58015-08-0Relevant academic research and scientific papers
Systematic research of H2dedpa derivatives as potent inhibitors of New Delhi Metallo-β-lactamase-1
Bai, Meng-Meng,Cui, De-Yun,Han, Jiang-Xue,Kong, Hong-Tao,Liu, Yi-Shuang,Shen, Bo-Yuan,Wang, Cong-Cong,Xiao, Chun-Ling,Yan, Da-Chao,Yang, Yi,Zhang, En
, (2020/06/01)
New Delhi Metallo-β-lactamase-1 (NDM-1), a Zn (II)-dependent enzyme, can catalyze the hydrolysis of almost all β-lactam antibiotics including carbapenems, resulting in bacterial antibiotic resistance, which threatens public health globally. Based on our finding that H2dedpa is as an efficient NDM-1 inhibitor, a series of H2dedpa derivatives was systematically prepared. These compounds exhibited significant activity against NDM-1, with IC50 values 0.06–0.94 μM. In vitro, compounds 6k and 6n could restore the activity of meropenem against Klebsiella pneumoniae, Escherichia coli and Proteus mirabilis possessing either NDM or IMP. In particular, the activity of meropenem against E. coli producing NDM-4 could be improved up to 5333 times when these two compounds were used. Time–kill cell-based assays showed that 99.9% of P. mirabilis were killed when treated with meropenem in combination with compound 6k or 6n. Furthermore, compounds 6k and 6n were nonhemolytic (HC50 > 1280 μg/mL) and showed low toxicity toward mammalian (HeLa) cells. Mechanistic studies indicated that compounds 6k and 6n inhibit NDM-1 by chelating the Zn2+ ion of the enzyme.
Synthesis and biological evaluation of novel cYY analogues targeting Mycobacterium tuberculosis CYP121A1
Kishk, Safaa M.,McLean, Kirsty J.,Sood, Sakshi,Helal, Mohamed A.,Gomaa, Mohamed S.,Salama, Ismail,Mostafa, Samia M.,de Carvalho, Luiz Pedro S.,Munro, Andrew W.,Simons, Claire
, p. 1546 - 1561 (2019/03/05)
The rise in multidrug resistant (MDR) cases of tuberculosis (TB) has led to the need for the development of TB drugs with different mechanisms of action. The genome sequence of Mycobacterium tuberculosis (Mtb) revealed twenty different genes coding for cy
Synthesis, antimicrobial activity and structure-activity relationship study of N,N-dibenzyl-cyclohexane-1,2-diamine derivatives
Sharma, Mukul,Joshi, Penny,Kumar, Nitin,Joshi, Seema,Rohilla, Rajesh K.,Roy, Nilanjan,Rawat, Diwan S.
experimental part, p. 480 - 487 (2011/03/19)
We report herein synthesis and antimicrobial activity of a series of N,N-dibenzyl-cyclohexane-1,2-diamine derivatives. In order to study the structure-activity relationship of substituted dibenzyl-cyclohexane-1,2-diamine derivatives, 44 structurally diverse compounds were synthesized and tested against Gram-positive and Gram-negative bacterial strains. Among them, compounds 17-20, 26, 37, 38 were found to be more active than tetracycline with MIC value ranging 0.0005-0.032 μg/mL and no hemolysis upto 1024 μg/mL in mammalian erythrocytes was observed. Some of the compounds have also shown very promising antifungal activity against Candida albicans, Candida glabrata and Geotrichum candidium.
A convenient "one-pot" reaction for selective monoalkylation of N,N′-disubstituted ethylenediamines
Salerno, Alejandra,Figueroa, Maria Amalia,Perillo, Isabel A.
, p. 3193 - 3204 (2007/10/03)
A study on the scope of the method to obtain N,N,N′-trisubstituted ethylenediamines III by monoalkylation of N,N′-disubstituted ethylenediamines I through a "one-pot" reaction is presented. It involves condensation of compounds I with aldehydes followed by reduction of the formed imidazolidines II without previous isolation.
Tetrahydroimidazoles - A promising group of expected NSAIDS - Their synthesis and anti-inflammatory activity
Khan,Chawla, Gita
, p. 653 - 663 (2007/10/03)
Several new 1, 2, 3-trisubstituted tetrahydroimidazoles (11-28) have been synthesised and their structures elucidated on the basis of spectral data. These compounds show promising anti-inflammatory activity by carrageenin induced paw edema test in rats and few of them showed an activity better than indomethacin.
Synthesis of novel tetrahydroimidazole derivatives and studies for their biological properties
Sharma, Vibha,Khan
, p. 651 - 658 (2007/10/03)
Ethylenediamine was reacted with suitable aromatic aldehydes in order to prepare their respective diSchiff bases. These compounds were then reduced to give the corresponding tetrahydrodiSchiff bases, which were low melting in nature. Finally, these derivatives were condensed with different aromatic aldehydes to give the desired tetrahydroimidazoles. The structures of all these compounds were established on the basis of spectral data. These novel tetrahydroimidazoles showed promising anti-inflammatory and analgesic activity. The compounds were also screened for their anti-bacterial property against Staphylococcus aureus and Escherichia coli.
Reduction of Imines Using NADH Models
Singh, Serjinder,Sharma, Vijay K.,Gill, Sarbjeet,Sahota, Ravjit Inder K.
, p. 437 - 440 (2007/10/02)
Reduction of substituted N-arylideneanilines (3) and NN'-bisarylidene-ethylenediamines (10) in glacial acetic acid takes place smoothly with 3,5-bis(eyhoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine (Hantzsch ester) (2) at room temperature in the dark.One-pot reductive amination of aromatic aldehydes in glacial acetic acid using (2) was equally efficient.Enamines (6)-(8) underwent reduction on protonation with trifluoroacetic acid in dichloromethane, but not in acetic acid.These reductions are analogous to NADH-mediated biochemical reductive aminations of carbonyl compounds.Imines (3) are also reduced to the corresponding amines (4) when irradiated with Pyrex-filtered light in the presence of (2) in benzene under nitrogen.This photoreduction also proceeds in the solid state and a two-phase system was successfully tested for recycling an NADH model for photoreduction of (3) using sunlight.
