Design and Bio-evaluation of Novel Hydrazide-Hydrazones Derived from 4-Acetyl-N-Substituted Benzenesulfonamide

E. Bozkurta, Y. Sıcakb, E. E. Oruç-Emrea, 1, A. Karaküçük Iyidoğana, M. Öztürkc

1Phone: + (903) 423-17-29-98; fax: + (903) 423-60-10-32; e-mail:

aDepartment of Chemistry, Faculty of Arts and Sciences, Gaziantep University, Gaziantep, Turkey;
bDepartment of Medicinal and Aromatic Plants, Köyceğiz Vocational School, Muğla Sıtkı Koçman University, Muğla, Turkey;
cDepartment of Chemistry, Faculty of Sciences, Muğla Sıtkı Koçman University, Muğla, Turkey

Received 01.01.2020; revised 18.03.2020; accepted 22.03.2020

DOI: 10.1134/S1068162020050052

Abstract––In this research, a series of hydrazine-hydrazone derivatives (Ia-g), (IIa-h) were synthesized to discover new antioxidant and anticholinesterase agents. The structures of synthesized compounds were characterized by spectroscopic data using UV, IR, ¹H, 13C NMR, mass spectroscopy, and elemental analysis. The bio-evaluation of the synthesized compounds (Ia-g), (IIa-h) were evaluated according to in vitro activity assays. The results of β-carotene/linoleic acid assay showed that among the synthesized compounds, the (Ib), (Ie), (IIb-IIe), and (IIh) compound exhibited higher activity for the lipid peroxidation inhibitory activity. In the DPPH free scavenging activity and the cation radical scavenging activity in ABTS•+ activity, compound (IIb) was found to be more active. In the CUPRAC reduced power assay, the A0.5 values of all synthesized compounds were better than α-TOC. In AChE assay, compound (IIb) exhibited the most activity with IC50=11.12±0.74 μM, while the compounds (Ib-g) and (IIb-h), exhibited excellent activity than the positive standard galantamine (IC50= 46.06±0.10 μM) in the BChE assay.

Keywords: sulfonamide, hydrazone, antioxidant activity, anticholinesterase inhibitory activity, Lipinski's rules
Полный текст статьи печатается в переводной версии журнала Russian Journal of Bioorganic Chemistry, V.46, Issue 5, P. 702-714 (Springer).