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J Antibiot (Tokyo) ; 66(10): 609-16, 2013 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-23820614

RESUMEN

Langkocyclines A1-A3 and B1 and B2, five new angucycline antibiotics produced by Streptomyces sp. Acta 3034, were detected in the course of our HPLC-diode array screening. The producing strain was isolated from the rhizospheric soil of a Clitorea sp. collected from Burau Bay, Langkawi, Malaysia, and was characterized by morphological, physiological and chemotaxonomic features in addition to 16S ribosomal RNA gene sequence information. Strain Acta 3034 is closely related to Streptomyces psammoticus NBRC 13971(T) and Streptomyces lanatus NBRC 12787(T). Langkocyclines consist of an angular tetracyclic benz[a]anthracene skeleton and hydrolyzable O-glycosidic sugar moieties. The yellow-colored A-type langkocyclines differ in their aglycon from the blue-lilac-colored B-type langkocyclines. The A-type langkocycline aglycon is identical to that of aquayamycin and urdamycin A. The chemical structures of the langkocyclines were elucidated by HR-MS, 1D and 2D NMR experiments. They are biologically active against Gram-positive bacteria and exhibit a moderate antiproliferative activity against various human tumor cell lines.


Asunto(s)
Antraquinonas , Antibacterianos , Antineoplásicos/farmacología , Bacterias Grampositivas/efectos de los fármacos , Oligosacáridos , Hidrocarburos Policíclicos Aromáticos , Streptomyces/clasificación , Streptomyces/metabolismo , Animales , Antraquinonas/química , Antraquinonas/metabolismo , Antraquinonas/farmacología , Antibacterianos/química , Antibacterianos/metabolismo , Antibacterianos/farmacología , ADN Bacteriano/análisis , ADN Bacteriano/genética , ADN Ribosómico/análisis , Células Hep G2 , Humanos , Malasia , Ratones , Modelos Moleculares , Datos de Secuencia Molecular , Células 3T3 NIH , Oligosacáridos/química , Oligosacáridos/metabolismo , Oligosacáridos/farmacología , Filogenia , Hidrocarburos Policíclicos Aromáticos/química , Hidrocarburos Policíclicos Aromáticos/metabolismo , Hidrocarburos Policíclicos Aromáticos/farmacología , ARN Ribosómico 16S/genética , Rizosfera , Análisis de Secuencia de ADN , Microbiología del Suelo , Streptomyces/genética , Streptomyces/aislamiento & purificación , Relación Estructura-Actividad
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