Application of HPCCC Combined with Polymeric Resins and HPLC for the Separation of Cyclic Lipopeptides Muscotoxins A-C and Their Antimicrobial Activity

0498453 - MBÚ 2019 RIV CH eng J - Článek v odborném periodiku
Cheel, José - Hájek, Jan - Kuzma, Marek - Saurav, Kumar - Smýkalová, I. - Ondráčková, E. - Urajová, Petra - Vu, Dai Long - Faure, K. - Kopecký, Jiří - Hrouzek, Pavel
Application of HPCCC Combined with Polymeric Resins and HPLC for the Separation of Cyclic Lipopeptides Muscotoxins A-C and Their Antimicrobial Activity.
Molecules. Roč. 23, č. 10 (2018), č. článku 2653. E-ISSN 1420-3049
Grant CEP: GA ČR(CZ) GA16-09381S; GA MŠMT(CZ) LO1416; GA MŠMT(CZ) ED2.1.00/19.0392
Institucionální podpora: RVO:61388971
Klíčová slova: cyanobacteria * cyclic lipopeptides (CLPs) * muscotoxins
Obor OECD: Microbiology
Impakt faktor: 3.060, rok: 2018

Muscotoxins are cyanobacterial cyclic lipopeptides with potential applications in biomedicine and biotechnology. In this study, Desmonostoc muscorum CCALA125 strain extracts were enriched by polymeric resin treatment, and subjected to HPCCC affording three cyclic lipopeptides (1-3), which were further repurified by semi-preparative HPLC, affording 1, 2, and 3, with a purity of 86%, 92%, and 90%, respectively. The chemical identities of 2-3 were determined as muscotoxins A and B, respectively, by comparison with previously reported ESI-HRMS/MS data, whereas 1 was determined as a novel muscotoxin variant (muscotoxin C) using NMR and ESI-HRMS/MS data. Owing to the high yield (50 mg), compound 2 was broadly screened for its antimicrobial potential exhibiting a strong antifungal activity against Alternaria alternata, Monographella cucumerina, and Aspergillus fumigatus, with minimum inhibitory concentration (MIC) values of 0.58, 2.34, and 2.34 mu g/mL, respectively, and weak antibacterial activity against Bacillus subtilis with a MIC value of 37.5 mu g/mL. Compounds 1 and 3 were tested only against the plant pathogenic fungus Sclerotinia sclerotiorum due to their low yield, displaying a moderate antifungal activity. The developed chromatographic method proved to be an efficient tool for obtaining muscotoxins with potent antifungal properties.
Trvalý link: http://hdl.handle.net/11104/0290821