Uvarmicranones A and B, two new benzoquinones and cytotoxic constituents from the stems of Uvaria micrantha (A. DC.) Hook. f. & Thomson

Nat Prod Res. 2021 Dec;35(24):5643-5652. doi: 10.1080/14786419.2020.1824221. Epub 2020 Sep 22.

Abstract

Two novel benzoquinones, uvarmicranones A (1) and B (2), along with 15 known compounds (3 - 17) were isolated from the stems of Uvaria micrantha (Annonaceae). Their structures were elucidated by analyses of NMR and high-resolution mass data. A plausible biosynthetic pathway of uvarmicranone A (1) via Diels-Alder cycloaddition reaction was also proposed. Some isolated compounds were evaluated for their cytotoxic activities. Compounds 1, 14, and 15 showed moderate cytotoxic effects against T-cell acute lymphoblastic cells (MOLT-3), with IC50 values of 7.83 ± 0.83, 6.53 ± 1.01, and 4.20 ± 0.29 μM, respectively. Additionally, compound 15 exhibited moderate cytotoxicity against cervical carcinoma cells (HeLa) with an IC50 value of 7.00 ± 3.15 μM.

Keywords: Annonaceae; Uvaria micrantha; benzoquinone; cytotoxicity; uvarmicranone.

MeSH terms

  • Annonaceae*
  • Antineoplastic Agents*
  • Benzoquinones / pharmacology
  • Plant Extracts / pharmacology
  • Uvaria*

Substances

  • Antineoplastic Agents
  • Benzoquinones
  • Plant Extracts