2. Academic Validation
  3. Pleonotoquinones, Cytotoxic Oxepinenaphthoquinones from Pleonotoma jasminifolia

Pleonotoquinones, Cytotoxic Oxepinenaphthoquinones from Pleonotoma jasminifolia

  • J Nat Prod. 2024 Apr 26;87(4):1217-1221. doi: 10.1021/acs.jnatprod.3c01191.
Leandro T Anselmo 1,  Thalisson A de Souza 2,  Thiago A M Brito 2,  Eldrinei G Peres 1,  Felipe M A da Silva 3,  Valdenizia R Silva 4,  Luciano de S Santos 4,  Milena B P Soares 4,  Daniel P Bezerra 4,  Emmanoel V Costa 3,  Victor M Sipoloni 5,  Lívia S de Medeiros 5,  Marcelo S da Silva 2,  Josean F Tavares 2,  Waldireny R Gomes 6,  Hector H F Koolen 1
Affiliations

Affiliations

  • 1 Superior School of Health Sciences, University of the State of Amazonas, Manaus 69065001, Brazil.
  • 2 Multi-User Laboratory for Characterization and Analysis, Program of Natural and Synthetic Bioactive Products, Health Sciences Center, Federal University of Paraíba, João Pessoa 58051-900, Brazil.
  • 3 Postgraduate Program in Chemistry, Department of Chemistry, Federal University of Amazonas, Manaus 69080-900, Brazil.
  • 4 Gonçalo Moniz Institute, Oswaldo Cruz Foundation, Salvador 40296-710, Brazil.
  • 5 Department of Chemistry, Federal University of São Paulo, Diadema 09972-270, Brazil.
  • 6 Faculty of Pharmaceutical Sciences, Federal University of Amazonas, Manaus 69067-005, Brazil.
PMID: 38630559 DOI: 10.1021/acs.jnatprod.3c01191
Abstract

Two unusual naphthoquinones, named here as pleonotoquinones A (1) and B (2), were isolated along with two known Anthraquinones (3 and 4) via chromatographic separations of an ethyl acetate extract of the roots of Pleonotoma jasminifolia. Compounds 1 and 2 are the first examples of Quinones bearing a 2-methyloxepine moiety. The compounds were isolated with the aid of mass spectrometry and molecular networking, and their structures were resolved using 1D and 2D NMR and HRESIMS data. The isolated compounds were evaluated for their antiproliferative activity against human Cancer cell lines, and compounds 1 and 2 displayed cytotoxicity against human colon Cancer HCT116 cells (IC50 = 2.6 μM for compound 1 and IC50 = 4.3 μM for compound 2) and human liver Cancer HepG2 cells (IC50 = 1.9 μM for compound 1 and IC50 = 6.4 μM for compound 2).

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