New nemadectin congener from Streptomyces microflavus neau3: fermentation, isolation, structure elucidation and biological activities
- PMID: 20186170
- DOI: 10.1038/ja.2010.12
New nemadectin congener from Streptomyces microflavus neau3: fermentation, isolation, structure elucidation and biological activities
Abstract
Bioactivity-guided fractionation of Streptomyces microflavus neau3 fermentation broth was used to determine the chemical identity of bioactive constituents. The structure of the new compound 1 was determined on the basis of spectroscopic analysis, including 1D and 2D NMR, as well as HRESI-MS, ESI-MS, UV and IR, and compared with the data reported in the literature. The acaricidal and nematocidal activities of the isolated compound 1 and its previously reported analogs 2, 3, 4 and 5 were evaluated. The results demonstrate that compounds 1, 2, 3, 4 and 5, especially compound 1, have potential as antiparasitics with acaricidal and nematocidal activities. These lactones shed new insights into the structural diversity of nemadectin and milbemycin analog libraries that are potentially accessible by combinatorial biosynthesis.
Similar articles
-
Two new beta-class milbemycins from streptomyces bingchenggensis: fermentation, isolation, structure elucidation and biological properties.J Antibiot (Tokyo). 2007 Jun;60(6):351-6. doi: 10.1038/ja.2007.47. J Antibiot (Tokyo). 2007. PMID: 17617691
-
New nemadectin congeners with acaricidal and nematocidal activity from Streptomyces microflavus neau3 Y-3.Bioorg Med Chem Lett. 2013 Oct 15;23(20):5710-3. doi: 10.1016/j.bmcl.2013.08.002. Epub 2013 Aug 11. Bioorg Med Chem Lett. 2013. PMID: 23992860
-
A novel macrocyclic lactone with insecticidal bioactivity from Streptomyces microflavus neau3.Bioorg Med Chem Lett. 2011 Sep 15;21(18):5145-8. doi: 10.1016/j.bmcl.2011.07.070. Epub 2011 Jul 26. Bioorg Med Chem Lett. 2011. PMID: 21840717
-
Natural product derived insecticides: discovery and development of spinetoram.J Ind Microbiol Biotechnol. 2016 Mar;43(2-3):185-93. doi: 10.1007/s10295-015-1710-x. Epub 2015 Nov 18. J Ind Microbiol Biotechnol. 2016. PMID: 26582335 Review.
-
The unique chemistry and biology of the piericidins.J Antibiot (Tokyo). 2016 Aug;69(8):582-93. doi: 10.1038/ja.2016.71. Epub 2016 Jun 15. J Antibiot (Tokyo). 2016. PMID: 27301663 Review.
Cited by
-
An appraisal of natural products active against parasitic nematodes of animals.Parasit Vectors. 2019 Jun 17;12(1):306. doi: 10.1186/s13071-019-3537-1. Parasit Vectors. 2019. PMID: 31208455 Free PMC article. Review.
-
The Insecticidal Activity of Secondary Metabolites Produced by Streptomyces sp. SA61 against Trialeurodes vaporariorum (Hemiptera: Aleyrodidae).Microorganisms. 2024 Oct 8;12(10):2031. doi: 10.3390/microorganisms12102031. Microorganisms. 2024. PMID: 39458340 Free PMC article.
-
Isolation and Characterization of Strain Exiguobacterium sp. KRL4, a Producer of Bioactive Secondary Metabolites from a Tibetan Glacier.Microorganisms. 2021 Apr 21;9(5):890. doi: 10.3390/microorganisms9050890. Microorganisms. 2021. PMID: 33919419 Free PMC article.
-
Designed biosynthesis of 25-methyl and 25-ethyl ivermectin with enhanced insecticidal activity by domain swap of avermectin polyketide synthase.Microb Cell Fact. 2015 Sep 24;14:152. doi: 10.1186/s12934-015-0337-y. Microb Cell Fact. 2015. PMID: 26400541 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Molecular Biology Databases