Synthesis and biological activity of Schiff base series of valproyl, N-valproyl glycinyl, and N-valproyl-4-aminobenzoyl hydrazide derivatives

Journal Article

, 13. Ayman El-Faham, Muhammad Farooq, Sherine N. KhattabAhmed M. Elkayal, Mahmoud F. Ibrahim, Nael Abu Taha, Mohammad A. M. Wadaan, Ezaat A. Hamed. . 2014

• Publication Work Type: Research article
• Publication Online URL: Synthesis and biological activity of Schiff base series of valproyl, N-valproyl glycinyl, and N-valproyl-4-aminobenzoyl hydraz
• Tags: valproic acid; valproic acid hydrazide; Schiff base; antiangiogenic activity; anticancer activity
• Magazine \ Newspaper: Chem. Pharm. Bull.
• Issue Number: 6
• Volume Number: 62
• Pages: 591–599

Publication Abstract

Series of Schiff bases of valproic acid hydrazide,

N

-valproylglycine hydrazide and

N

-valproyl-4-ami

-

nobenzoyl hydrazide derivatives were synthesized and characterized by IR, NMR (

1

H- and

13

C-NMR) and

elemental analysis. The prepared compounds were evaluated in transgenic zebrafish embryos (Tg:

flil-1

: en

-

hanced green fluorescent protein (EGFP)) for antiangiogenic activity and in HepG2 liver carcinoma cell line

for anti cancer activity. The Schiff bases of

N

-valproylglycine hydrazide derivatives were most potent in term

of suppressing angiogenic blood vessels formation and anticancer activity at very low concentration, followed

by the Schiff bases of valproic acid hydrazide derivatives which exhibited moderate activity, while the Schiff

bases of

N

-valproyl-4-aminobenzoyl hydrazide derivatives, ethyl 4-(2-propylpentanamido)benzoate (VABE)

and

N

-(4-(hydrazinecarbonyl)phenyl)-2-propylpentanamide (VABH) in contrast exhibited pro-angiogenic

activity and weaker anticancer activity which mean that these derivatives targeted a common signaling path

-
way in term of affecting the blood vessels formatio