Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

New eremophilane derivatives produced by the marine-derived fungus Emericellopsis maritima BC17 in liquid culture media

Version 1 : Received: 23 January 2024 / Approved: 24 January 2024 / Online: 25 January 2024 (01:53:48 CET)

A peer-reviewed article of this Preprint also exists.

Virués-Segovia, J. R., Millán, C., Pinedo, C., González-Rodríguez, V. E., Papaspyrou, S., Zorrilla, D., ... RD-P. (2023). New eremophilane-type sesquiterpenes from the marine sediment-derived fungus _Emericellopsis maritima_ BC17 and their cytotoxic and antimicrobial activities. _Mar. Drugs_, 21, 634. Virués-Segovia, J. R., Millán, C., Pinedo, C., González-Rodríguez, V. E., Papaspyrou, S., Zorrilla, D., ... RD-P. (2023). New eremophilane-type sesquiterpenes from the marine sediment-derived fungus _Emericellopsis maritima_ BC17 and their cytotoxic and antimicrobial activities. _Mar. Drugs_, 21, 634.

Abstract

In our previous studies, the marine-derived fungus Emericellopsis maritima BC17 was found to produce new eremophilane-type sesquiterpenoids on solid media. In order to explore its potential to produce more metabolites, E. maritima BC17 was subjected to a one strain-many compounds (OSMAC) analysis leading to the discovery of three new eremophilanes (1-3) and fourteen known derivatives (4-17) in the liquid media Czapek Dox and PDB. Their structures were established by extensive analyses of the 1D and 2D NMR, and HRESIMS data, as well as ECD data for the assignment of their absolute configurations. Antitumoral and antimicrobial activities of the isolated metabolites 1, 3, 11, and 15 were investigated. PR toxin 3-deacetyl (15) exhibited cytotoxic activity against HepG2, MCF-7, A549, A2058 and Mia PaCa-2 human cancer cell lines with IC50 values ranging from 2.5 to 14.7 µM. In addition, 15 exhibited selective activity against methicillin-sensitive S. aureus ATCC29213 at the highest concentration tested of 128 µg/mL.

Keywords

Eremophilane, Emericellopsis maritima, marine-derived fungus, OSMAC approach, antimicrobial, antitumoral

Subject

Chemistry and Materials Science, Organic Chemistry

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