Labdane-type diterpenoids from Vitex limonifolia and their antivirus activities

J Nat Med. 2018 Jan;72(1):290-297. doi: 10.1007/s11418-017-1125-2. Epub 2017 Sep 15.

Abstract

Phytochemical investigation of the methanol extract of Vitex limonifolia leaves led to the isolation of three new labdane-type diterpenoids, vitexlimolides A-C (1-3) and eight known compounds, 5,4'-dihydroxy-3,7-dimethoxyflavone (4), vitecetin (5), 5,4'-dihydroxy-7,3'-dimethoxyflavone (6), verrucosin (7), 2α, 3α-dihydroxy-urs-12-en-28-oic acid (8), euscaphlic acid (9), 18,19-seco, 2α, 3α-dihydroxy-19-oxo-urs-11,13(18)-dien-28-oic acid (10), and maslinic acid (11). Their chemical structures were elucidated by physical and chemical methods. All compounds were evaluated for antiviral activities against CVB3, HRV1B, and EV71 viruses. As a result, compounds 4 and 6 showed potent antiviral activity against CVB3 infection with IC50 values of 0.12 ± 0.06 and 1.86 ± 0.18 (µM), respectively.

Keywords: Coxsackievirus B3; Enterovirus 71; Human rhinovirus; Labdane; Vitex limonifolia.

MeSH terms

  • Animals
  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / pharmacology
  • Chlorocebus aethiops
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drug Screening Assays, Antitumor
  • Enterovirus A, Human / drug effects
  • Enterovirus B, Human / drug effects
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification*
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Rhinovirus / drug effects
  • Triterpenes
  • Vero Cells
  • Vitex / chemistry*

Substances

  • Antiviral Agents
  • Diterpenes
  • Plant Extracts
  • Triterpenes
  • labdane
  • maslinic acid