Publication detail
Synthesis, biological, anti-inflammatory activities and quantum chemical calculation of some [4-(2, 4, 6-trimethylphenyl)-1(2H)-oxophthalazin-2yl] acetic acid hydrazide derivatives
EL-SHAMY, I. ABDEL-LATTIF, A. AL MAHMOUD ALSHEIKH, A. FOUDA, M. ELDEYAB, S. EL-HASHASH, M. JANČÁŘ, J.
Original Title
Synthesis, biological, anti-inflammatory activities and quantum chemical calculation of some [4-(2, 4, 6-trimethylphenyl)-1(2H)-oxophthalazin-2yl] acetic acid hydrazide derivatives
Type
journal article in Web of Science
Language
English
Original Abstract
The phthalazine carbohydrazide 2 was prepared and incorporated into the corresponding 1,2,4-triazole and carbamate derivatives. Phthalazine carboxylic acid hydrazide 2 was treated with isatine and cyclohexanone to give the corresponding hydrazone derivatives 16, 19 in good yields. Furthermore, a-amino acid derivative conjugated with 1-oxophthalazine moiety 35 was synthesized by the reaction of the corresponding aizde 28, via the azide-coupling method, with glycine methyl ester. The peptide ester 35 was converted into their orresponding amide 36 by treating with methanolic ammonia. Moreover, 35 was boiled with hydrazine hydrate to afford the corresponding hydrazide 37. Finally, the dipeptide 38 was prepared by coupling of 35 with L-alanine methyl ester. Some of these compounds were screened in vitro for their antimicrobial activity. The energy gap between the highest occupied molecular orbital and lowest unoccupied molecular orbital has been calculated using the theoretical computations to reflect the chemical reactivity and kinetic stability of compounds.
Keywords
Synthesis, Phthalazine, Quantum calculation, Carbohydrazide, Biological, Anti-inflammatory activities
Authors
EL-SHAMY, I.; ABDEL-LATTIF, A.; AL MAHMOUD ALSHEIKH, A.; FOUDA, M.; ELDEYAB, S.; EL-HASHASH, M.; JANČÁŘ, J.
RIV year
2015
Released
15. 2. 2015
ISBN
0143-7208
Periodical
DYES AND PIGMENTS
Year of study
113
Number
357
State
United Kingdom of Great Britain and Northern Ireland
Pages from
357
Pages to
371
Pages count
15
BibTex
@article{BUT109643,
author="Ibrahim E. {El-Shamy} and Abdelmohsen Moustafa {Abdellatif} and Amer {Al Mahmoud Alsheikh} and Moustafa {Fouda} and Salam {Eldeyab} and Mather {El-hashash} and Josef {Jančář}",
title="Synthesis, biological, anti-inflammatory activities and quantum chemical calculation of some [4-(2, 4, 6-trimethylphenyl)-1(2H)-oxophthalazin-2yl] acetic acid hydrazide derivatives",
journal="DYES AND PIGMENTS",
year="2015",
volume="113",
number="357",
pages="357--371",
doi="10.1016/j.dyepig.2014.08.026",
issn="0143-7208"
}