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Synthesis and evaluation of diphenol aldimines as inhibitors of <i>Escherichia coli</i>ATPase and cell growth

Advances in Biological Chemistry 2012年第2期2卷 160-166页

作者： Zulfiqar Ahmad Prasanna K. Dadi Jesse Elord Ismail O. Kady Department of Biological and Environmental Sciences Alabama A&M University Normal USA Department of Chemistry East Tennessee State University Johnson City USA

A series of structurally related diphenol aldimines (DPAs) were synthesized. These aldimines involve different substitution patterns of their phenolic groups, for the purpose of optimizing their ability to inhibit ATP synthase. The inhibitory effects of these DPA compounds were evaluated using purified F1 and membrane-bound F1F0 E. coli ATP synthase. Structure-activity relationship studies of these di-phenol compounds showed that maximum inhibition was achieved when both phenolic groups are either in the meta-positions (DPA-7, IC50 = 2.0 μM), or in the ortho-positions (DPA-9, IC50 = 5.0 μM). The lowest ATP synthase inhibition was found to be when the phenolic groups are both in the para-positions (DPA-2, IC50 = 100.0 μM). Results also show that the inhibitory effects of these compounds on ATPase are completely reversible. Identical inhibition patterns of both the purified F1 and the membrane bound F1F0 enzyme were observed. Study of E. coli cell growth showed that these diphenol aldimines effectively inhibit both ATP synthesis and cell growth.

关键词： aldimine ATPase ATP Synthase Diphenol Polyphenol Enzyme Inhibition E. coli

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In(OTf)_3 catalyzed allylation reaction of imines with tetraallyltin

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Chinese Chemical Letters 2009年第1期20卷 40-43页

作者： Xiao Ning Wei Ling Yan Liu Bing Wang Wei Xing Chang Jing Li The State Key Laboratory Elemento-Organic Chemistry Institute of Elemento-Organic Chemistry Nankai University Tanjin 300071 China

In the presence of catalytic amount of In（OTf）3 （10 mol%）, a series of aldimines reacted with tetraallyltin in a 2：1 molar ratio to afford the corresponding homoallylic amines in good yields. The good atom efficiency was achieved under mild reaction conditions and a new protocol （allyl）4Sn/In（OTf）3 for simple imines was developed.

关键词： Catalytic allylation aldimine Tetraallyltin In(OTf)3

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Microwave Assisted and Al2O3/K2CO3 Catalyzed Synthesis of Azetidin-2-One Derivatives Containing Aryl Sulfonate Moiety with Anti-Inflammatory and Anti-Microbial Activity

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Open Journal of Medicinal Chemistry 2012年第3期2卷 98-104页

作者： Babasaheb V. Kendre Mahadev G. Landge Sudhakar R. Bhusare Department of Chemistry Faculty of Science Vaidyanath College Parli-Vaijnath India Division of Organic Chemistry Faculty of Science Dnyanopasak College Parbhani India

We report the novel synthesis of azetidin-2-one derivatives containing aryl sulfonate moiety from the reaction of 2-hydroxy benzaldehyde with p-toluene sulfonyl chloride afforded firstly 2-formylphenyl 4-methylbenzene sulfonate (2). The compound (2) on reaction with p-aminobenzoic acid or 2-aminopyridine gave the corresponding aldimines (3). Furthermore, the aldimines are on reaction with chloroacetyl chloride gives corresponding azetidin-2-ones in good to moderate yield. Among the eight synthesized azetidin-2-ones, five selected compounds have been screened for the an-ti-inflammatory activity, few of them showed good anti-inflammatory activity compared with standard drugs. Anti- microbial activity of all synthesized compounds has been tested and most of the compounds showed good anti-bacterial and anti-fungal activities.

关键词： aldimine Azetidin-2-One Anti-Inflammatory p-Amino Benzoic Acid 2-Amino Pyridine p-Toluene Sulfonyl Chloride

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