Alkenylbenzoquinones and other compounds from the fruit of Maesa lanceolata exhibited potent cytotoxic, antibacterial, and antiradical scavenging activities

• Published in: Natural product research Vol. 36; no. 17; pp. 4373 - 4381
• Main Authors: Seumo, Amanda Seumo, Nanfack, Arno Rusel D., Ndontsa, Blanche Laure, Bitchagno, Gabin Thierry M., Mbouangouere, Roukayatou, Lenta, Bruno N., Sewald, Norbert, Tane, Pierre, Tene, Mathieu, Ngouela, Silvère Augustin
• Format: Journal Article
• Language: English
• Published: Abingdon Taylor & Francis 01-09-2022; Taylor & Francis Ltd
• Subjects: and antibacterial; antiradical; Benzoquinone; Benzoquinones; cytotoxic; Cytotoxicity; Fruits; Maesa; Maesa lanceolata; NMR; Nuclear magnetic resonance; Palmitic acid; Primulaceae; Quinones; Scavenging; Spectrometry
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2021.1994565

A phytochemical study of the methanol extract of the fruit of Maesa lanceolata resulted in the isolation of a new alkenylbenzoquinone (1), alongside the known compounds (Z)-2,5-dihydroxy-6-methyl-3-(pentadec-10'-enyl)-1,4-benzoquinone (2), 2,5-dihydroxy-6-methyl-3-(nonadec-14'-enyl)-1,4-benzoquinone (3), 2,5-dihydroxy-6-methyl-3-(tridecyl)-1,4-benzoquinone (4), (2S,3S,4R,2'R,9E)-[2'-hydroxytetraeicosanoyl]-2-aminooctadec-9-ene-1,3,4-triol (5), monopalmitin (glyceryl palmitate) (6), lupeol (7), and 3-O-(β-D-glucopyranoside)-β-sitosterol (8). The structures of the compounds were established by the means of spectroscopic (1 D- and 2 D-NMR) and spectrometric techniques (MS). The isolated compounds were assessed for their antibacterial, cytotoxic, and antiradical activities. Compound 2 showed moderate activity against Staphylococcus warneri (DSMZ 20036), while the other compounds were inactive. The two quinones 1 and 2 were significantly cytotoxic, with IC
50
values of 0.005 µM and 12.5 µM respectively, and were weakly active towards DPPH radical (IC
50
>250 µg/mL).