Synthesis, PM3‐Semiempirical, and Biological Evaluation of Pyrazolo[4,3‐c]quinolinones

Abstract

A series of α,β‐unsaturated ketones containing quinolone moieties 2, 3, 4, 5, 6 were synthesized by condensation of 7‐methoxyquinoline‐2,4(1H,3H)‐dione (1) with different aryl aldehydes. Pyrazole derivatives 8, 9, 10, 11 were also synthesized via refluxing of α,β‐unsaturated ketones 2, 3, 4, 5, 6 with hydrazine derivatives. Newly synthesized compounds were characterized by elemental analyses, spectral data, and screened for their antioxidant and antitumor activities. Geometrical optimizations of the molecular structures for different synthesized compounds were studied.

Recent advances in the chemistry of 2-chloroquinoline-3-carbaldehyde and related analogs

“…The S-enantiomer was found to be more active than the racemic mixture and had pharmacokinetic properties amenable to systemic use. 31 In continuation of the previous researches on the synthesis and reactions of quinolines, [43][44][45][46][47] we described herein the literature survey of different strategies developed so far for the synthesis of 2-chloroquinoline-3-carbaldehyde and their analogs as well as to highlight their reactivity and their use as building blocks in the synthesis of variable heterocyclic systems of potent biological properties.…”

Vibrational spectroscopy, quantum computational and molecular docking studies on 2-chloroquinoline-3-carboxaldehyde

“…Quinoline is widely occurred in natural products and its annulated skeletons is more significant in medicinal chemistry, polymer chemistry [ 1 , 2 , 3 , 4 ], electronics for their admirable mechanical properties [ 5 , 6 , 7 ]. Quinoline and its derivatives have their own impact in the [ 8 , 9 ] antibacterial [ 10 , 11 ], antioxidant, antiprotozoal [ 12 , 13 , 14 ], anti-inflammatory [ 15 ], antituberculosis [ 16 , 17 ], antimalarial, antidepressant, antiproliferative, anti-inflammatory and antimicrobial activities. Quinoline compounds are effective antagonist [ 18 , 19 , 20 , 21 ].…”

Antimicrobial and antiproliferative activities of novel synthesized 6‐(quinolin‐2‐ylthio) pyridine derivatives with molecular docking study as multi‐targeted JAK2/STAT3 inhibitors

“…Over the last decades, quinolines have attracted much attention regarding their considerable biological and chemical activity (Abdel-Wahab et al, 2012;Kouznetsov et al, 2005;Madapa et al, 2008;Marella et al, 2013). Therapeutic potential of quinoline based heterocycles was recognized as a core structure in various pharmaceuticals such as anti-inflammatory, (Chen et al, 2004;Wen et al, 2015) antimicrobial (Baragaٌ a et al, 2016;Desai et al, 2014), antimalarial (Hamama et al, 2016;Kaur et al, 2010), and antioxidant agents (Orhan et al, 2013;Tseng et al, 2011). Recently, several quinoline derivatives are associated with antitumor (Al-Dosari et al, 2013; Salahuddin et al, 2013), antiprotozoal (Eswaran et al, 2010), antituberculosis (Keri & Patil, 2014;Sashidhara et al, 2015), and antiulcer (Segawa et al, 1992) activity.…”