Stereospecificity in allergic contact dermatitis to simple substituted methylene lactones derivatives
- 1 November 1987
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 30 (11) , 1948-1951
- https://doi.org/10.1021/jm00394a003
Abstract
The enantiomers of .beta., .gamma.-dimthyl- and .beta.-methyl-.alpha.-methylene-.gamma.-butyrolactones have been synthesized stereospecifically from glutamic acid and .beta.-hydroxy isobutyric acid, respectively. Guinea pigs have been sensitized (Freund complete adjuvant technique) and tested to them. Both enantiomers of .beta.-methyl lactone as well as (+)-.beta., .gamma.-dimethyl lactone induced enantiospecific allergic contact dermatitis (ACD); in turn, (-)-.beta., .gamma.-dimethyl lactone showed no specificity. An interpretation is proposed.This publication has 6 references indexed in Scilit:
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