Structure-activity relationships of salicylic acid and its analogs in the inhibitory action on beta-lactamase / 药学学报
Acta Pharmaceutica Sinica
;
(12): 230-232, 2006.
Article
in Chinese
| WPRIM
| ID: wpr-271470
ABSTRACT
<p><b>AIM</b>Nineteen compounds related to salicylic acid were evaluated for their in vitro activity of inhibiting beta-lactamase isolated from a resistant strain of Pseudomonas aeruginosa, and their structure-activity relationships were examined.</p><p><b>METHODS</b>Nitrocefin method was used.</p><p><b>RESULTS</b>The 50% inhibitory concentration (IC50) of salicylic acid inhibiting beta-lactamase was 22 mmol x L(-1); four analogs had IC50 lower than that of salicylic acid; fifteen analogs had IC50 higher than that of salicylic acid.</p><p><b>CONCLUSION</b>Examination of the structure-activity relationships of the compounds revealed that carboxyl group and adjoining hydroxyl group were active group, and replacement of adjoining hydroxyl by carboxyl increased activity nearly 4-fold. Moreover, addition of a sulfonic group at C-5 and nitro group at C-3, 5 of benzenoic ring of salicylic acid resulted in a 2-fold to 3-fold increase in activity, addition of a amino group at C-5 of benzenoic ring of salicylic acid decreased activity, add addition of -Cl or -F at C-2,4 position of benzenoic ring of benzoic acid did not show activity.</p>
Full text:
Available
Index:
WPRIM (Western Pacific)
Main subject:
Pharmacology
/
Pseudomonas aeruginosa
/
Structure-Activity Relationship
/
Beta-Lactamases
/
Cephalosporins
/
Chemistry
/
Salicylates
/
Inhibitory Concentration 50
/
Metabolism
/
Anti-Bacterial Agents
Language:
Chinese
Journal:
Acta Pharmaceutica Sinica
Year:
2006
Type:
Article
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