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

D. T. Okpako; M. A. Oriowo; J. I. Okogun; D. E. U. Ekong; V. U. Enyenihi

doi:10.1055/s-2007-969966

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

Research Articles

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

Abstract

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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.

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