Convenient synthesis of new indeno[1,2-b]pyridine derivatives for antimicrobial and antioxidant evaluation

Abstract

A new set of 1H-indenopyrdine-based derivatives were synthesized using the compound 4-(4-hydroxy-3methoxyphenyl)-2-oxo-2,5-dihydro-1H-indeno[1,2-b]pyridine-3-carbonitrile (1) as the key starting compound. The molecular structures of the new derivatives were identified using various spectroscopic techniques and elemental analysis. All the new analogues were screened as antimicrobial against different strains of Gram +ve, Gram -ve bacteria and the opportunistic pathogenic yeast C. albicans. Some of the new indenopyrdines exhibited moderate antimicrobial activity comparing to gentamicin as a standard drug. On the reverse, the free radical scavenging activity of the new compounds using DPPH assay protocol revealed that most of the compounds were potent antioxidant agents while comparing to ascorbic acid as a positive antioxidant control.

NRF2 Activation by Nitrogen Heterocycles: A Review

“…Other methods of synthesizing pyridine have been reviewed by [ 84 ]. Pyridines possess antioxidant and anti-inflammatory properties [ 85 , 86 ]. Pyridine alkaloid ( 15 ) ( Table 1 ) obtained from Fusarium lateritium enhances the expression of NRF2 and its target genes HO-1, and NQO1, thereby attenuating oxidative stress and apoptosis in glutamate-treated hippocampal HT22 cells [ 87 ].…”

A Review on The Chemistry of Nicotinonitriles and Their applications

“…Also it is present in many natural products such as nicotinic acid, nicotinamide, vitamin B6, which play key roles in metabolism. Cyanopyridines (nicotinonitriles) have biological, therapeutic, and medicinal properties such as, antimicrobial [1,2], cardiotonic [3], antioxidant [4,5], anti-inflammatory [6], anti-alzheimer [7], anticonvulsant [8], anti-parkinsonism [9], antitubulin agents [10], antiproliferative [11,12], antiprotozoal agent [13], protein kinases inhibitor [14], active-site inhibitors of sphingosine 1-phosphate lyase [15], non-nucleoside adenosine kinase inhibitor [16], dipeptidyl peptidase IV inhibitor (NVP-DPP-IV) and dipeptidyl peptidase 728 inhibitor (NVP-DPP 728) [17], epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor [18], rearranged during transfection (RET) tyrosine kinase inhibitor [19], check point kinase 1 (CHK1) inhibitor [20], farnesyltransferase inhibitor [21], sodium-calcium exchanger inhibitor [22], glutamate receptor subtype 5 [23], janus kinases (JAKS) inhibitor [24], acetylcholine receptor [25], a2a adenosine receptor antagonists [26], TRPV1 antagonists [27], as androgen receptor antagonists [28]. On the other hand, some nicotinonitrile derivatives are used as electrical materials [29] and optical materials [30].…”