Cytotoxic Sesquiterpenoids from Ammoides atlantica Aerial Parts

  • J Nat Prod. 2022 Mar 25;85(3):647-656. doi: 10.1021/acs.jnatprod.1c01211.
Sihem Boudermine  1  2 ,  Valentina Parisi  3 ,  Redouane Lemoui  1 ,  Tarek Boudiar  4 ,  Maria Giovanna Chini  5 ,  Silvia Franceschelli  3 ,  Michela Pecoraro  3 ,  Maria Pascale  3 ,  Giuseppe Bifulco  3 ,  Alessandra Braca  6  7 ,  Nunziatina De Tommasi  3 ,  Marinella De Leo  6  7
Affiliations
  • 1. Département de Chimie, Université de Constantine 1, Constantine, 25000, Algeria.
  • 2. Département de Chimie, Université de 20 Aout 1955, Skikda, 21000, Algeria.
  • 3. Dipartimento di Farmacia, Università degli Studi di Salerno, 84084 Fisciano (SA), Italy.
  • 4. Biotechnology Research Center, Constantine, 25000, Algeria.
  • 5. Dipartimento di Bioscienze e Territorio, 86090 Pesche (IS), Italy.
  • 6. Dipartimento di Farmacia, Università di Pisa, 56126 Pisa, Italy.
  • 7. CISUP, Centro per l'Integrazione della Strumentazione Scientifica, Università di Pisa, 56126 Pisa, Italy.
PMID: 35196017 DOI: 10.1021/acs.jnatprod.1c01211
Abstract

Seven new Terpenoids, namely, guaiane (1-4), eudesmane (5), and bisabolane (6) sesquiterpenoids and a furanone (7), were isolated from the aerial parts of Ammoides atlantica, a herbaceous plant growing in Algeria, together with eight known compounds. All metabolites were characterized by their 1D and 2D NMR and HRESIMS data. A combined DFT/NMR method was applied to study the relative configurations of 1-4, 6, and 7. All compounds, except 2, were assayed against MCF-7, A375, A549, HaCaT, and Jurkat cell lines. Compounds 8, 10, and 11 induced a dose-dependent reduction in cell viability with different potency on almost all cell lines used. The most active compounds, 8 and 10, were studied to assess their potential apoptotic effects and cell cycle inhibition.