Langkolide, a 32-membered macrolactone antibiotic produced by Streptomyces sp. Acta 3062
- PMID: 22642587
- DOI: 10.1021/np200580g
Langkolide, a 32-membered macrolactone antibiotic produced by Streptomyces sp. Acta 3062
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 IC(50) value of 0.48 μM.
Similar articles
-
Fogacin, a novel cyclic octaketide produced by Streptomyces strain Tü 6319.J Antibiot (Tokyo). 2006 May;59(5):315-7. doi: 10.1038/ja.2006.45. J Antibiot (Tokyo). 2006. PMID: 16883783
-
Gargantulide A, a complex 52-membered macrolactone showing antibacterial activity from Streptomyces sp.Org Lett. 2015 Mar 20;17(6):1377-80. doi: 10.1021/acs.orglett.5b00068. Epub 2015 Feb 27. Org Lett. 2015. PMID: 25723256 Free PMC article.
-
JBIR-129 and -139, cytotoxic 34-membered polyol macrolides of microbial origin.J Nat Prod. 2012 Oct 26;75(10):1814-8. doi: 10.1021/np3004358. Epub 2012 Oct 5. J Nat Prod. 2012. PMID: 23039861
-
[Polyketide antibiotics produced by polyketide synthase in streptomyces--a review].Wei Sheng Wu Xue Bao. 2009 Dec;49(12):1555-63. Wei Sheng Wu Xue Bao. 2009. PMID: 20222438 Review. Chinese.
-
Hamuramicin C, a Cytotoxic Bicyclic Macrolide Isolated from a Wasp Gut Bacterium.J Nat Prod. 2022 Apr 22;85(4):936-942. doi: 10.1021/acs.jnatprod.1c01075. Epub 2022 Apr 1. J Nat Prod. 2022. PMID: 35362983 Review.
Cited by
-
Isolation and Purification of Natural Products from Microbial Cultures.Methods Mol Biol. 2023;2601:75-96. doi: 10.1007/978-1-0716-2855-3_5. Methods Mol Biol. 2023. PMID: 36445580
-
Dactylides A-C, three new bioactive 22-membered macrolides produced by Dactylosporangium aurantiacum.J Antibiot (Tokyo). 2023 Sep;76(9):503-510. doi: 10.1038/s41429-023-00632-z. Epub 2023 May 19. J Antibiot (Tokyo). 2023. PMID: 37208457
-
Natural Polyketides Act as Promising Antifungal Agents.Biomolecules. 2023 Oct 24;13(11):1572. doi: 10.3390/biom13111572. Biomolecules. 2023. PMID: 38002254 Free PMC article. Review.
-
Phallusialides A-E, Pyrrole-Derived Alkaloids Discovered from a Marine-Derived Micromonospora sp. Bacterium Using MS-Based Metabolomics Approaches.J Nat Prod. 2019 Dec 27;82(12):3432-3439. doi: 10.1021/acs.jnatprod.9b00808. Epub 2019 Dec 3. J Nat Prod. 2019. PMID: 31794218 Free PMC article.
-
Novonestmycins A and B, two new 32-membered bioactive macrolides from Streptomyces phytohabitans HBERC-20821.J Antibiot (Tokyo). 2015 Mar;68(3):185-90. doi: 10.1038/ja.2014.123. Epub 2014 Sep 10. J Antibiot (Tokyo). 2015. PMID: 25204346
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Chemical Information
Medical
Molecular Biology Databases
