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Identification of Obscurolide-Type Metabolites and Antifungal Metabolites from the Termite-Associated <i>Streptomyces neopeptinius</i> BYF101

Se Yun Jeong, Akida Alishir, Shuxiang Zhang, Yinglao Zhang, Sohyeong Choi, Changhyun Pang, Han Yong Bae, Won Hee Jung, Ki Hyun Kim

2023Journal of Natural Products20 citationsDOI

Abstract

Streptomyces spp. are well-known symbiotic microorganisms that produce antimicrobial metabolites against various pathogens. We isolated actinomycetes from the body surface of the termite Odontotermes formosanus and identified it as Streptomyces neopeptinius BYF101 based on 16S rRNA phylogenetic analysis. Chemical analysis of the cultures of termite-associated S. neopeptinius BYF101 via HR-MS 2 and GNPS analyses enabled the isolation and identification of 20 metabolites, including the unreported obscurolide-type metabolites ( 1 – 3 ). The chemical structures of unreported compounds ( 1 – 3 ) were elucidated using HR-ESI-MS and 1D and 2D NMR analysis, and their absolute configurations were determined via chemical reactions followed by the application of competing enantioselective acylation (CEA) and computational methods for ECD and DP4+ probability calculation. The isolated compounds ( 1 – 20 ) were tested to determine their antifungal activity against two human fungal pathogens, Candida albicans and Cryptococcus neoformans. Among the compounds tested, indole-3-carboxylic acid ( 9 ) displayed antifungal activity against C. neoformans, with an MIC value of 12 μg/mL.

Topics & Concepts

Cryptococcus neoformansCandida albicansBiologyStreptomycesMicrobiologyAntimicrobialStereochemistryMetaboliteBiochemistryBacteriaChemistryGeneticsInsect and Arachnid Ecology and BehaviorInsect and Pesticide ResearchPlant and animal studies
Identification of Obscurolide-Type Metabolites and Antifungal Metabolites from the Termite-Associated <i>Streptomyces neopeptinius</i> BYF101 | Litcius