In vitro screening of 1-aryl-6-hydroxy-1,2,3,4-tetrahydroisoquinolines: Structure related activity against pathogenic bacteria
Asian Pacific Journal of Tropical Biomedicine
;
(12): 472-477, 2015.
Article
in Chinese
| WPRIM
| ID: wpr-950918
ABSTRACT
Objective:
To evaluate the antibacterial activity of ten synthetic tetrahydroisoquinolines against eight bacterial strains.Methods:
The ten tetrahydroisoquinolines synthesized via base-catalyzed Pictet-Spengler cyclization were screened against a total of eight bacterial strains comprising control and pathogenic strains by the disc diffusion and micro-dilution methods. The most active compound was then assessed for cytotoxicity on human lymphocytes.Results:
Six of the tetrahydroisoquinolines showed broad spectrum bacteriostatic activity. The zones of inhibition produced ranged from 7 to 23 mm for 200 mg per disc. The presence of a lipophilic substituent at the para position of the pendant phenyl group conferred the highest antibacterial activity. Compound 2 [1-(3,4-chlorophenyl)-6- hydroxy-1,2,3,4-tetrahydroisoquinoline] was the most active and produced zones ranging from 9 to 20 mm against all eight bacterial strains. Compound 2 also showed the lowest minimum inhibitory concentration of 100 mg/mL against Escherichia coli ATCC11775 and the lowest minimum bactericidal concentration of 800 mg/mL against pathogenic Salmonella typhimurium. Overall, compound 2 was the most active with bacteriostatic and bactericidal activity against three and four bacterial strains respectively. A 50% cytotoxic concentration of 98.2 mg/mL was recorded for compound 2 indicating a low risk of toxicity.Conclusions:
The 1-aryl-1,2,3,4-tetrahydroisoquinolines display structure-related antibacterial activity and further chemical exploration of the tetrahydroisoquinoline scaffold may yield more potent non-toxic derivatives for development into new antibacterials.
Full text:
Available
Index:
WPRIM (Western Pacific)
Language:
Chinese
Journal:
Asian Pacific Journal of Tropical Biomedicine
Year:
2015
Type:
Article
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