Cyclooxygenase-inhibitory and antioxidant constituents of the aerial parts of Antirhea acutata

Dongho Lee, Eun Jung Park, Muriel Cuendet, Franklin Axelrod, Pedro I. Chavez, Harry H.S. Fong, John M. Pezzuto, A. Douglas Kinghorn

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

Two new compounds, (6S)-hydroxy-29-nor-3,4-seco-cycloart-4(30),24-dien-3-oic acid (1) and 8-[1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxopropyl]epicatechin (3), were isolated by bioassay-guided fractionation from the aerial parts of Antirhea acutata (DC.) Urb. (Rubiaceae). Compound 1 showed moderate inhibitory activities in cyclooxygenase-1 and -2 assays (IC50 43.7 and 4.7 μM, respectively), while compound 3 was active in 1,1-diphenyl-2-picrylhydrazyl free-radical and cytochrome c reduction antioxidant assays (IC50 29.1 and 16.3 μM, respectively). Additionally, one further new compound was isolated, (3S,24S)-25-trihydroxy-9,19-cycloartane-29-oic acid (2), but this was inactive in the bioassay systems used. Compound 1 is based on the unprecedented 29-nor-3,4-seco-cycloartane skeleton.

Original languageEnglish
Pages (from-to)1565-1568
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume11
Issue number12
DOIs
Publication statusPublished - 2001 Jun 18

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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    Lee, D., Jung Park, E., Cuendet, M., Axelrod, F., Chavez, P. I., Fong, H. H. S., Pezzuto, J. M., & Kinghorn, A. D. (2001). Cyclooxygenase-inhibitory and antioxidant constituents of the aerial parts of Antirhea acutata. Bioorganic and Medicinal Chemistry Letters, 11(12), 1565-1568. https://doi.org/10.1016/S0960-894X(01)00129-9