Synthesis and antibacterial screening of N-[coumarin-6-yl] spiro-indoloazetidin-2-ones/thiazolidin-4-ones 


Vol. 52,  No. 6, pp. 649-656, Dec.  2008
10.5012/jkcs.2008.52.6.649


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  Abstract

N-[Coumarin-6/-yl]carbamic acid hydrazide 2a-c와 이사틴을 축합하여 indole-2-oxo-3-(2/-oxo-2/H-benzopyran- 6/-yl-semicarbazone 3a-c.를 얻었다. 무수 ZnC2의 촉매하에서 무수 1,4-dioxane용매하에서 Thiaglycollic acid처 리를 한 화합물 3a-c는 3-(2/-oxo-2/H-benzopyran-6/-yl)-spiro-3H-[indole-(1H,2H)-3,2-(4H)-thiazolidin-1-yl]-2,4-dioxourea 4a-c를 제공했고, 화합물 3a-c는 3-(2/-oxo-2/H-benzopyran-6/-yl)-spiro-3H-[indole-(1H,2H)-3-chloro-2,4-dioxoazetidin- 1-yl]-urea를 얻기 위해 chloroacetyl chloride를 처리했다. 새로이 합성된 모든 화합물은 스펙트럼과 분석자료를 기초로 확인되었다. 합성된 화합물 3a-c, 4a-c와 5a-c은 gram-양성과 gram-음성 박테리아에 대해 항균 활성도를 검사 했고, 상당한 항균 활성도를 보였다. N-[Coumarin-6/-yl]carbamic acid hydrazide 2a-c on condensation with isatin yields indole-2-oxo-3-(2/ -oxo-2/H-benzopyran-6/-yl-semicarbazone 3a-c. Compound 3a-c on treatment with thiaglycollic acid in dry 1,4-dioxane in presence of catalytic amount of anhydrous ZnC2 affords 3-(2/-oxo-2/H-benzopyran-6/-yl)-spiro-3H-[indole-(1H,2H)- 3,2-(4H)-thiazolidin-1-yl]-2,4-dioxo-urea 4a-c, compound 3a-c were also treated with chloroacetyl chloride to afford 3- (2/-oxo-2/H-benzopyran-6/-yl)-spiro-3H-[indole-(1H,2H)-3-chloro-2,4-dioxo-azetidin-1-yl]-urea. 5a-c. All the newly synthesized compounds have been confirmed on the basis of their spectral and analytical data. The synthesized compounds 3a-c, 4a-c and 5a-c were screened for the antibacterial activities against Gram positive and Gram negative bacteria and have been found to exhibit significant antibacterial activities.

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  Cite this article

[IEEE Style]

V. V. Mulwad and A. A. Mir, "Synthesis and antibacterial screening of N-[coumarin-6-yl] spiro-indoloazetidin-2-ones/thiazolidin-4-ones," Journal of the Korean Chemical Society, vol. 52, no. 6, pp. 649-656, 2008. DOI: 10.5012/jkcs.2008.52.6.649.

[ACM Style]

V V Mulwad and Abid Ali Mir. 2008. Synthesis and antibacterial screening of N-[coumarin-6-yl] spiro-indoloazetidin-2-ones/thiazolidin-4-ones. Journal of the Korean Chemical Society, 52, 6, (2008), 649-656. DOI: 10.5012/jkcs.2008.52.6.649.

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