Abstract |
The enantiomers of beta,gamma-dimethyl- 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.
|
Authors | H Mattes, K Hamada, C Benezra |
Journal | Journal of medicinal chemistry
(J Med Chem)
Vol. 30
Issue 11
Pg. 1948-51
(Nov 1987)
ISSN: 0022-2623 [Print] United States |
PMID | 3669003
(Publication Type: Journal Article)
|
Chemical References |
- Allergens
- Furans
- 4-Butyrolactone
|
Topics |
- 4-Butyrolactone
(immunology)
- Allergens
- Animals
- Dermatitis, Contact
(etiology)
- Female
- Furans
(immunology)
- Guinea Pigs
- Skin Tests
- Stereoisomerism
- Structure-Activity Relationship
|