Langkolide, a 32-Membered Macrolactone Antibiotic Produced byStreptomycessp. Acta 3062

Helaly, Soleiman E., Kulik, Andreas, Zinecker, Heidi, Ramachandaran, Kamalanathan, Tan, Geok Yuan Annie, Imhoff, Johannes F., Süssmuth, Roderich D., Fiedler, Hans-Peter and Sabaratnam, Vikineswary (2012) Langkolide, a 32-Membered Macrolactone Antibiotic Produced byStreptomycessp. Acta 3062 Journal of Natural Products, 75 (6). pp. 1018-1024. DOI 10.1021/np200580g.

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Abstract

A new 32-membered macrolactone antibiotic, named langkolide, was isolated from the mycelium of Streptomyces sp. Acta 3062. The langkolide structure was determined by HR-MS and 1D and 2D NMR as a 32-membered macrolactone connected from an overhanging polyketide tail to a naphthoquinone unit mediated by two carbohydrate moieties. The producing strain was isolated from a rhizosphere soil of Clitorea sp. collected at Burau Bay, Langkawi, Malaysia, and was characterized by its morphological and chemotaxonomic features in addition to its 16S rRNA gene sequence. It was identified as a member of the Streptomyces galbus clade. Langkolide exhibited various bioactivities including antimicrobial and antiproliferative activities. Furthermore, langkolide inhibited human recombinant phosphodiesterase 4 with an IC50 value of 0.48 μM.

Document Type: Article
Keywords: UNIVERSAL NMR DATABASES; STEREOCHEMICAL ASSIGNMENT; DESERTOMYCIN/OASOMYCIN CLASS; NATURAL-PRODUCTS; IMMUNOSUPPRESSIVE MACROLIDE; BIOSYNTHETIC CAPACITIES; NOCARDIA-BRASILIENSIS; SECONDARY METABOLITES; C21-C38 PORTION; BRASILINOLIDE-A
Research affiliation: OceanRep > GEOMAR > FB3 Marine Ecology > FB3-MI Marine Microbiology
OceanRep > GEOMAR > Applied R&D > Centre for Marine Substances (KiWiZ)
OceanRep > The Future Ocean - Cluster of Excellence
Refereed: Yes
DOI etc.: 10.1021/np200580g
ISSN: 0163-3864
Projects: KIWIZ, Future Ocean
Date Deposited: 20 Sep 2012 12:16
Last Modified: 12 Feb 2013 08:35
URI: http://eprints.uni-kiel.de/id/eprint/15311

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