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

Jorge R. Virués-Segovia; Cristina Pinedo; David Zorrilla; Jesús Sánchez-Márquez; Pilar Sánchez; María C. Ramos; Mercedes de la Cruz; Josefina Aleu; Rosa M. Durán-Patrón

doi:10.20944/preprints202401.1758.v1

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preprints.org > chemistry and materials science > organic chemistry > doi: 10.20944/preprints202401.1758.v1

Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed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

Jorge R. Virués-Segovia

Cristina Pinedo

David Zorrilla

Jesús Sánchez-Márquez

^* ,

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

How to cite: Virués-Segovia, J.R.; Pinedo, C.; Zorrilla, D.; Sánchez-Márquez, J.; Sánchez, P.; Ramos, M.C.; de la Cruz, M.; Aleu, J.; Durán-Patrón, R.M. New eremophilane derivatives produced by the marine-derived fungus Emericellopsis maritima BC17 in liquid culture media. Preprints 2024, 2024011758. https://doi.org/10.20944/preprints202401.1758.v1 Virués-Segovia, J.R.; Pinedo, C.; Zorrilla, D.; Sánchez-Márquez, J.; Sánchez, P.; Ramos, M.C.; de la Cruz, M.; Aleu, J.; Durán-Patrón, R.M. New eremophilane derivatives produced by the marine-derived fungus Emericellopsis maritima BC17 in liquid culture media. Preprints 2024, 2024011758. https://doi.org/10.20944/preprints202401.1758.v1

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MDPI and ACS Style

Virués-Segovia, J.R.; Pinedo, C.; Zorrilla, D.; Sánchez-Márquez, J.; Sánchez, P.; Ramos, M.C.; de la Cruz, M.; Aleu, J.; Durán-Patrón, R.M. New eremophilane derivatives produced by the marine-derived fungus Emericellopsis maritima BC17 in liquid culture media. Preprints 2024, 2024011758. https://doi.org/10.20944/preprints202401.1758.v1

APA Style

Virués-Segovia, J.R., Pinedo, C., Zorrilla, D., Sánchez-Márquez, J., Sánchez, P., Ramos, M.C., de la Cruz, M., Aleu, J., & Durán-Patrón, R.M. (2024). New eremophilane derivatives produced by the marine-derived fungus <em>Emericellopsis maritima</em> BC17 in liquid culture media. Preprints. https://doi.org/10.20944/preprints202401.1758.v1

Chicago/Turabian Style

Virués-Segovia, J.R., Josefina Aleu and Rosa M. Durán-Patrón. 2024 "New eremophilane derivatives produced by the marine-derived fungus <em>Emericellopsis maritima</em> BC17 in liquid culture media" Preprints. https://doi.org/10.20944/preprints202401.1758.v1

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

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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