Microwave-Assisted Synthesis and Antimicrobial Activity of Some Novel Isatin Schiff Bases Linked to Nicotinic Acid via Certain Amino Acid Bridge

Author:

Naglah Ahmed M.12,Awad Hassan M.3,Bhat Mashooq A.4,Al-Omar Mohamed A.1,Amr Abd El-Galil E.15

Affiliation:

1. Department of Pharmaceutical Chemistry, Drug Exploration & Development Chair, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia

2. Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, Dokki, Cairo 12622, Egypt

3. Chemistry of Natural and Microbial Products Department, Pharmaceutical Industries Division, National Research Centre, Dokki, Cairo 12622, Egypt

4. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia

5. Applied Organic Chemistry Department, National Research Centre, Dokki, Cairo 12622, Egypt

Abstract

The coupling reaction of nicotinic acid with certain L-amino acid methyl esters including valine, leucine, and phenylalanine was done by the use of acid chloride method. The products were reacted with hydrazine hydrate 99% to give the corresponding hydrazides that were reacted with indoline-2,3-dione (isatin) to get Schiff bases under the application of microwave irradiation technique. These novel compounds were characterized by means of their FT-IR,1H NMR, and mass spectral data. Additionally, the specific optical rotation and elemental analysis were measured. Thein vitroantimicrobial activity of the synthesized compounds was evaluated by agar diffusion method. The compounds showed a strong antimicrobial inhibitory activity. Most of the test compounds possessed a broad spectrum of activities having MIC values ranging from 50 µg/mL to 500 µg/mL.

Funder

King Saud University

Publisher

Hindawi Limited

Subject

General Chemistry

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