Fast detection of two smenamide family members using molecular networking

Alessia Caso, Germana Esposito, Gerardo Della Sala, Joseph R. Pawlik, Roberta Teta, Alfonso Mangoni, Valeria Costantino

Research output: Contribution to journalArticle

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 in the metabolome of S. aurea 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.

Original languageEnglish
Article number618
JournalMarine Drugs
Volume17
Issue number11
DOIs
Publication statusPublished - Oct 30 2019

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Metabolome
Porifera
Cell Line
Neoplasms
C 15
compound 18

Keywords

  • Anti-tumor lead molecules
  • Conformational analysis
  • Marine natural products
  • Smenamides
  • Smenospongia aurea
  • Solid tumor cell lines
  • Structure elucidation

ASJC Scopus subject areas

  • Drug Discovery

Cite this

Caso, A., Esposito, G., Sala, G. D., Pawlik, J. R., Teta, R., Mangoni, A., & Costantino, V. (2019). Fast detection of two smenamide family members using molecular networking. Marine Drugs, 17(11), [618]. https://doi.org/10.3390/md17110618

Fast detection of two smenamide family members using molecular networking. / Caso, Alessia; Esposito, Germana; Sala, Gerardo Della; Pawlik, Joseph R.; Teta, Roberta; Mangoni, Alfonso; Costantino, Valeria.

In: Marine Drugs, Vol. 17, No. 11, 618, 30.10.2019.

Research output: Contribution to journalArticle

Caso, A, Esposito, G, Sala, GD, Pawlik, JR, Teta, R, Mangoni, A & Costantino, V 2019, 'Fast detection of two smenamide family members using molecular networking', Marine Drugs, vol. 17, no. 11, 618. https://doi.org/10.3390/md17110618
Caso A, Esposito G, Sala GD, Pawlik JR, Teta R, Mangoni A et al. Fast detection of two smenamide family members using molecular networking. Marine Drugs. 2019 Oct 30;17(11). 618. https://doi.org/10.3390/md17110618
Caso, Alessia ; Esposito, Germana ; Sala, Gerardo Della ; Pawlik, Joseph R. ; Teta, Roberta ; Mangoni, Alfonso ; Costantino, Valeria. / Fast detection of two smenamide family members using molecular networking. In: Marine Drugs. 2019 ; Vol. 17, No. 11.
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