New ent-kaurene and germacrene derivatives from Mesona procumbens Hemseley and their biological activity

Jerome G. Ganzon, Chia Ching Liaw, Yu Chi Lin, Zhi Hu Lin, Chang Hung Wang, Che Yi Chen, Kuo Hsiang Chuang, Yao Haur Kuo

Research output: Contribution to journalArticlepeer-review

Abstract

Mesona procumbens Hemseley is a well-known traditional herbal medicine used for heat-related ailments. In Taiwan, boiled extracts of M. procumbens are also used as desserts called grass jelly. In this study, the hexane extract from 75% EtOH of M. procumbens showed potent activities on inhibition of E. coli β-glucuronidase (eβG) and NO production and cytotoxicity against MCF-7 and HepG2 cancer cell lines. Furthermore, using various flash columns and HPLC chromatography on the bioactive layer led to the isolation of twelve compounds (1–12), including a new ent-kaurene, mesokaurol A (1), and a new germacrene derivative, mesogermapene A (2). Their structures were elucidated by extensive spectroscopic analyses, especially 2 D NMR and mass data. Biological assays showed that compound 9 (linolenic acid) had specific activity on inhibition of eβG (68.27%) at 100 µg/mL but was non-inhibitory to human β-glucuronidase. Compound 1 possessed significant cytotoxicity against MCF-7 (EC50 = 9.76 µM) and HepG2 (EC50 = 8.64 µM) cancer cell lines.

Original languageEnglish
JournalNatural Product Research
DOIs
Publication statusAccepted/In press - 2022

Keywords

  • Anti-β-glucuronidase
  • cytotoxicity
  • germacrene
  • Kaurane-type diterpene
  • Mesona procumbens Hemseley

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Plant Science
  • Organic Chemistry

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