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An efficient one-pot synthesis of novel pyrazolo[3,4- b][1,8]naphthyridine and pyrazolo[3,4- d]pyrimido[1,2- a]pyrimidine derivatives has been investigated from the reaction of 2-amino (pyrimidine or pyridine), aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazolin-5-one. All synthesized compounds were evaluated for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema assay. Compounds 4a, 4e, 4g, 5a, 5b (80%) and 5c (86%) showed good to excellent results when compared with the anti-inflammatory active standard drug diclofenac Na (93%). On the basis of the structure-activity relationship, the anti-inflammatory activity of pyrazolo[3,4- d]pyrimido[1,2- a]pyrimidine derivatives has been found to be much better than pyrazolo[3,4- b][1,8]naphthyridine derivatives. [ABSTRACT FROM AUTHOR]

The present study describes the synthesis and in vitro anticancer activity of novel piritrexim analogs against human breast cancer cell line MCF-7 and a normal Vero monkey cell line. The scheme involves the formation of 3-(4-nitrophenyl)-4-phenyl-1,8-naphthyridin-2-amine accomplished by the condensation reaction of 4-nitrophenyl acetonitrile, aromatic aldehyde, and 2-aminopyridine using acetic acid as a catalyst. The selected synthesized compounds have been screened against a human breast cancer cell line MCF-7 and a normal Vero monkey cell line, out of which the compounds 4b, 4e, 4f exhibited higher potency (GI [<10 µg/mL)], and compounds 4a, 4c show moderate to good activity (GI 41.4 and 12.4 µg/mL ) towards human breast cancer cell line MCF-7. Docking study on dihydrofolate reductase enzyme receptor (DHFR) and epidermal growth factor receptor reveals that compounds 4a, 4b, 4c, and 4e show moderate to good binding along with acceptable glide scores. Graphical Abstract: [ABSTRACT FROM AUTHOR]

An efficient green protocol has been investigated for the synthesis of pyrimido[4,5-b]quinolines derivatives via one-pot three-component condensation of 4-chloro aniline, aromatic aldehyde and barbituric acid using low transition temperature mixtures as new generation and sustainable solvents. The process was accomplished with the use of greener and recyclable reaction media, simple methodology, easy workup procedures and no chromatographic purification with high yield. This new approach is expected to discover some significance in combinatorial synthesis of biologically active scaffolds. Graphical Abstract: [ABSTRACT FROM AUTHOR]

A series of novel 7-phenyl-7,12-dihydrobenzo( h)pyrido[2,3- b]naphthydrin-6(5 H)-one were synthesized by a one-pot three-component condensation of 2,4-dihydroxyquinoline, 2-amino pyridine and various aromatic aldehydes with sulfamic acid as an enviro-economic catalyst. The salient features of this method consist of high atom economy and yields, short reaction time, non-carcinogenic solvents, and chromatography-free work-up procedure. Fascinatingly, the catalyst can be reused for up to four cycles giving good to excellent yields. By employing this method, a series of 14 pyrido[2,3- b]naphthydrin compounds were synthesized. This procedure is projected as a green avenue in the combinatorial synthesis of biologically active naphthydrin derivatives. Graphical Abstract: [ABSTRACT FROM AUTHOR]

An uncatalyzed efficient synthesis of bioactive pyridine derivatives has been investigated for the first time by a three-component sequential multicomponent reaction tackled with aromatic aldehydes, malononitrile, and 1,3-indandione via Knoevenagel condensation followed by Michael addition. The difference between the domino multicomponent and sequential multicomponent reaction is emphasized by this methodology. The reaction proceeds at ambient temperature without frequently useful N-source like ammonium salt for the construction of N-heterocycles, which makes this protocol a novel synthetic route for the preparation of the indenopyridine skeleton. Graphical Abstract: [Figure not available: see fulltext.] [ABSTRACT FROM AUTHOR]