scholarly journals Synthesis and Antimicrobial Activity of Amino Acids Conjugated Diphenylmethylpiperazine Derivatives

2009 ◽  
Vol 6 (s1) ◽  
pp. S473-S479 ◽  
Author(s):  
K. N. Shivakumara ◽  
K. C. Prakasha ◽  
D. Channe Gowda

A series of amino acid conjugated diphenylmethylpiperazine derivatives were synthesized by coupling diphenylmethylpiperazine with different Boc-amino acids using EDCI/HOBt as coupling agent and NMM as base. The synthesized compounds were characterized by1H-NMR and elemental analysis. The Boc-deblocked derivatives were tested for their antimicrobial activity. We are here reporting that Phe and Trp conjugated diphenylmethylpiperazine showed equally good antibacterial activities as that of conventional antimicrobial drugs.

2021 ◽  
Vol 10 ◽  
Author(s):  
Catherine Deborde ◽  
Blandine Madji Hounoum ◽  
Annick Moing ◽  
Mickaël Maucourt ◽  
Daniel Jacob ◽  
...  

Abstract The long-term effect of a plant (P)-based diet was assessed by proton nuclear magnetic resonance (1H-NMR) metabolomics in rainbow trout fed a marine fish meal (FM)–fish oil (FO) diet (M), a P-based diet and a control commercial-like diet (C) starting with the first feeding. Growth performances were not heavily altered by long-term feeding on the P-based diet. An 1H-NMR metabolomic analysis of the feed revealed significantly different soluble chemical compound profiles between the diets. A set of soluble chemical compounds was found to be specific either to the P-based diet or to the M diet. Pterin, a biomarker of plant feedstuffs, was identified both in the P-based diet and in the plasma of fish fed the P-based diet. 1H-NMR metabolomic analysis on fish plasma and liver and muscle tissues at 6 and 48 h post feeding revealed significantly different profiles between the P-based diet and the M diet, while the C diet showed intermediate results. A higher amino acid content was found in the plasma of fish fed the P-based diet compared with the M diet after 48 h, suggesting either a delayed delivery of the amino acids or a lower amino acid utilisation in the P-based diet. This was associated with an accumulation of essential amino acids and the depletion of glutamine in the muscle, together with an accumulation of choline in the liver. Combined with an anticipated absorption of methionine and lysine supplemented in free form, the present results suggest an imbalanced essential amino acid supply for protein metabolism in the muscle and for specific functions of the liver.


Author(s):  
Aseel Alsarahni ◽  
Zuhair Muhi Eldeen ◽  
Elham Al-kaissi ◽  
Ibrahim Al- Adham ◽  
Najah Al-muhtaseb

<p><strong>Objective: </strong>To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents.</p><p><strong>Methods: </strong>A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-O-alkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, <sup>1</sup>H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d<sub>6</sub> as a solvent.<em> </em><em>In vitro </em>antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. <em></em></p><p><strong>Results: </strong>The IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against <em>Pseudomonas aeruginosa </em>(<em>P. aeruginosa</em>), AZ-9 demonstrated the highest antifungal activity against <em>Candida albicans </em>(<em>C. albicans</em>), with MIC of 31.25 µg/ml.</p><p><strong>Conclusion: </strong>These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.</p>


2018 ◽  
Vol 16 (37) ◽  
pp. 8311-8317 ◽  
Author(s):  
Zhongxiang Chen ◽  
Hongjun Fan ◽  
Shiwei Yang ◽  
Guangling Bian ◽  
Ling Song

Two simple 1H NMR tests give the absolute configurations of α-amino acids.


1983 ◽  
Vol 38 (5-6) ◽  
pp. 359-368 ◽  
Author(s):  
Fritz Thümmler ◽  
Wolfhart Rüdiger ◽  
Edmund Cmiel ◽  
Siegfried Schneider

Chromopeptides were prepared by pepsin digestion of C-phycocyanin isolated from the cyano­bacterium Spirulina maxima and of phytochrome isolated from seedlings of Avena sativa L. The chromopeptides were characterized by amino acid analysis. The ZZZ configurated chromophore of the phycocyanin peptide was transformed into its ZZE configurated isomer by the method of Falk et al. (Mh. Chemie 111, 159- 175, 1980) which had previously been applied to biliverdins. The 500 MHz 1HNMR spectrum of the ZZE configurated chromopeptides confirmed that its chromophore has the 15 E configuration. Irradiation yielded the ZZZ configurated isomer for which the 1H NMR spectrum was also recorded. Native phytochrome was irradiated at 660 nm to yield the maximum amount of the Pfr from (about 75% of total phytochrome). By digestion in the dark the previously described Pfr chromopeptide was obtained. The 500 MHz 1H NMR spectrum was compared with that of the ZZE phycocyanin peptide. It confirmed the 15 E con­figuration of the Pfr chromopeptide. Irradiation yielded the 15 Z configurated Pr chromopeptide. Comparison of the high resolution 1HNMR spectra of Pfr and Pr chromopeptides revealed that not only the chromophore resonances but also those of some amino acids are changed by the Pfr → Pr chromopeptide phototransformation. The results are discussed in terms of chromophore amino acid interaction.


2008 ◽  
Vol 5 (1) ◽  
pp. 155-162 ◽  
Author(s):  
K. Siddappa ◽  
Tukaram Reddy ◽  
M. Mallikarjun ◽  
C. V. Reddy

A new complexes of the type ML2 and M′L [where M=Cu(II), Co(II), and Ni(II) and M′= Zn(II), Cd(II) and Hg(II)]. L = 3-[(2-hydroxy-quinolin-3-ylmethylene)-amino]-2-phenyl-3H-quinazolin-4-one, (HQMAPQ) Schiff base have been synthesized and characterized by elemental analysis, magnetic susceptibility, molar conductance, IR,1H NMR, UV-Visible and ESR data. The studies indicate the HQMAPQ acts as doubly monodentate bridge for metal(II) ions and form mononuclear complexes. The complexes Ni(II), Co(II) and Cu(II) complexes are found to be octahedral, where as Zn(II), Cd(II) and Hg(II) complexes are four coordinated with tetrahedral geometry. The synthesized ligand and its metal(II) complexes were screened for their antimicrobial activity.


2006 ◽  
Vol 2 (2) ◽  
pp. 91-97
Author(s):  
Mohamad Alajelee

2-(N-glycyl ,Alanyl , leucinyl , isoleacinyl , methionyl , phenyl alanyl,  vilinyl methyl ester) , 2-Amino and 4- Amino pyrideyl -1,3- Benzoxazine -4- one were synthesized from the reaction of the corresponding amino acids ester , Amino pyridines with methyl cyano salicylate using improved method. The resulted benzoxazine derivative were tested for their Antiplatelet inhibitory activity , their IR , NMR (1H , 13C) were also studied and checked by elemental analysis.


Author(s):  
J.V. Guna ◽  
V.N. Bhadani ◽  
H.D. Purohit ◽  
Dipak M. Purohit

2- Methoxy – 6 - {4' - [(4'''- Chlorophenyl) (phenyl) methyl amino] phenyl} - 4 - aryl nicotinonitrile (3a-3l) and 2-Amino-6-{4'-[(4'''-Chlorophenyl)(phenyl)methyl amino]phenyl}-4-aryl nicotinonitrile (4a-4l) have been synthesized. The products have been assayed for their antimicrobial activity against Gram +ve, Gram -ve bacteria and fungi. The structure of the products has been elucidated by IR, 1H-NMR, mass spectral data, elemental analysis and thin layer chromatography.


2015 ◽  
Vol 1101 ◽  
pp. 276-279
Author(s):  
Kun Sri Budiasih ◽  
Chairil Anwar ◽  
Sri Juari Santosa ◽  
Hilda Ismail

Some concepts of green chemistry were applied on the Synthesis of Chromium(III) and Mo(V) complexes with amino acids. Three concepts were used in this research were changing to safer solvent, using less energy and appliying a shorter process. The optimum pH of the complex formation of Chromium (III) is 4, whereas for Mo(V) complex, the most stable condition is at pH=1. The products were characterized by physical properties, Infrared and Uv-Vis spectrophotometer, Atomic Absorbtion Spectrophotometer, Elemental Analysis, and VSM (Vibrational Sample Magnetometer). The molecular formula of the complexes were predicted by simulation from the composition and the magnetic properties.


1998 ◽  
Vol 64 (7) ◽  
pp. 2335-2340 ◽  
Author(s):  
Ping Chen ◽  
Jan Novak ◽  
Marion Kirk ◽  
Stephen Barnes ◽  
FengXia Qi ◽  
...  

ABSTRACT Mutacin II, elaborated by group II Streptococcus mutans, is a ribosomally synthesized and posttranslationally modified polypeptide antibiotic containing unusual thioether and didehydro amino acids. To ascertain the role of specific amino acid residues in mutacin II antimicrobial activity, we developed a streptococcal expression system that facilitates the replacement of themutA gene with a single copy of a mutated variant gene. As a result, variants of mutacin II can be designed and expressed. The system was tested by constructing the following mutant peptides: ΔN1, V7A, P9A, T10A, T10S, C15A, C26A, and C27A. All of these mutacin II variants except ΔN1 and T10A, which were not secreted, were isolated, and their identities were verified by mass spectrometry. Variants P9A, C15A, C26A, and C27A failed to exert antimicrobial activity. Because the P9A and T10A variants comprise the “hinge” region of mutacin II, these observations suggest that in addition to the thioether and didehydro amino acids, the hinge region is essential for biological activity and biosynthesis or export of the peptide. Tandem mass spectrometry of the N-terminal part of the wild-type molecule and its C15A variant confirmed that the threonine at position 10 is dehydrated and present as a didehydrobutyrine residue. This analysis of the active T10S variant further suggested that a didehydro amino acid at this position is specific for antimicrobial activity and that the biosynthetic machinery does not discriminate between threonine and serine. In contrast, the lack of production of mutacin variants with alanine substituted for threonine at position 10, as well as the deletion of asparagine at the N terminus (ΔN1), indicates that specific residues in the propeptide may be crucial for certain steps in the biosynthetic pathway of this lantibiotic.


INDIAN DRUGS ◽  
2013 ◽  
Vol 50 (04) ◽  
pp. 39-45
Author(s):  
S.R Pattan ◽  
◽  
P.N, Kasar ◽  
B.D Randale ◽  
P.M, Shinde ◽  
...  

A series of 1, 3, 4-Oxadiazole derivatives have been synthesized and evaluated for antimicrobial and antidiabetic activities. The newly synthesized compounds have been characterized by IR, 1 H NMR and elemental analysis. All compounds have shown promising antimicrobial and antidiabetic activities when compared with standard drug ciprofloxacin and acarbose respectively. Compounds A2 ,B2 ,C1 ,D1 ,D2 ,E1 and E2 have shown promising antimicrobial activity while compounds A1 ,A2 ,B1 ,C1 ,D1 ,E1 and E2 have shown promising antidiabetic activity.


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