Antiproliferative activity and energy calculations of a new triterpene isolated from the palm tree Acrocomia totai .

Autor: Souza GK; Department of Chemistry, State University of Maringá, Maringá, Brazil.; Faculty of Administration and Economic Sciences, Cianorte, Brazil., Kischkel B; Clinical Analysis Department, State University of Maringá, Maringá, Brazil., Freitas CF; Department of Chemistry, State University of Maringá, Maringá, Brazil., Negri M; Clinical Analysis Department, State University of Maringá, Maringá, Brazil., Back D; Department of Chemistry, Federal University of Santa Maria, Santa Maria, Brazil., Johann G; Federal Technological University of Paraná, Dois Vizinhos, Brazil., Hioka N; Department of Chemistry, State University of Maringá, Maringá, Brazil., Schuquel ITA; Department of Chemistry, State University of Maringá, Maringá, Brazil., Santin SMO; Department of Chemistry, State University of Maringá, Maringá, Brazil., Pomini AM; Department of Chemistry, State University of Maringá, Maringá, Brazil.
Jazyk: angličtina
Zdroj: Natural product research [Nat Prod Res] 2021 Nov; Vol. 35 (22), pp. 4225-4234. Date of Electronic Publication: 2019 Nov 27.
DOI: 10.1080/14786419.2019.1696331
Abstrakt: Acrocomia totai Mart ( Arecaceae ) is a palm tree native to South America, widely studied for biodiesel production. The aim of this work was to perform the first phytochemical study of A. totai leaves, as well as to do biological assays against human cancer cell lines. A new triterpene of the hopane class named totaiol (1), three known triterpenes (2-4) , and two phytosteroids (5-6) were identified. The new natural product was characterized using 1 D and 2 D NMR, single crystal X-ray diffraction analises, and high resolution mass spectrometry. The intercontacts in the crystal packing were also analised. Complete stereochemical characterization of compound 1 revealed an unusual positioning pattern for methyl and isopropenyl groups in the polycyclic skeleton. Compounds 1-5 were evaluated for the first time in antiproliferative assays against Ca Ski, MCF-7 and MCF-10 cells. The new natural product was active against Ca Ski cells with IC 50 ≤ 6.25 µg mL -1 .
Databáze: MEDLINE