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PMID: 2125590 Published · ppublish English Journal Article

Duramycins B and C, two new lanthionine containing antibiotics as inhibitors of phospholipase A2. Structural revision of duramycin and cinnamycin.

The Journal of antibiotics ·Vol. 43 ·No. 11 ·1990-11-00 ·Pages 1403-12

Fredenhagen A, Fendrich G, Märki F, Märki W, Gruner J, Raschdorf F, Peter HH

Abstract

Duramycins B and C, two new lanthionine containing antibiotics, have been isolated from Streptoverticillium strain R2075 and Streptomyces griseoluteus (R2107). The known antibiotics duramycin and cinnamycin were reisolated from Streptoverticillium hachijoense (DSM 40114) and Streptomyces longisporoflavus (DSM 40165). The structures of these latter two compounds should be revised by changing amino acid residue 3 to glutamine and 17 to asparagine, respectively. Cinnamycin therefore seems to be identical to Ro 09-0198. Leucopeptin has been shown to be identical to duramycin. Physico-chemical data of these compounds provide evidence for a similar structure for all duramycin antibiotics. All compounds of this group inhibit human phospholipase A2 at a concentration of 10(-6) molar.

MeSH Terms
Amino Acid Sequence Amino Acids/analysis Anti-Bacterial Agents/chemistry,isolation & purification,pharmacology Antimicrobial Cationic Peptides Bacillus subtilis/drug effects Bacteriocins Chromatography, High Pressure Liquid Humans Magnetic Resonance Spectroscopy Mass Spectrometry Molecular Sequence Data Molecular Structure Neutrophils/enzymology Peptides/chemistry,isolation & purification,pharmacology Peptides, Cyclic Phospholipases A/antagonists & inhibitors Phospholipases A2 Protein Conformation Stereoisomerism Streptomyces/classification,metabolism Streptomycetaceae/classification,metabolism Structure-Activity Relationship
Chemicals
Amino Acids Anti-Bacterial Agents Antimicrobial Cationic Peptides Bacteriocins Peptides Peptides, Cyclic duramycin B duramycin C duramycin cinnamycin Phospholipases A Phospholipases A2
Authors & Affiliations
7 authors, click to expand affiliations / ORCID
Fredenhagen A
Pharmaceutical Research Department, Biotechnology Subdivision, Ciba-Geigy Ltd., Basel, Switzerland.
Fendrich G
Märki F
Märki W
Gruner J
Raschdorf F
Peter H H
Article Info
Journal
The Journal of antibiotics
Abbr.
J Antibiot (Tokyo)
ISSN
0021-8820
Published
1990-11-00
Pages
1403-12
Language
English
Region
Japan
NLM ID
0151115
Subset
IM
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