Pharmacophore Modelling and Synthesis of Quinoline-3-Carbohydrazide as Antioxidants

Abstract

From well-known antioxidants agents, we developed a first pharmacophore model containing four common chemical features: one aromatic ring and three hydrogen bond acceptors. This model served as a template in virtual screening of Maybridge and NCI databases that resulted in selection of sixteen compounds. The selected compounds showed a good antioxidant activity measured by three chemical tests: DPPH radical, OH° radical, and superoxide radical scavenging. New synthetic compounds with a good correlation with the model were prepared, and some of them presented a good antioxidant activity.

Development and Validation of a Method for the Determination of (E)-Resveratrol and Related Phenolic Compounds in Beverages Using Molecularly Imprinted Solid Phase Extraction

“…Selection of model compounds was done bearing in mind a pharmacophore model containing four common chemical features in antioxidant agents: one aromatic ring and three hydrogen bond acceptors. , The template itself and two more compounds (quercetin and apigenin) had these specific features. Three more molecules were also evaluated for MIP retention effects as control compounds to emphasize the effects of nonspecific interaction such as ion exchange or nonspecifically oriented hydrogen bond: genistein is an isoflavonoid then based on 3-phenylchromen-4-one structure instead of 1-phenylchromen-4-one; the phenols of curcumin, a well-known natural phenolic antioxidant, are connected by two α,β-unsaturated carbonyl groups and the diketones form stable enols and enolates; ketoprofen is a compound with molecular weight and raw formula similar to those of ( E )-resveratrol but different molecular structure and physical–chemical properties: it is more acidic and, as well as resveratrol, it contains both H-bond donor and acceptor sites.…”

Tapping into Nature’s Arsenal: Harnessing the Potential of Natural Antioxidants for Human Health and Disease Prevention

“…The top hits were further validated using docking and MD simulations, highlighting the effectiveness of virtual screening in discovering new antioxidants [195]. These data can also contribute to pharmacophore modeling, which helps in designing new compounds by identifying the essential features required for antioxidant activity [196] Computational approaches are powerful and versatile tools in modern scientific research for understanding and manipulating biological and chemical systems. They complement traditional experimental methods by providing valuable insights and accelerating the pace of discovery and development across various fields.…”

The Current Perspectives in Clinical Research: Computer-Assisted Drug Designing, Ethics, and Good Clinical Practice

“…In CADD, synthesizing pharmacophore elements is crucial for designing and discovering a new drug. Recent research elaborated on using a pharmacophore model to synthesize new quinolone derivatives for their antioxidant activities 46 .…”