Synthesis and antimicrobial activity of [6′-methyl-4′-methoxy-2-oxo-2H-[1]-benzopyran)-2″,4″-dihydro-[1″, 2″, 4″]-triazol-3″-one and 3″-phenyl-thiazolidin-4″-one-phenoxymethyl derivatives of dipyranoquinoline

Abstract

1) have been synthesized and evaluated for their antibacterial activity against Gram-positive bacteria (S. aureus) and Gram-negative bacteria (S. typhi and E. coli). Pyranoquinolines with triazole and thiazolidine moieties exhibited promising antibacterial activity. The structures of all synthesised compounds were confirmed on the basis of analytical and spectral data.

Indole Derivatives as Potential Anticancer Agents: A Review

“…Heterocyclic compounds have paid enormously to the society in the form of large number of drugs for the treatment of various ailments and have occupied a prominent place in medicinal chemistry due to their varied biological activities [1][2][3][4][5]. Owing to their specific chemical reactivity, they constitute 80% of the drugs which are in therapeutic use.…”

“…Yong et al[113] synthesized 3′-spirocyclic-oxindole compounds, based on the Spiro[indole-3,5′-isoxazolidin]-2(1H)-one, the 2′H-spiro [indole-3,6′-[1,3]oxazinane] -2,2′(1H)-dione and the 2′H-spiro[indoline-3,3′-pyrrolo[1,2c][1,3′]oxazine]-1′,2(1H)-dione heterocyclic compounds (32-34). These compounds were prepared from methyl α-(2-nitrophenyl)acrylate via[1,3]dipolar cycloaddition reactions with two acyclic nitrones and one cyclic nitrone followed by reduction of the cycloadducts and then treatment with triphosgene.…”

“…Yong et al[113] synthesized 3′-spirocyclic-oxindole compounds, based on the Spiro[indole-3,5′-isoxazolidin]-2(1H)-one, the 2′H-spiro [indole-3,6′-[1,3]oxazinane] -2,2′(1H)-dione and the 2′H-spiro[indoline-3,3′-pyrrolo[1,2c][1,3′]oxazine]-1′,2(1H)-dione heterocyclic compounds (32-34). These compounds were prepared from methyl α-(2-nitrophenyl)acrylate via[1,3]dipolar cycloaddition reactions with two acyclic nitrones and one cyclic nitrone followed by reduction of the cycloadducts and then treatment with triphosgene. Two of these compounds showed significant cytostatic activity on three cancer cell lines with GI50 values of 2.6-4.1 μM on the human breast cancer cell line, MCF-7.Barakat et al[114] investigated one-pot three-component reaction via a[3 + 2] cycloaddition/ring contraction sequence of a dipolarophile (activated alkene) with in situ-generated azomethine ylide (1,3-dipoles) without the use of any catalyst leading to the formation of biologically important spirooxindoles in high yield (69-94%) with high diastereoselectivity.…”

Palladium-catalyzed synthesis of novel tetra- and penta-cyclic biologically active benzopyran- and pyridopyran-containing heterocyclic systems

“…[1][2][3] The synthesis and reactions of pyrans and benzopyrans have been well reviewed. [4][5][6][7][8][9] Recently the uses and properties of important natural and synthetic 2H-pyran-2-ones in organic synthesis were documented.…”