Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Fast Detection of Two Smenamide Family-Members Using Molecular Networking

Alessia Caso
ORCID logo ,
Germana Esposito
ORCID logo ,
Gerardo Della Sala
ORCID logo ,
Joseph R. Pawlik
,
Roberta Teta
,
Alfonso Mangoni
ORCID logo ,
Valeria Costantino
* ORCID logo
Version 1 : Received: 7 October 2019 / Approved: 8 October 2019 / Online: 8 October 2019 (11:08:05 CEST)

A peer-reviewed article of this Preprint also exists.

Caso, A.; Esposito, G.; Della Sala, G.; Pawlik, J.R.; Teta, R.; Mangoni, A.; Costantino, V. Fast Detection of Two Smenamide Family Members Using Molecular Networking. Mar. Drugs 2019, 17, 618. Caso, A.; Esposito, G.; Della Sala, G.; Pawlik, J.R.; Teta, R.; Mangoni, A.; Costantino, V. Fast Detection of Two Smenamide Family Members Using Molecular Networking. Mar. Drugs 2019, 17, 618.

Abstract

Caribbean sponges of the genus Smenospongia are a prolific source of chlorinated secondary metabolites. The use of molecular networking as a powerful dereplication tool revealed the presence in the metabolome of S. aurea of two new members of the smenamide family, namely smenamide F (1) and G (2). The structure of smenamide F (1) and G (2) was determined by spectroscopic analysis (NMR, MS, ECD). The relative and the absolute configuration at C-13, C-15, and C-16 was determined on the basis of the conformational rigidity of a 1,3-disubstituted alkyl chain system (i.e. the C-12/C-18 segment of compound 1). Smenamide F (1) and G (2) were shown to exert a selective moderate antiproliferative activity against cancer cell lines MCF-7 and MDA-MB-231, while being inactive against MG-63.

Keywords

smenospongia aurea; marine natural products; structure elucidation; anti-tumor lead molecules; smenamides; solid tumor cell lines; conformational analysis

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.

Download PDF Download Supplementary

Comments (0)

We encourage comments and feedback from a broad range of readers. See criteria for comments and our Diversity statement.

Leave a public comment
Send a private comment to the author(s)
* All users must log in before leaving a comment
Views 0
Downloads 0
Comments 0
Metrics 0
Get PDF Supplementary Files Cite Share 0
Bookmark BibSonomy Mendeley Reddit Delicious
×
Alerts
Notify me about updates to this article or when a peer-reviewed version is published.
We use cookies on our website to ensure you get the best experience.
Read more about our cookies here.