Antimalarial constituents from Nauclea orientalis (L.) L

Zhen Dan He, Cui Ying Ma, Hongjie ZHANG, Ghee Teng Tan, Pamela Tamez, Kongmany Sydara, S. Bouamanivong, Bounhoong Southavong, Djaja D. Soejarto, John M. Pezzuto, Harry H.S. Fong*

*Corresponding author for this work

Research output: Contribution to journalReview articlepeer-review

34 Citations (Scopus)

Abstract

Bioassay-guided fractionation of the antimalarial-active CHCl3 extract of the dried stem of Nauclea orientalis (L.) L. (Rubiaceae) has resulted in the isolation of two novel tetrahydro-β-carboline monoterpene alkaloid glucosides, naucleaorine (=(16α,17β)-3,14:15,20-tetradehydro- 16-ethenyl-17-(β-D-glucopyranosyloxy)- 19α-methoxyoxayohimban-21-one; 1) and epimethoxynaucleaorine (2), as well as the known compounds, strictosidine lactam (=(15β,16α,17β)-19,20-didehydro-16- ethenyl-17-(β-D-glucopyranosyloxy)oxayohimban-21-one; 3), 3,4,5-trimethoxyphenol (4), 3α-hydroxyurs-12-en-28-oic acid methyl ester (5), 3α,23-dihydroxyurs-12-en-28-oic acid (6), 3α,19α,23-trihydroxyurs-12-en-28-oic acid methyl ester (7), and oleanolic acid (8). Compounds 1, 2, 6, and 8 showed moderate in vitro activities against Plasmodium falciparum. Their structures and configurations were elucidated by spectrocopic methods including 1D- and 2D-NMR analyses.

Original languageEnglish
Pages (from-to)1378-1386
Number of pages9
JournalChemistry and Biodiversity
Volume2
Issue number10
DOIs
Publication statusPublished - 2005

Scopus Subject Areas

  • Bioengineering
  • Biochemistry
  • Chemistry(all)
  • Molecular Medicine
  • Molecular Biology

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