Quinomycins H1 and H2, new cytotoxic antibiotics from Streptomyces sp. RAL404

Two new cytotoxic antibiotics designated quinomycins H1 ( 2 ) and H2 ( 3 ) were isolated from the culture broth of Streptomyces sp. RAL404. The molecular formula of both compounds was established as C 52 H 65 N 11 O 13 S 2 by electrospray ionization mass spectrometry (ESI-MS). Their structures were...

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Veröffentlicht in:	Journal of antibiotics 2018-10, Vol.71 (10), p.898-901
Hauptverfasser:	Hayakawa, Yoichi, Sone, Risako, Aoki, Haruna, Kimata, Shoko
Format:	Artikel
Sprache:	eng
Schlagworte:	101/58 13/106 38/77 631/67/395 631/92/349 Animals Antibiotics Bacteriology Biomedical and Life Sciences Bioorganic Chemistry Brief Communication Carboxylic acids Cell Line Cytotoxicity Echinomycin - analogs & derivatives Echinomycin - chemistry Echinomycin - metabolism Echinomycin - pharmacology Fibroblasts - drug effects Ionization Ions Life Sciences Mass spectrometry Medicinal Chemistry Microbiology Molecular Structure Neuroglia - drug effects Organic Chemistry Rats Streptomyces - metabolism Structure-Activity Relationship
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Zusammenfassung:	Two new cytotoxic antibiotics designated quinomycins H1 ( 2 ) and H2 ( 3 ) were isolated from the culture broth of Streptomyces sp. RAL404. The molecular formula of both compounds was established as C 52 H 65 N 11 O 13 S 2 by electrospray ionization mass spectrometry (ESI-MS). Their structures were determined as echinomycin ( 1 ) derivatives containing a 3-hydoxyquinaldic acid molecule in place of one of the two quinoxaline-2-carboxylic acid chromophores. Quinomycins H1 ( 2 ) and H2 ( 3 ) showed selective cytotoxicity against RG-E1-4 cells bearing the adenovirus oncogenes with IC 50 s of 11 nM and 12 nM, respectively.
ISSN:	0021-8820 1881-1469
DOI:	10.1038/s41429-018-0083-6