2011
DOI: 10.1016/j.bmc.2011.01.051
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Synthesis, structure, molecular docking, and structure–activity relationship analysis of enamines: 3-Aryl-4-alkylaminofuran-2(5H)-ones as potential antibacterials

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Cited by 36 publications
(17 citation statements)
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“…Fore xample,s omed erivatives of gbutyrolactone (5-alkoxy-4-aminofuran-2(5H)-one) showing good antibacterial activity against multiresistant Staphylococcus aureus were reported [2].4-Alkylamino or 4-arylamino derivatives of 3-arylfuran-2(5H)-one are potent inhibitors against tyrosyl-tRNA synthetase (TyrRS) [1,3], one of the aminoacyltRNA synthetases(aaRSs). In the title compound, the bond C7-C10 (1.375(4) Å) was assigned as ad ouble bond [4,5], and the title compound was thereforeidentified as afuran-2(5H)-one, notafuran-2(3H)-one.…”
Section: Discussionmentioning
confidence: 99%
See 1 more Smart Citation
“…Fore xample,s omed erivatives of gbutyrolactone (5-alkoxy-4-aminofuran-2(5H)-one) showing good antibacterial activity against multiresistant Staphylococcus aureus were reported [2].4-Alkylamino or 4-arylamino derivatives of 3-arylfuran-2(5H)-one are potent inhibitors against tyrosyl-tRNA synthetase (TyrRS) [1,3], one of the aminoacyltRNA synthetases(aaRSs). In the title compound, the bond C7-C10 (1.375(4) Å) was assigned as ad ouble bond [4,5], and the title compound was thereforeidentified as afuran-2(5H)-one, notafuran-2(3H)-one.…”
Section: Discussionmentioning
confidence: 99%
“…
Source of material3-(4-Bromophenyl)-4-hydroxyfuran-2(5H)-one (127 mg, 0.5 mmol) was prepared according to [1],and was added into a mixture of 4-chloroaniline (76 mg, 0.6 mmol) and p-toluene sulphonic acid (3.4 mg,0.02 mmol). The resulting mixture was heated to 363 Kfor 10 min.
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mentioning
confidence: 99%
“…Recently, we have demonstrated 3-aryl-4-alkylaminofuran-2(5H)-one and 3-aryl-4-arylaminofuran-2(5H)-one as antibacterial agents, some of whichare potent tyrosylt-RNA synthase inhibitors [1,2]. Thedistance d(C7-C10) =1.349(4) Åwas assigned as adouble bond, and the title compound was therefore identified as afuran-2(5H)-one.…”
Section: Discussionmentioning
confidence: 99%
“…Subsequently, Bailly et al [7] reported 4,5-diaryl-3-hydroxyfuran-2(5H)-ones (Scheme 1) being good inhibitors against HIV-1 integrase. Recently, we determined that 3-arylfuran-2(5H)-ones (Scheme 1) as potent inhibitors against tyrosyl-tRNA synthetase (TyrRS) [8,9], which is an aminoacyl-tRNA synthetases (aaRSs). AaRSs are essential enzymes involved in protein biosynthesis in all living organisms.…”
Section: Introductionmentioning
confidence: 99%
“…As a part of our ongoing studies on furan-2(5H)-ones, we designed and synthesized a series of 3-(3,4-dimethoxyphenyl)-furan-2(5H)-ones for screening antibacterial activity. For confirmation of the structure the obtained compounds (1)(2)(3)(4)(5)(6)(7)(8)(9), the single crystal structure of 3-(3,4-dimethoxyphenyl)-4-(2-(4-methylpiperazin-1-yl)ethoxy) furan-2(5H)-one (5) was selected to determine.…”
Section: Introductionmentioning
confidence: 99%