Hyaluromycin, a new hyaluronidase inhibitor of polyketide origin from marine Streptomyces sp.
Mar Drugs
; 12(1): 491-507, 2014 Jan 21.
Article
em En
| MEDLINE
| ID: mdl-24451191
ABSTRACT
Hyaluromycin (1), a new member of the rubromycin family of antibiotics, was isolated from the culture extract of a marine-derived Streptomyces sp. as a HAase inhibitor on the basis of HAase activity screening. The structure of 1 was elucidated through the interpretation of NMR data for the compound and its 3â³-O-methyl derivative in combination with an incorporation experiment with [1,2-13C2]acetate. The compound's absolute configuration was determined by the comparison of its circular dichroism (CD) spectrum with those of other rubromycins. Hyaluromycin (1) consists of a γ-rubromycin core structure possessing a 2-amino-3-hydroxycyclopent-2-enone (C5N) unit as an amide substituent of the carboxyl function; both structural units have been reported only from actinomycetes. Hyaluromycin (1) displayed approximately 25-fold more potent hyaluronidase inhibitory activity against hyaluronidase than did glycyrrhizin, a known inhibitor of plant origin.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Quinonas
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Streptomyces
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Urocordados
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Policetídeos
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Compostos Heterocíclicos com 3 Anéis
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Hialuronoglucosaminidase
Limite:
Animals
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article