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Planta Med 1983; 47(2): 112-116
DOI: 10.1055/s-2007-969966
Research Articles

© Hippokrates Verlag Stuttgart

3,4-Dihydro-2, 2-Dimethyl-H-1 Benzopyran-6-Butyric Acid

Its Preparation from Zanthoxylol and its Antiinflammatory and Related Pharmacological PropertiesD. T. Okpako2 , M. A. Oriowo2 , J. I. Okogun1 , D. E. U. Ekong1 , V. U. Enyenihi1
  • 2Department of Chemistry, University of Ibadan, Ibadan, Nigeria
  • 1Department of Pharmacology and Therapeutics, University of Ibadan, Ibadan, Nigeria
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Publication History

1981

1982

Publication Date:
26 March 2007 (online)

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Abstract

Details of the preparation from zanthoxylol of a new anti-sickling agent, 3,4-dihydro-2,2-dimethyl-2-H-1 bezophyran-6-butyric acid, DBA, are given. The reaction involved converting zanthoxylol to its iodo-compound. This in turn was subsequently hydrolysed to DBA.

DBA dose-dependently inhibited carrageein-induced rat paw oedema. The ED50 was approximately 60 mg kg-1. Indomethacin and aspirin were similarly effective with ED50 of 2.2 and 91 mg kg-1 respectively. DBA also inhibited acetic acid induced squirming in mice. The ED50 was 58 mg kg-1 compared with 75 mg kg for aspirin. DBA, indomethacin and aspirin inhibited generation of prostaglandin-like activity by isolated segments of rabbit jejunum as well as the production of PG-like activity from arachidonic by cell-free homogenates of guinea-pig lung.

It is concluded that the mechanism of anti-inflammatory and analgesic activity of DBA, like that of aspirin and indomethacin, may involve inhibition of prostaglandin synthesis.

Key Word Index

Antiinflammatory - Analgesic, Inhibition of prostaglandin synthesis.