2012
DOI: 10.1021/ol301043p
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Microtermolides A and B from Termite-Associated Streptomyces sp. and Structural Revision of Vinylamycin

Abstract: Microtermolides A (1) and B (2) were isolated from a Streptomyces sp. strain associated with fungus-growing termites. The structures of 1 and 2 were determined by 1D- and 2D-NMR spectroscopy and high-resolution mass spectrometry. Structural elucidation of 1 led to the re-examination of the structure originally proposed for vinylamycin (3). Based on a comparison of predicted and experimental 1H and 13C NMR chemical shifts, we propose that vinylamycin’s structure be revised from 3 to 4.

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Cited by 97 publications
(100 citation statements)
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“…However, the study of microbiota in invertebrates is recent. The symbiotic relationships between bacteria, fungi and insects have been well described by Currie and Clardy group (Carr et al, 2012;Poulsen et al, 2011, Poulsen, 2010 utilizing colonies of ants, termites, beetles and wasps. Several novel natural products and some already known ones have been identified in symbiotic microorganisms of social insects, demonstrating how promising this research area is, since insects constitute a large class of the Arthropoda Phylum, being the largest group of animals in species.…”
Section: Natural Productsmentioning
confidence: 99%
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“…However, the study of microbiota in invertebrates is recent. The symbiotic relationships between bacteria, fungi and insects have been well described by Currie and Clardy group (Carr et al, 2012;Poulsen et al, 2011, Poulsen, 2010 utilizing colonies of ants, termites, beetles and wasps. Several novel natural products and some already known ones have been identified in symbiotic microorganisms of social insects, demonstrating how promising this research area is, since insects constitute a large class of the Arthropoda Phylum, being the largest group of animals in species.…”
Section: Natural Productsmentioning
confidence: 99%
“…There are several studies demonstrating these types of associations between animals, plants and microorganisms. However, little is known about the mechanisms of interactions (Ramadhar et al, 2014;Carr et al, 2012;Gasparini et al, 2008;Nogueira-Neto, 1997). Symbiotic relationships in insects are usually associated with improvements in the nutritional factor of their food, with increased defense against pathogens and protection of the litter.…”
Section: Symbiosismentioning
confidence: 99%
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“…Microtermolides A and B were isolated from a Streptomyces sp. strain associated with fungusgrowing termites (Carr et al, 2012). Microtermolide A contains a FA acid [51].…”
Section: Branched Saturated and Unsaturated Fatty Acidsmentioning
confidence: 99%
“…residing in the gut of the termite Odontotermes formosanus (Bi et al 2011), and polyketide synthase-nonribosomal peptide synthetase hybrid natural products, macrotermolides A (16) have been discovered from a termite-associated Streptomyces sp. (Carr et al 2012) Furthermore, continuous research on the secondary metabolites of termite-associated actinomycetes from Macrotermes natalensis colonies led to the isolation of a highly modified geldanamycin compound, natalamycin A (17) (Kim et al 2014), and the antifungal compounds, tyroscherin and N-methyltyroscherin (18), were identified in a Pseudallescheria boydii fungal strain isolated from the termite Nasutitermes sp. in France (Nirma et al 2013).…”
Section: Chemical Biology Of Gut Bacteria and Their Secondary Metabolmentioning
confidence: 99%