Isolation and synthesis of melodamide A, a new anti-inflammatory phenolic amide from the leaves of melodorum fruticosum

Hsiu Hui Chan, Tsong Long Hwang, Trandinh Thang, Yann Lii Leu, Ping Chung Kuo, Buithi Minh Nguyet, Do Ngoc Dai, Tian Shung Wu

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9 Citations (Scopus)

Abstract

Together with twelve known compounds (2-13), melodamide A (1), a new phenolic amide possessing p-quinol moiety, was purified and characterized from the methanolic extracts of the leaves of Melodorum fruticosum. The structure of melodamide A (1) was established with a combination of 2D NMR experiments, HR-ESI-MS and X-ray analyses. The other known compounds were identified by comparison of their spectroscopic and physical data with those reported in the literature. Moreover, some isolated compounds were examined for their inhibitory activity towards superoxide anion generation and elastase release in human neutrophils. Among the tested compounds, 1, 3, and 5 exhibited strong inhibition of superoxide anion generation with IC50 values ranging from 5.25 to 8.65 M. Furthermore, synthesis and biological evaluation of melodamide A (1) and its analogs (14a-p) were described.

Original languageEnglish
Pages (from-to)288-294
Number of pages7
JournalPlanta Medica
Volume79
Issue number3-4
DOIs
Publication statusPublished - 2013 Jan 28

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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