One pot synthesis of oxygenated tri-heterocycles as anti-microbial agents

Khan, Imthyaz Ahmed; Kulkarni, Manohar V.; Sun, Chung‐Ming

doi:10.1016/j.ejmech.2005.05.007

Cited by 38 publications

(11 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It is also expected that the polar nature of the azide would play an important role in penetrating the cell wall thus enhancing the bacterial potency of the compounds. In continuation of our interest in designing oxygen heterocycle based anti-bacterials [27], we have synthesized new sulfonamides with an azido group at the allylic position in the coumarin ring and the results of anti-bacterial and anti-fungal activity have been discussed in this paper.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial studies on novel sulfonamides containing 4-azidomethyl coumarin

Basanagouda

Shivashankar

Kulkarni

et al. 2010

European Journal of Medicinal Chemistry

Self Cite

153

View full text Add to dashboard Cite

a b s t r a c tA series of new and novel coumarin-6-sulfonamides with a free C4-azidomethyl group have been synthesized as antimicrobials in three steps starting from 7-methyl-4-bromomethylcoumarin 1. The reaction of 1 with chlorosulfonic acid was found to yield the corresponding 6-sulfonylchloride 2, which when treated with sodium azide led to intermediate 3. The title sulfonamides 5a-y were obtained from the reaction of 3 with various aromatic amines 4 in refluxing benzene. The chemical structures of the compounds were elucidated by IR, NMR and LC-MS spectral data. All the synthesized compounds have been screened for their in vitro anti-bacterial and anti-fungal activities. Some of the compounds have been found to be active against both bacterial species at a concentration of 1 mg/mL.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial studies on novel sulfonamides containing 4-azidomethyl coumarin

Basanagouda

Shivashankar

Kulkarni

et al. 2010

European Journal of Medicinal Chemistry

Self Cite

153

View full text Add to dashboard Cite

show abstract

“…The solute, 4-(5-methyl-3-phenyl-benzofuran-2-yl)-6-chloro-2H-chromen-2-one (MPBClC) was synthesized by one of the authors [24]. The structures of the MPBClC are presented in Fig.…”

Section: Methodsmentioning

confidence: 99%

Effect of temperature on the fluorescence emission of 2H-chromen-2-one derivative in non-polar and polar solvents

Evale

Hanagodimath

Kulkarni

2010

Journal of Luminescence

Self Cite

View full text Add to dashboard Cite

“…We have been exploring the reactivity of coumarins to construct biologically active oxygenated bi-heterocycles, 17 unsymmetrical triheterocycles 18 and pentacyclic heterocycles 19 as well. An attempted reaction of 4-bromomethylcoumarins 1 with hydrazine hydrate in refluxing ethanol resulted in a product which did not correspond to the allylic substitution by aromatic amines.…”

Section: Introductionmentioning

confidence: 99%