Fluorinated s-Triazinyl Piperazines as Antimicrobial Agents

2011 ◽  
Vol 66 (7-8) ◽  
pp. 345-352 ◽  
Author(s):  
Rahul V. Patel ◽  
Premlata Kumari ◽  
Kishor H. Chikhalia
Keyword(s):  
Antimicrobial Agents ◽  
Inhibitory Concentration ◽  
Salmonella Typhi ◽  
The Novel ◽  
Proteus Vulgaris ◽  
Aspergillus Clavatus ◽  
H Nmr ◽  
Chemical Structures ◽  
Triazine Derivatives ◽  
C Nmr

A series of 1,3,5-triazine derivatives that contain 4-amino-2-trifl uoromethyl-benzonitrile, 8-hydroxyquinoline, and different piperazines as substituents at the carbon atoms of the triazine ring have been synthesized by a simple and efficient synthetic protocol. The chemical structures of the compounds were elucidated with the aid of IR, 1H NMR and 13C NMR spectroscopy, and elemental analysis. The antimicrobial activity of the compounds was tested against seven bacteria (Staphylococcus aureus MTCC 96, Bacillus cereus MTCC 619, Escherichia coli MTCC 739, Pseudomonas aeruginosa MTCC 741, Klebsiella pneumoniae MTCC 109, Salmonella typhi MTCC 733, Proteus vulgaris MTCC 1771) and four fungi (Aspergillus niger MTCC 282, Aspergillus fumigatus MTCC 343, Aspergillus clavatus MTCC 1323, Candida albicans MTCC 183). The results indicate that some of the novel s-triazines have noteworthy activity in minimum inhibitory concentration as well as agar diffusion tests.

Synthesis of s-Triazine-Based Thiazolidinones as Antimicrobial Agents

2012 ◽  
Vol 67 (3-4) ◽  
pp. 108-122
Author(s):  
Divyesh Patel ◽  
Rahul Patel ◽  
Premlata Kumari ◽  
Navin B. Patel
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Pseudomonas Aeruginosa ◽  
Antimicrobial Activity ◽  
Antimicrobial Agents ◽  
Shigella Flexneri ◽  
Salmonella Typhi ◽  
Proteus Vulgaris ◽  
Aspergillus Clavatus ◽  
Schiff Base Derivatives

5A novel series of thiazolidinone derivatives, namely 4-{4-dimethylamino-6-[4-oxo- 2-phenyl-5-(4-pyridin-2-yl-piperazin-1-ylmethyl)-thiazolidin-3-yl]-[1,3,5]-triazin-2-yloxy}- 1-methyl-1H-quinolin-2-ones, have been synthesized from the key intermediate 4-(4-amino- 6-dimethylamino-[1,3,5]-triazin-2-yloxy)-1-methyl-1H-quinolin-2-one (). Compound 5 was condensed with various aldehydes to give Schiff base derivatives, which after cyclization gave thiazolidinones that were linked with 1-pyridin-2-yl-piperazine to obtain the target compounds. The newly synthesized compounds were evaluated for their antimicrobial activity against eight bacteria (Staphylococcus aureus, Bacillus cereus, Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Salmonella typhi, Proteus vulgaris, Shigella flexneri) and four fungi (Aspergillus niger, Candida albicans, Aspergillus fumigatus, Aspergillus clavatus)

Synthesis, characterization and computational studies of 1,3-bis[(E)-furan-2-yl)methylene]urea and 1,3-bis[(E)-furan-2-yl)methylene]thiourea

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Kazeem Adelani Alabi ◽  
Ibrahim Olasegun Abdulsalami ◽  
Moriam Dasola Adeoye ◽  
Shukurat Modupe Aderinto ◽  
Rasheed Adewale Adigun
Keyword(s):  
Energy Surface ◽  
Salmonella Typhi ◽  
Basis Set ◽  
Frontier Molecular Orbital ◽  
Thiourea Derivatives ◽  
H Nmr ◽  
Complete Relaxation ◽  
Cercospora Zeae Maydis ◽  
Global Parameters ◽  
C Nmr

AbstractUrea and thiourea derivatives: 1,3-bis[(E)-furan-2-yl)methylene]urea (BFMU) and 1,3-bis[(E)-furan-2-yl)methylene]thiourea (BFMT) were synthesized and characterized by spectrometry analyses (UV, IR, 1H NMR and 13C NMR). They were screened for antibacterial (Salmonella typhi, Staphylococcus aureus, Pseudomonas aeruginosa, Xanthomonas axonopodis and Streptococcus bovis) and antifungal (Fusarium oxysporum, Colletotrichum gloeosporioides and Cercospora zeae-maydis) activities. Quantum chemical calculations of frontier molecular orbital energies (EHOMO and ELUMO), and their associated global parameters were carried out by DFT levels of theory, with complete relaxation in the potential energy surface using 6-31G* basis set (DFT/B3LYP/6-31G*). Azomethine functional groups (C=N) appeared at δ 7.6 ppm and δ 7.0 ppm in the proton spectra, the peaks between δ 105 and δ 160 ppm of 13C spectra represent the methylene carbons (C=C). BFMU is a better inhibitor of P. aeruginosa and S. bovis, while BFMT is a better inhibitor of S. typhi, S. aureus and X. axonopodis and the fungi isolates (F. oxysporum, C. gloeosporioides and C. zeae-maydis) used. The global parameters agreed favorably with the experimental results, indicating the higher activity of BFMT.

scholarly journals SYNTHESIS AND STRUCTURAL ELUCIDATION OF AMINO ACETYLENIC AND THIOCARBAMATES DERIVATIVES FOR 2-MERCAPTOBENZOTHIAZOLE AS ANTIMICROBIAL AGENTS

2017 ◽  
Vol 9 (2) ◽  
pp. 192
Author(s):  
Aseel Alsarahni ◽  
Zuhair Muhi Eldeen ◽  
Elham Al-kaissi ◽  
Ibrahim Al- Adham ◽  
Najah Al-muhtaseb
Keyword(s):  
Antimicrobial Activity ◽  
Elemental Analysis ◽  
Antimicrobial Agents ◽  
Diffusion Method ◽  
Benzothiazole Derivatives ◽  
H Nmr ◽  
Ft Ir ◽  
Potential Antimicrobial Activity ◽  
C Nmr

<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>

scholarly journals Synthesis of Novel Compounds as New Potent Tyrosinase Inhibitors

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Hooshang Hamidian
Keyword(s):  
Kojic Acid ◽  
Azo Compounds ◽  
The Novel ◽  
Mushroom Tyrosinase ◽  
Reference Standard ◽  
Tyrosinase Inhibition ◽  
H Nmr ◽  
Ft Ir ◽  
Tyrosinase Inhibitors ◽  
C Nmr

In the present paper, we report the synthesis and pharmacological evaluation of a new series of azo compounds with different groups (1-naphthol, 2-naphthol, andN,N-dimethylaniline) and trifluoromethoxy and fluoro substituents in the scaffold. All synthesized compounds (5a–5f) showed the most potent mushroom tyrosinase inhibition (IC50values in the range of 4.39 ± 0.76–1.71 ± 0.49 µM), comparable to the kojic acid, as reference standard inhibitor. All the novel compounds were characterized by FT-IR,1H NMR,13C NMR, and elemental analysis.

Preparation and properties of propargyl ether-terminated poly(imide siloxane)s and their composites

2020 ◽  
pp. 095400832095452
Author(s):  
Qing Ye ◽  
Qiaolong Yuan ◽  
Farong Huang
Keyword(s):  
Flexural Strength ◽  
Thermomechanical Analysis ◽  
Proton Nuclear Magnetic Resonance ◽  
Aromatic Diamine ◽  
The Novel ◽  
H Nmr ◽  
Chemical Structures ◽  
Propargyl Ether ◽  
Poly Imide ◽  
Thermal Stability Of

The novel propargyl ether-terminated oligo(imide siloxane)s (PTISs) based on 2,2’-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), aminopropyl-terminated polydimethylsiloxane (APPS), 4,4’-diaminodiphenylmethane (MDA) and p-aminophenyl propargyl ether (APPE) were synthesized. The chemical structures of PTISs were characterized by proton nuclear magnetic resonance (1H NMR) and Fourier transform infrared spectroscopy (FTIR). The PTISs exhibited excellent solubility in organic solvent and had broad processing window. The T300 carbon fabric was used to reinforce the PTIS matrices and prepare the composites (T300CF/PTISs). The thermal stability of the cured PTISs was analyzed by thermogravimetric analysis (TGA). The dynamic thermal mechanical properties of the composites were measured by dynamic thermomechanical analysis (DMA). The results show that the temperature at 5% weight loss (Td5) and residual yield at 800°C (Yr800°C) of the cured PTISs in N2 increase with incorporation of the aromatic diamine, whereas the Yr800°C of the cured PTISs in air decreases with introduction of the aromatic diamine. The elasticity of the composite increases with incorporation of the aromatic diamine, and the peak temperature of loss factor for the composites are higher than 300°C. The flexural strength, tensile strength and interlaminar layer shear strength (ILSS) of the T300CF/PTIS composite display the values of 439 MPa, 427 MPa and 32 MPa at room temperature, respectively. The retention of the flexural strength and ILSS for the T300CF/PTIS composite are above 80% at 250°C.

scholarly journals Synthesis of New Imidazolidine and Tetrahydropyrimidine Derivatives

2014 ◽  
Vol 2014 ◽  
pp. 1-4 ◽  
Author(s):  
Hamid Beyzaei ◽  
Reza Aryan ◽  
Zahra Keshtegar
Keyword(s):  
Ring Opening ◽  
Reaction Times ◽  
Reaction Conditions ◽  
Ir Spectrometry ◽  
H Nmr ◽  
Chemical Structures ◽  
Thioamide Group ◽  
Solvent Free Conditions ◽  
Ft Ir ◽  
C Nmr

Synthesis of new imidazolidine and tetrahydropyrimidine derivatives 3a, b and 4a–c as cyclic 1,3-diamines under two reaction conditions (A and B) is described. Under reaction conditions-A, a suspension of (E)-2-cyano-2-(oxazolidin-2-ylidene)ethanethioamide 1 (1 eq.) and diaminoalkanes 2a–e (2 eq.) in absolute ethanol is heated under reflux for 16–22 h to afford 3a, b and 4a–c. Alternatively, under reaction conditions-B, a solution of thioamide 1 (1 eq.) in diaminoalkanes 2a–e (3 eq.) is stirred under solvent-free conditions at room temperature for 3 days to give desired products. Reaction conditions-A for having higher yields, shorter reaction times, and required less diamines is more effective than reaction conditions-B. Oxazolidine ring opening is observed by reacting compound 1 with all of the diamines 2a–e, but the thioamide group only reacts with nonbulky diamines 2a, b. The chemical structures of novel compounds were confirmed by 1H NMR, 13C NMR, elemental analysis, and FT-IR spectrometry.

Synthesis and characterization of N-glucosylated dithiadiazepine derivatives through carbon-sulfur bond formation

2015 ◽  
Vol 21 (5) ◽  
pp. 269-272 ◽  
Author(s):  
Snehal A. Chavan ◽  
Avinash G. Ulhe ◽  
Baliram N. Berad
Keyword(s):  
Bond Formation ◽  
Synthesis And Characterization ◽  
Mass Spectral ◽  
H Nmr ◽  
Chemical Structures ◽  
Elemental Analyses ◽  
New Compounds ◽  
Sulfur Bond ◽  
C Nmr

AbstractNew 4,7-bis(arylamino)-2-tetra-O-acetyl-β-d-glucopyranosylimino-1,3,5,6-dithiadiazepines were synthesized via reaction of N-tetra-O-acetyl-β-d-glucopyranosyl isocyanodichloride with 1,6-diaryl-2,5-dithio-bis-ureas without using any catalyst. Thus, the synthesis of 7-membered heterocycles containing two sulfur and two nitrogen atoms through carbon-sulfur bond formation was explored. The chemical structures of these new compounds were elucidated by IR, 1H NMR, 13C NMR, mass spectral, and elemental analyses.

Synthesis of Bis(2, 4-Dihydro-2H-3-(4-N-Maleimido) Phenyl -1, 3-Benzoxazine)Isopropane

2011 ◽  
Vol 287-290 ◽  
pp. 688-693
Author(s):  
Guo Tao ◽  
You Hui Xu ◽  
Gang Yang
Keyword(s):  
Maleic Anhydride ◽  
Target Object ◽  
The Novel ◽  
H Nmr ◽  
Chemical Structures ◽  
Ft Ir

The novel bis(2, 4-dihydro-2H-3-(4-N-maleimido) phenyl-1, 3-benzoxazine)isopropane (BMIPBI) was synthesized from maleic anhydride, p-nitroaniline, formaldehyde and 2,2-bis(4-hydr -oxyphenyl)propane by a few steps reactions via the N-(4-nitrophenyl)maleimide(NPMI), N-(4-amin -ophenyl)maleimide(APMI),1,3,5-three(4-(maleimido)phenyl)-1,3,5-triazine(TMIPT)intermediate production. The chemical structures of BMIPBI were confirmed by 1H-NMR, FT-IR and EA. The results show that the production was the target object BMIPBI. The synthesized condition had been studied too. The BMIPBI was a loosened yellow solid and the yield of product was 58.8%.

scholarly journals Microwave Assisted Synthesis of Novel Imidazolopyridinyl Indoles as Potent Antioxidant and Antimicrobial Agents

2014 ◽  
Vol 2014 ◽  
pp. 1-8 ◽  
Author(s):  
Jaiprakash S. Biradar ◽  
Parveen Rajesab ◽  
Sasidhar B. Somappa
Keyword(s):  
Antimicrobial Agents ◽  
Analytical Data ◽  
Antimicrobial Activities ◽  
Microwave Assisted Synthesis ◽  
The Novel ◽  
Design Synthesis ◽  
Mass Spectral ◽  
H Nmr ◽  
Total Antioxidant ◽  
Indole Analogues

We describe herein the design, synthesis, and pharmacological evaluation of novel series of imidazolopyridinyl indole analogues as potent antioxidants and antimicrobials. These novel compounds (3a–i) were synthesized by reacting 3,5-disubstituted-indole-2-carboxylic acid (1a–i) with 2,3-diamino pyridine (2) in excellent yield. The novel products were confirmed by their IR,1H NMR,13C NMR, mass spectral, and analytical data. These compounds were screened for their antioxidant and antimicrobial activities. Among the compounds tested,3a–dshowed the highest total antioxidant capacity, scavenging, and antimicrobial activities. Compounds3c-dand3g-hhave shown excellent ferric reducing activity.

scholarly journals Synthesis and Antimicrobial Activity of Calycanthaceous Alkaloid Analogues

2016 ◽  
Vol 11 (10) ◽  
pp. 1934578X1601101
Author(s):  
Shaojun Zheng ◽  
Longbo Li ◽  
Yu Wang ◽  
Rui Zhu ◽  
Hogjin Bai ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Structural Modification ◽  
Antimicrobial Agents ◽  
Pathogenic Fungi ◽  
Curvularia Lunata ◽  
Plant Pathogenic Fungi ◽  
H Nmr ◽  
High Degree ◽  
Derivatives Of ◽  
C Nmr

A series of 24 novel derivatives of the calycanthaceous alkaloids with a tetrahydropyrroloindol-based core structure was synthesized from tryptophan in good yields. Their structures were characterized by IR, 1H NMR, and 13C NMR spectroscopy and ESI-MS. The synthesized compounds were evaluated against a wide variety of plant pathogenic fungi. Compound a9 exhibited a high degree of activity against Curvularia lunata, with 91.0% activity at a concentration of 100 μg mL−1 and with an EC50 of 44.6 μg mL−1. a7, a8, a13, and a17 exhibited high degrees of activity against Sclerotinia sclerotiorum, with a8 being the most effective with an EC50 of 38.4 μg mL−1. Compound a9 illustrated activity against Botrytis cinerea, with an EC50 of 79.5 μg mL−1. Considering the compounds evaluated, the alkyl substituents of the chain may contribute to the significant variations in fungicidal potency. The structure antifungal activity relationships are also discussed. These results will pave the way for further design, structural modification, and development of calycanthaceous alkaloids as antimicrobial agents.

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