737. doi: 10.7164/antibiotics.27.733. [DOI] [PubMed] [Google Scholar]
- MEISTER A., LEVINTOW L., KINGSLEY R. B., GREENSTEIN J. P. Optical purity of amino acid enantiomorphs. J Biol Chem. 1951 Oct;192(2):535–541. [PubMed] [Google Scholar]
- Shimi I. R., Abedallah N., Fathy S. Cairomycin B, a new antibiotic. Antimicrob Agents Chemother. 1977 Mar;11(3):373–375. doi: 10.1128/aac.11.3.373. [DOI] [PMC free article] [PubMed] [Google Scholar]