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Discovery of Unusual Cyanobacterial Tryptophan-Containing Anabaenopeptins by MS/MS-Based Molecular Networking
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SYSNO ASEP 0532779 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Discovery of Unusual Cyanobacterial Tryptophan-Containing Anabaenopeptins by MS/MS-Based Molecular Networking Author(s) Saha, Subhasish (MBU-M) ORCID
Esposito, G. (IT)
Urajová, Petra (MBU-M)
Mareš, Jan (MBU-M) ORCID
Ewe, Daniela (MBU-M) ORCID
Caso, A. (IT)
Macho, Markéta (MBU-M) ORCID
Delawská, Kateřina (MBU-M) ORCID
Kust, Andreja (MBU-M) ORCID
Hrouzek, Pavel (MBU-M) ORCID
Juráň, Josef (BU-J) ORCID
Costantino, V. (IT)
Saurav, Kumar (MBU-M) ORCIDArticle number 3786 Source Title Molecules. - : MDPI
Roč. 25, č. 17 (2020)Number of pages 12 s. Language eng - English Country CH - Switzerland Keywords Brasilonema ; anabaenopeptins ; hexapeptides ; tryptophan-containing peptides Subject RIV EE - Microbiology, Virology OECD category Microbiology Subject RIV - cooperation Institute of Botany - Microbiology, Virology R&D Projects EF18_070/0010493 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) GJ19-17868Y GA ČR - Czech Science Foundation (CSF) Method of publishing Open access Institutional support MBU-M - RVO:61388971 ; BU-J - RVO:67985939 UT WOS 000569940000001 EID SCOPUS 85089794678 DOI 10.3390/molecules25173786 Annotation Heterocytous cyanobacteria are among the most prolific sources of bioactive secondary metabolites, including anabaenopeptins (APTs). A terrestrial filamentous Brasilonema sp. CT11 collected in Costa Rica bamboo forest as a black mat, was studied using a multidisciplinary approach: genome mining and HPLC-HRMS/MS coupled with bioinformatic analyses. Herein, we report the nearly complete genome consisting of 8.79 Mbp with a GC content of 42.4%. Moreover, we report on three novel tryptophan-containing APTs, anabaenopeptin 788 (1), anabaenopeptin 802 (2), and anabaenopeptin 816 (3). Furthermore, the structure of two homologues, i.e., anabaenopeptin 802 (2a) and anabaenopeptin 802 (2b), was determined by spectroscopic analysis (NMR and MS). Both compounds were shown to exert weak to moderate antiproliferative activity against HeLa cell lines. This study also provides the unique and diverse potential of biosynthetic gene clusters and an assessment of the predicted chemical space yet to be discovered from this genus. Workplace Institute of Microbiology Contact Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Year of Publishing 2021 Electronic address https://www.mdpi.com/1420-3049/25/17/3786
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