Synthesis and evaluation of antioxidant activity of new quinoline-2-carbaldehyde hydrazone derivatives: bioisosteric melatonin analogues

Abstract

Overproduction of reactive oxygen species results in oxidative stress that can cause fatal damage to vital cell structures. It is known that the use of antioxidants could be beneficial in the prevention or delay of numerous diseases associated with oxidative stress. Melatonin (MLT) is known as a powerful free-radical scavenger and antioxidant. It was found that indole ring of MLT can be employed by bioisosteric replacement by other aromatic rings. Quinoline derivatives constitute an important class of compounds for new drug development. Owing to quinoline and hydrazones appealing physiological properties and are mostly found in numerous biologically active compounds a series of quinoline-2-carbaldehyde hydrazone derivatives were synthesized as bioisosteric analogues of MLT, characterized and in vitro antioxidant activity was investigated by evaluating their reducing effect against oxidation of a redox-sensitive fluorescent probe. Cytotoxicity potential of all compounds was investigated both by lactate dehydrogenase leakage assay and by MTT assay.

Synthesis and Insecticidal Activity of New Quinoline Derivatives Containing Perfluoropropanyl Moiety

“…For instance, the famous anti‐malaria drug quinine is exacted from the congeneric plants firstly. Neither natural quinoline derivatives nor synthetic quinoline derivatives always displayed diversity activities, such as antioxidant activity , antitubercular agents , trypanocidal activities , anticancer , antibacterial activity , aromatase inhibitors , and multi‐trypanosomatid activity . So the synthesis of novel quinoline derivatives has been attracted by many organic chemists.…”

Synthesis and in vivo fungicidal activity of some new quinoline derivatives against rice blast

“…In modern synthetic chemistry, quinoline compounds have been applied in many fields, such as coordination chemistry, organometallic chemistry, asymmetric synthesis, medicinal chemistry, pesticide chemistry, and materials chemistry. Quinoline is one of the most common chemical skeletons of synthesis chemistry and has been used to discover a number of important bioactive compounds, such as anti‐tubercular agents, anti‐cancer drugs, antioxidants, aromatase inhibitors, multi‐trypanosomatids, trypanocidals, antibacterial agents, etc. Therefore, the synthesis of new quinolone derivatives has attracted many organic chemists.…”

Novel quinoline derivatives carrying nitrones/oximes nitric oxide donors: Design, synthesis, antiproliferative and caspase-3 activation activities

“…Additionally, quinolines are considered as an interesting group of compounds, many of which have widespread pharmacologicalactions such as anti-microbial, [1][2][3][4] anti-inflammatory, [5][6][7][8] antitubercular, [9][10][11][12] anti-convulsant, [13] antihypertensive, [14,15] antioxidant, [16][17][18][19] and anticancer [20] activities. Nitrones can release nitric oxide in larger amounts compared to corresponding oximes.…”

“…actions such as anti-microbial, [1][2][3][4] anti-inflammatory, [5][6][7][8] antitubercular, [9][10][11][12] anti-convulsant, [13] antihypertensive, [14,15] antioxidant, [16][17][18][19] and anticancer [20] activities. Several mechanisms can explain the anticancer effect of quinoline derivatives including: topoisomerase inhibition, [21][22][23] DNA intercalation, [24] protein kinases inhibition, [25][26][27] tubulin polymerase inhibition, [28][29][30][31] and induction of apoptosis.…”