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Int. J. Mol. Sci. 2014, 15(12), 22995-23010; doi:10.3390/ijms151222995

Antimicrobial and Hypoglycemic Activities of Novel N-Mannich Bases Derived from 5-(1-Adamantyl)-4-substituted-1,2,4-triazoline-3-thiones

Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia
Department of Pharmaceutical Sciences, College of Pharmacy, Princess Nourah bint Abdulrahman University, Riyadh 11671, Saudi Arabia
Department of Therapeutic Chemistry, Pharmaceutical and Drug Industries Division, National Research Center, Tahrir Street, Dokki, Cairo 12622, Egypt
Department of Pharmaceutics and Pharmaceutical Technology, College of Pharmacy, Taibah University, Medinah 11344, Saudi Arabia
Author to whom correspondence should be addressed.
Received: 17 October 2014 / Revised: 26 November 2014 / Accepted: 8 December 2014 / Published: 11 December 2014
(This article belongs to the Section Biochemistry, Molecular and Cellular Biology)
View Full-Text   |   Download PDF [749 KB, uploaded 11 December 2014]   |  


The reaction of 5-(1-adamantyl)-4-ethyl or allyl-1,2,4-triazoline-3-thione with formaldehyde solution and various 1-substituted piperazines yielded the corresponding N-Mannich bases. The newly synthesized N-Mannich bases were tested for in vitro inhibitory activities against a panel of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. Six compounds showed potent antibacterial activity against one or more of the tested microorganisms, while two compounds exhibited moderate activity against the tested Gram-positive bacteria. None of the newly synthesized compounds were proved to possess marked activity against Candida albicans. The oral hypoglycemic activity of six compounds was determined in streptozotocin (STZ)-induced diabetic rats. Four compounds produced significant strong dose-dependent reduction of serum glucose levels, compared to gliclazide at 10 mg/kg dose level (potency ratio > 75%). View Full-Text
Keywords: adamantane derivatives; 1,2,4-triazoles; N-Mannich bases; antimicrobial activity; hypoglycemic activity adamantane derivatives; 1,2,4-triazoles; N-Mannich bases; antimicrobial activity; hypoglycemic activity

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Al-Abdullah, E.S.; Al-Tuwaijri, H.M.; Hassan, H.M.; Haiba, M.E.; Habib, E.E.; El-Emam, A.A. Antimicrobial and Hypoglycemic Activities of Novel N-Mannich Bases Derived from 5-(1-Adamantyl)-4-substituted-1,2,4-triazoline-3-thiones. Int. J. Mol. Sci. 2014, 15, 22995-23010.

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