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Molecules 2014, 19(1), 1286-1301; doi:10.3390/molecules19011286

Synthesis of 4-Methoxybenzoylhydrazones and Evaluation of Their Antiglycation Activity

1
Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA, Puncak Alam Campus, Shah Alam 42300, Malaysia
2
Faculty of Applied Sciences, Universiti Teknologi MARA, Shah Alam 40450, Malaysia
3
Faculty of Pharmacy, Universiti Teknologi MARA, Puncak Alam, Shah Alam 42300, Malaysia
4
Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan
*
Author to whom correspondence should be addressed.
Received: 17 December 2013 / Revised: 31 December 2013 / Accepted: 2 January 2014 / Published: 21 January 2014
(This article belongs to the Section Medicinal Chemistry)
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Abstract

A series of 4-methoxybenzoylhydrazones 130 was synthesized and the structures of the synthetic derivatives elucidated by spectroscopic methods. The compounds showed a varying degree of antiglycation activity, with IC50 values ranging between 216.52 and 748.71 µM, when compared to a rutin standard (IC50 = 294.46 ± 1.50 µM). Compounds 1 (IC50 = 216.52 ± 4.2 µM), 3 (IC50 = 289.58 ± 2.64 µM), 6 (IC50 = 227.75 ± 0.53 µM), 7 (IC50 = 242.53 ± 6.1) and 11 (IC50 = 287.79 ± 1.59) all showed more activity that the standard, and these compounds have the potential to serve as possible leads for drugs to inhibit protein glycation in diabetic patients. A preliminary SAR study was performed.
Keywords: 4-methoxybenzoylhydrazones; antiglycation activity; rutin; AGEs; protein glycation inhibition; diabetes 4-methoxybenzoylhydrazones; antiglycation activity; rutin; AGEs; protein glycation inhibition; diabetes
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Taha, M.; Naz, H.; Rasheed, S.; Ismail, N.H.; Rahman, A.A.; Yousuf, S.; Choudhary, M.I. Synthesis of 4-Methoxybenzoylhydrazones and Evaluation of Their Antiglycation Activity. Molecules 2014, 19, 1286-1301.

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