PT  - JOURNAL ARTICLE
AU  - Lowenthal, Julius
AU  - Jaques, Louis B.
TI  - A COMPARATIVE STUDY OF THE EFFECT OF A SERIES OF AROMATIC ACIDS ON THE ASCORBIC ACID CONTENT OF THE ADRENAL GLAND
DP  - 1953 Feb 01
TA  - Journal of Pharmacology and Experimental Therapeutics
PG  - 172--177
VI  - 107
IP  - 2
4099  - http://jpet.aspetjournals.org/content/107/2/172.short
4100  - http://jpet.aspetjournals.org/content/107/2/172.full
SO  - J Pharmacol Exp Ther1953 Feb 01; 107
AB  - 1. A series of aromatic acids has been investigated for their ability to cause a depletion of the adrenal ascorbic acid. 2. Ortho-hydroxybenzoic acid (salicylic acid), meta-hydroxybenzoic acid, para-methoxybenzoic acid, 2:6-dihydroxybenzoic acid, 3:5-dihydroxybenzoic acid, 2:hydroxy-3-methoxybenzoic acid, 2: hydroxy-4-methoxybenzoic acid, 2:hydroxy-5-methoxybenzoic acid, 2-hydroxy-5-ethylbenzoic acid, and 2:5-dihydroxyphenyl-1:4-diacetic acid produced a significant depletion of the adrenal ascorbic acid. 3. Benzoic acid, para-hydroxybenzoic acid, ortho-methoxybenzoic acid, meta-methoxybenzoic acid, 2:3-dihydroxybenzoic acid, 2:4-dihydroxybenzoic acid, 2:5-dihydroxybenzoic acid (gentisic acid), 3:4-dihydroxybenzoic acid, 3-hydroxy 4-methoxybenzoic acid and 3-methoxy-4-hydroxybenzoic acid were inactive. 4. For monosubstituted benzoic acids, a hydroxyl group in the ortho and meta postion and a methoxy group in the para position introduced activity. When a second substituent was introduced its position in the aromatic ring and its chemical nature were both of critical importance. No simple correlation between structure and activity was evident. The results suggest that the action of these substances involved an interaction in which certain structural factors are of importance.