Novel quinolines carrying pyridine, thienopyridine, isoquinoline, thiazolidine, thiazole and thiophene moieties as potential anticancer agents

Abstract

Novel quinolines carrying pyridine, thienopyridine, isoquinoline, thiazolidine, thiazole and thiophene moieties as potential anticancer agentsAs a part of ongoing studies in developing new anticancer agents, novel 1,2-dihydropyridine 4, thienopyridine 5, isoquinolines 6-20, acrylamide 21, thiazolidine 22, thiazoles 23-29 and thiophenes 33-35 bearing a biologically active quinoline nucleus were synthesized. The structure of newly synthesized compounds was confirmed on the basis of elemental analyses and spectral data. All the newly synthesiz ed compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. ). LQ quinolin-3-yl)-1,2-dihydroisoquinoline-7-carbonitrile (12), 2-thioxo-2,3-dihydrothiazole-5-carboxamide (28) and quinolin-3-yl)-1,2-dihydroisoquinoline-7-carbonitrile (15) show activity comparable to doxorubicin, while (quinolin-3-yl)-1,2-dihydroisoquinoline-7-carbonitrile (9), 2,3-dihydrothiazole-5-carboxamide (24), thieno [3,4-c] pyridine-4(5H)-one (5), cyclopenta [b]thiophene-3-carboxamide (33) and (quinolin-3-yl)-6-stryl-1,2-dihydroisoquinoline-7-carbonitrile (10) exhibited moderate activity, lower than doxorubicin.

Carboxamide appended quinoline moieties as potential anti-proliferative agents, apoptotic inducers and Pim-1 kinase inhibitors

“…More essential for synthesizing polyhetero-arometic molecules are amides that typically are stable, neutrals and both have the hydrogen-bonds receiver/donator properties. It has now been documented to be effective for cancer therapy [27] and for reduction of undesirable side effects [17] by developing a single molecule with more than one pharmacopher with different action modes.…”

A Green Synthetic Approach Towards One Pot Multi Component Synthesis of Hexahydroquinoline and 9‐Arylhexahydroacridine‐1,8‐dione Derivatives Catalyzed by Sulphonated Rice Husk

“…Supporting information data are provided in electronic supporting information include experimental details, 1 H NMR, 13 C NMR spectra of all the synthesized compounds (5a-5p), (4a-4h) and EDX & ICP-AES data of the prepared catalyst.…”

“…[12] Quinoline posseses considerable interest due to their biological activity including antibacterial, antifungal, antioxidant, anticancer, anticonvulsant, and antiviral activity. [12][13][14][15][16] Substituted quinolines and tetrahydroquinolines (THQ) are a class of heterocycles that serve as chemotherapeutic agents also. [17][18][19] Many heterocyclic, [25] compounds containing the quinoline nucleus display anti-inflammatory activity and they serve as antagonist inhibitors.…”

“…Substituted quinolines exhibit diverse biological activities and they are found to be major building blocks in various natural products [12] . Quinoline posseses considerable interest due to their biological activity including antibacterial, antifungal, antioxidant, anticancer, anticonvulsant, and antiviral activity [12–16] . Substituted quinolines and tetrahydroquinolines (THQ) are a class of heterocycles that serve as chemotherapeutic agents also [17–19] .…”

Synthesis, characterization, and anticancer activity of some azole‐heterocyclic complexes with gold(III), palladium(II), nickel(II), and copper(II) metal ions

“…Therefore, the discovery and development of new effective and selective anticancer drugs are of high importance in modern cancer research. Nitrogen‐based heterocycles such as triazoles and tetrazoles are five membered ring heterocyclic compounds and they have earned great interest in medicinal chemistry as anticancer agents . 1,2,4‐triazole, for example, has been found to inhibit the growth of various cancers including lung, colon, renal, ovarian, leukemia prostate, and breast .…”