YM-266184

YM-266184

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Category Antibiotics
Catalog number BBF-01562
CAS
Molecular Weight 1172.37
Molecular Formula C49H49N13O10S6

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Description

YM-266184 is a thiopeptide antibiotic produced by Bacillus cereus QN 03323. It exhibits antibacterial against staphylococci and enterococci, including MRSA and VRE.

Specification

Synonyms 13',19'-Didehydro-17',19'-dideoxy-28,44-dihydro-41-hydroxy-44-methoxy-17'-oxomicrococcin P

Properties

Appearance Solid Powder
Antibiotic Activity Spectrum Gram-positive bacteria

Reference Reading

1. YM-266183 and YM-266184, novel thiopeptide antibiotics produced by Bacillus cereus isolated from a marine sponge. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological properties
Koji Nagai, Kazuma Kamigiri, Nakako Arao, Ken-ichi Suzumura, Yasuhiro Kawano, Masakazu Yamaoka, Huiping Zhang, Masato Watanabe, Kenichi Suzuki J Antibiot (Tokyo). 2003 Feb;56(2):123-8. doi: 10.7164/antibiotics.56.123.
Novel antibiotics, YM-266183 (1) and YM-266184 (2), were found in the culture broth of Bacillus cereus QN03323 which was isolated from the marine sponge Halichondria japonica. The structures of both antibiotics were determined by several spectroscopic experiments as new thiopeptide compounds. They exhibited potent antibacterial activities against staphylococci and enterococci including multiple drug resistant strains, whereas they were inactive against Gram-negative bacteria.
2. YM-266183 and YM-266184, novel thiopeptide antibiotics produced by Bacillus cereus isolated from a marine sponge II. Structure elucidation
Ken-ichi Suzumura, Takako Yokoi, Masashi Funatsu, Koji Nagai, Koichi Tanaka, Huiping Zhang, Kenichi Suzuki J Antibiot (Tokyo). 2003 Feb;56(2):129-34. doi: 10.7164/antibiotics.56.129.
YM-266183 and YM-266184 are new antibacterial substances that have activity against drug-resistant bacteria produced by Bacillus cereus QN03323. These structures were elucidated by MS and NMR spectral analysis. YM-266183 and YM-266184 are the cyclic thiopeptides containing thiazole and pyridine moieties, and several unusual amino acids.
3. Bioprospecting Sponge-Associated Microbes for Antimicrobial Compounds
Anak Agung Gede Indraningrat, Hauke Smidt, Detmer Sipkema Mar Drugs. 2016 May 2;14(5):87. doi: 10.3390/md14050087.
Sponges are the most prolific marine organisms with respect to their arsenal of bioactive compounds including antimicrobials. However, the majority of these substances are probably not produced by the sponge itself, but rather by bacteria or fungi that are associated with their host. This review for the first time provides a comprehensive overview of antimicrobial compounds that are known to be produced by sponge-associated microbes. We discuss the current state-of-the-art by grouping the bioactive compounds produced by sponge-associated microorganisms in four categories: antiviral, antibacterial, antifungal and antiprotozoal compounds. Based on in vitro activity tests, identified targets of potent antimicrobial substances derived from sponge-associated microbes include: human immunodeficiency virus 1 (HIV-1) (2-undecyl-4-quinolone, sorbicillactone A and chartarutine B); influenza A (H1N1) virus (truncateol M); nosocomial Gram positive bacteria (thiopeptide YM-266183, YM-266184, mayamycin and kocurin); Escherichia coli (sydonic acid), Chlamydia trachomatis (naphthacene glycoside SF2446A2); Plasmodium spp. (manzamine A and quinolone 1); Leishmania donovani (manzamine A and valinomycin); Trypanosoma brucei (valinomycin and staurosporine); Candida albicans and dermatophytic fungi (saadamycin, 5,7-dimethoxy-4-p-methoxylphenylcoumarin and YM-202204). Thirty-five bacterial and 12 fungal genera associated with sponges that produce antimicrobials were identified, with Streptomyces, Pseudovibrio, Bacillus, Aspergillus and Penicillium as the prominent producers of antimicrobial compounds. Furthemore culture-independent approaches to more comprehensively exploit the genetic richness of antimicrobial compound-producing pathways from sponge-associated bacteria are addressed.

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