Chalconoid Derived Heterocycles as Potent Bioactive Molecules: A Review

Abstract

Although chalcones symbolize an important pharmacophore for variety of biological actions, however their analogues are also reported to be equally important for plethora of biological actions. In the present review, a comprehensive study of chalcones derived molecules (like pyrazoles, isoxazoles, pyridine, pyrimidine) their pharmacological actions, mechanism of action, structure activity relationship studies have been described. which includes anti-proliferative, anti-inflammatory, antioxidant, proapoptotic, anti-bacterial and anti-adhesive effects [18]. Analogues of chalcones Pyrazoline analogues with various pharmacological activities:Pyrazole nucleus present in compounds exhibit wide range of biological activity. Introduction of a pyrazole ring in the chalcones between the two aryl rings increase the cytotoxic activity against a series of human cancer cell lines. Dhar et al. [19] synthesized a series of 1-acetyl-3,5-diaryl-4,5-dihydro-(H)-pyrazoles and assayed for in vitro cytotoxicity against PC-3, OVCAR, IMR-32, HEP-2 human cancer cell lines, compound 1 showed broad spectrum cytotoxic activity against all the four cell lines. The activity shown by the compounds conclude that (i) Substitution on phenyl ring showed marked effect on cytotoxic activity, (ii) Presence of electron donating groups on phenyl ring led to enhanced activity whereas electron withdrawing group except NO 2 reduces the cytotoxic activity, (iii) Replacement of phenyl ring with heterocyclic ring also reduces the cytotoxic potential and napthyl ring on both sides are more beneficial for cytotoxic potential Chemical Sciences JournalChem ic a l S cience s J o u rnal

N-(6-Methoxypyridin-2-yl)-1-(pyridin-2-ylmethyl)-1H-pyrazole-3-carboxamide: crystal structure and Hirshfeld surface analysis

“…Moreover, amine bond formation between pyrazole and pyrimidine ring systems can lead to the formation of biologically accepted ingredients such as AM251 (Xi et al, 2006), as a CB1 cannabinoid receptor antagonist, and Meclinertant (SR48692; Liu et al, 2017), a neurotensinreceptor (NTS) antagonist. The combination of such moieties can also lead to molecules with anti-tuberculosis, anti-cancer, anti-bacterial and anti-fungal activities (Fustero et al, 2009;Pal et al, 2012;Dar & Shamsuzzaman, 2015;Sapra et al, 2016). As part of our studies in this area, acid-amine coupling between heterocycles such as pyrazole ISSN 2056-9890 and pyridine using efficient coupling reagents such as T3P was performed; herein, the crystal and molecular structures of (I) are described along with an analysis of its calculated Hirshfeld surface.…”

Synthesis, Characterization and Molecular Docking of New Naphthalene-Based Chalcone and Pyrazoline Compounds

“…Chalcone (α,β-unsaturated ketone) is an outstanding class of secondary metabolites that functions as a precursor in the biosynthesis of flavonoids and isoflavonoids [4]. Chalcone is also known as 1,3-diphenyl-2propene-1-one with a conjugated double bond which is completely delocalised with the π-electrons in the benzene rings [5]. Chalcone compounds have shown promising anti-proliferative activities, which have sparked the interest of this scaffold to be used as anticancer agents due to their simple chemical structure and ease of synthesis with a broad range of bioactivities [6].…”