6625-15-6Relevant academic research and scientific papers
Isoprenoid Biosynthesis Inhibitors Targeting Bacterial Cell Growth
Desai, Janish,Wang, Yang,Wang, Ke,Malwal, Satish R.,Oldfield, Eric
, p. 2205 - 2215 (2016/10/22)
We synthesized potential inhibitors of farnesyl diphosphate synthase (FPPS), undecaprenyl diphosphate synthase (UPPS), or undecaprenyl diphosphate phosphatase (UPPP), and tested them in bacterial cell growth and enzyme inhibition assays. The most active compounds were found to be bisphosphonates with electron-withdrawing aryl-alkyl side chains which inhibited the growth of Gram-negative bacteria (Acinetobacter baumannii, Klebsiella pneumoniae, Escherichia coli, and Pseudomonas aeruginosa) at ～1–4 μg mL?1levels. They were found to be potent inhibitors of FPPS; cell growth was partially “rescued” by the addition of farnesol or overexpression of FPPS, and there was synergistic activity with known isoprenoid biosynthesis pathway inhibitors. Lipophilic hydroxyalkyl phosphonic acids inhibited UPPS and UPPP at micromolar levels; they were active (～2–6 μg mL?1) against Gram-positive but not Gram-negative organisms, and again exhibited synergistic activity with cell wall biosynthesis inhibitors, but only indifferent effects with other inhibitors. The results are of interest because they describe novel inhibitors of FPPS, UPPS, and UPPP with cell growth inhibitory activities as low as ～1–2 μg mL?1.
Unusual reactivity of aryl aldehydes with triethyl phosphite and zinc bromide: A facile preparation of epoxides, benzisoxazoles, and α-hydroxy phosphonate esters
Raju, Potharaju,Gobi Rajeshwaran, Ganesan,Nandakumar, Meganathan,Mohanakrishnan, Arasambattu K.
, p. 3513 - 3523 (2015/06/08)
Abstract A facile preparation of trans-epoxides was achieved by a (EtO)3P-ZnBr2-mediated deoxygenation reaction of the corresponding 2-nitrobenzaldehydes. The sterically hindered analogues of 2-nitrobenzaldehyde underwent a reaction
Synthesis, structure, and catalytic activity of novel trinuclear rare-earth metal amido complexes incorporating μ-η5:η1 bonding indolyl and μ3-oxo groups
Yang, Song,Zhu, Xiancui,Zhou, Shuangliu,Wang, Shaowu,Feng, Zhijun,Wei, Yun,Miao, Hui,Guo, Liping,Wang, Fenhua,Zhang, Guangchao,Gu, Xiaoxia,Mu, Xiaolong
supporting information, p. 2521 - 2533 (2014/02/14)
The reactions of different pyrrolyl-functionalized indoles with rare-earth metal(iii) amides [(Me3Si)2N]3RE III(μ-Cl)Li(THF)3 (RE = Yb, Er, Dy, Eu, Y) produced different kinds of rare-earth metal amid
Synthesis of α-oxycarbanilinophosphonates and their anticholinesterase activities: The most potent derivative is bound to the peripheral site of acetylcholinesterase
Kaboudin, Babak,Emadi, Saeed,Faghihi, Mohammad Reza,Fallahi, Maryam,Sheikh-Hasani, Vahid
, p. 576 - 582 (2015/02/19)
A novel method has been developed for the synthesis of α-oxycarbanilino phosphonates through a reaction of α-hydroxyphosphonates with isocyanate under microwave irradiation. The synthesized compounds were evaluated for their acetylcholinesterase (AChE) inhibition potency through IC50determination. Molecular modelling studies suggest that the most potent inhibitor (compound 4h, IC50 = 6.36 μM) is bound to the peripheral site of AChE, which suggests that it decreases the catalytic activity not through binding to the active site but through blocking the entrance of the active site gorge. This puts forward the potential of compound 4h and its derivatives to be used in the design of dual inhibitors: inhibition of the catalytic activity of AChE and of amyloid β aggregation.
Rare-earth metal amido complexes supported by bridged bis(β- diketiminato) ligand as efficient catalysts for hydrophosphonylation of aldehydes and ketones
Miao, Hui,Zhou, Shuang Liu,Wang, Shao Wu,Zhang, Li Jun,Wei, Yun,Yang, Song,Wang, Fen Hua,Chen, Zheng,Chen, Yue,Yuan, Qing Bing
, p. 329 - 336 (2013/07/26)
A series of rare-earth metal amides supported by a cyclohexyl-linked bis(β-diketiminato) ligand were synthesized, and their catalytic activities for hydrophosphonylation of aldehydes and ketones were developed. Reaction of [(Me3Si)2N
Synthesis of α-oxycarbanilinophosphonates and their anticholinesterase activities: the most potent derivative is bound to the peripheral site of acetylcholinesterase
Kaboudin, Babak,Emadi, Saeed,Faghihi, Mohammad Reza,Fallahi, Maryam,Sheikh-Hasani, Vahid
, p. 576 - 582 (2013/05/08)
A novel method has been developed for the synthesis of α- oxycarbanilino phosphonates through a reaction of α-hydroxyphosphonates with isocyanate under microwave irradiation. The synthesized compounds were evaluated for their acetylcholinesterase (AChE) inhibition potency through IC50determination. Molecular modelling studies suggest that the most potent inhibitor (compound 4h, IC50 = 6.36 M) is bound to the peripheral site of AChE, which suggests that it decreases the catalytic activity not through binding to the active site but through blocking the entrance of the active site gorge. This puts forward the potential of compound 4h and its derivatives to be used in the design of dual inhibitors: inhibition of the catalytic activity of AChE and of amyloid β aggregation.
Lanthanide amido complexes incorporating amino-coordinate-lithium bridged bis(indolyl) ligands: Synthesis, characterization, and catalysis for hydrophosphonylation of aldehydes and aldimines
Zhu, Xiancui,Wang, Shaowu,Zhou, Shuangliu,Wei, Yun,Zhang, Lijun,Wang, Fenhua,Feng, Zhijun,Guo, Liping,Mu, Xiaolong
experimental part, p. 7134 - 7143 (2012/08/08)
Two series of new lanthanide amido complexes supported by bis(indolyl) ligands with amino-coordinate-lithium as a bridge were synthesized and characterized. The interactions of [(Me3Si)2N] 3LnIII(μ-Cl)Li(THF)su
Synthesis and characterization of organolanthanide complexes with a calix[4]-pyrrolyl ligand and their catalytic activities toward hydrophosphonylation of aldehydes and unactivated ketones
Zhou, Shuangliu,Wang, Hengyu,Ping, Jian,Wang, Shaowu,Zhang, Lijun,Zhu, Xiancui,Wei, Yun,Wang, Fenhua,Feng, Zhijun,Gu, Xiaoxia,Yang, Song,Miao, Hui
experimental part, p. 1696 - 1702 (2012/04/23)
The alkali metal salt free dinuclear trivalent lanthanide amido complexes (η5:η1:η5:η1-Et 8-calix[4]-pyrrolyl){LnN(SiMe3)2}2 (Ln = Nd (2), Sm (3), Gd (4)) were prepare
Highly efficient hydrophosphonylation of aldehydes and unactivated ketones catalyzed by methylene-linked pyrrolyl rare earth metal amido complexes
Zhou, Shuangliu,Wu, Zhangshuan,Rong, Jiewei,Wang, Shaowu,Yang, Gaosheng,Zhu, Xiancui,Zhang, Lijun
supporting information; experimental part, p. 2653 - 2659 (2012/04/04)
A series of rare earth metal amido complexes bearing methylene-linked pyrrolyl-amido ligands were prepared through silylamine elimination reactions and displayed high catalytic activities in hydrophosphonylations of aldehydes and unactivated ketones under
Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: A facile preparation of arylmethyl/heteroarylmethyl phosphonates
Rajeshwaran, Ganesan Gobi,Nandakumar, Meganathan,Sureshbabu, Radhakrishnan,Mohanakrishnan, Arasambattu K
supporting information; experimental part, p. 1270 - 1273 (2011/04/23)
A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature. Interaction of arylmethyl halides/alcohols with triethyl phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields.
