Isolation and structure determination of a new cytotoxic peptide, curacozole, from Streptomyces curacoi based on genome mining

Using genome mining, a new cytotoxic peptide named curacozole was isolated from Streptomyces curacoi . Through ESI-MS and NMR analyses, curacozole was determined to be a macrocyclic peptide containing two isoleucine, two thiazole and three oxazole moieties. Curacozole exhibited potent cytotoxic acti...

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Veröffentlicht in:	Journal of antibiotics 2019-01, Vol.72 (1), p.1-7
Hauptverfasser:	Kaweewan, Issara, Komaki, Hisayuki, Hemmi, Hikaru, Hoshino, Kanata, Hosaka, Takeshi, Isokawa, Gouchi, Oyoshi, Takanori, Kodani, Shinya
Format:	Artikel
Sprache:	eng
Schlagworte:	101/6 631/326/41/2537 631/92/611 82/58 Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Bacteriology Biomedical and Life Sciences Bioorganic Chemistry Biosynthetic Pathways - genetics Cell Line, Tumor Cell Survival - drug effects Cytotoxicity Data Mining Genome, Bacterial Genomes Humans Life Sciences Macrocyclic Compounds - chemistry Macrocyclic Compounds - isolation & purification Macrocyclic Compounds - pharmacology Magnetic Resonance Spectroscopy Medicinal Chemistry Microbiology Organic Chemistry Peptides Peptides - chemistry Peptides - genetics Peptides - isolation & purification Peptides - pharmacology Spectrometry, Mass, Electrospray Ionization Streptomyces - chemistry Streptomyces - genetics
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Beschreibung
Zusammenfassung:	Using genome mining, a new cytotoxic peptide named curacozole was isolated from Streptomyces curacoi . Through ESI-MS and NMR analyses, curacozole was determined to be a macrocyclic peptide containing two isoleucine, two thiazole and three oxazole moieties. Curacozole exhibited potent cytotoxic activity against HCT116 and HOS cancer cells. The proposed biosynthetic gene cluster of curacozole was identified and compared with that of the related compound YM-216391.
ISSN:	0021-8820 1881-1469
DOI:	10.1038/s41429-018-0105-4