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.

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 and Antibacterial Activity of Some Derivatives of 2-Methylbenzimidazole Containing 1,3,4-Oxadiazole or 1,2,4-Triazole Heterocycle

2016 ◽  
Vol 2016 ◽  
pp. 1-6 ◽  
Author(s):  
Cong Nguyen Tien ◽  
Duc Tran Thi Cam ◽  
Ha Bui Manh ◽  
Dat Nguyen Dang
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Spectral Data ◽  
H Nmr ◽  
Mold And Yeast ◽  
Derivatives Of ◽  
C Nmr

5-[(2-Methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazole-2-thiol or 5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-1,2,4-triazol-3-thiol which were prepared starting from 2-methylbenzimidazole in the reaction with appropriateN-aryl-2-chloroacetamides afforded two series ofN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-yl}sulfanylacetamides andN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-4H-1,2,4-triazol-3-ylthio}acetamides, respectively. The structures of the compounds were elucidated on the basis of IR, MS,1H-NMR, and13C-NMR spectral data. The compounds containing 1,3,4-oxadiazole or 1,2,4-triazole heterocycle also were tested for their antimicrobial activity against bacteria, mold, and yeast.

Synthesis and Antimicrobial Assessments of Some Quinazolines and Their Annulated Systems

2017 ◽  
Vol 41 (2) ◽  
pp. 106-111 ◽  
Author(s):  
Magdy M. Hemdan ◽  
Ahmed S.A. Youssef ◽  
Fatma A. El-Mariah ◽  
Heba E. Hashem
Keyword(s):  
Antimicrobial Activity ◽  
Pathogenic Bacteria ◽  
Antimicrobial Agents ◽  
New Products ◽  
Pathogenic Fungi ◽  
Minimal Inhibitory Concentrations ◽  
New Compounds ◽  
Derivatives Of

The syntheses of some new derivatives of quinazoline and their annulated derivatives are described in this work. Investigation of antimicrobial activity of the new products was evaluated using agar well diffusion methods with determination of minimal inhibitory concentrations against six pathogenic bacteria and three pathogenic fungi. Most of the new compounds are potent as antimicrobial agents.

scholarly journals Synthesis and Antimicrobial Activity of Some New Thiazolidin-4-one Derivatives of 4-(6-methylbenzo[d]thiazol-2-yl)benzamine

2013 ◽  
Vol 2013 ◽  
pp. 1-6
Author(s):  
Awaz Jamil Hussein ◽  
Hashim Jalal Azeez
Keyword(s):  
Escherichia Coli ◽  
Antimicrobial Activity ◽  
Significant Activity ◽  
Gram Negative ◽  
H Nmr ◽  
Cyclocondensation Reaction ◽  
Ft Ir ◽  
High Yields ◽  
Derivatives Of ◽  
C Nmr

A number of derivatives of 2-(substituted phenyl)-3-(4-(6-methylbenzo[d]thiazol-2-yl)phenyl) thiazolidin-4-one (3a–j) have been synthesized from the reaction of 4-(6-methylbenzo[d]thiazol-2-yl)benzenamine(1), with different substituted benzaldehydes (2a–j), followed by cyclocondensation reaction of the prepared imines with 2-meraptoacetic acid in high yields. Furthermore, the structures of the newly synthesized compounds were confirmed by FT-IR,13C-NMR,13C-DEPT, and1H-NMR spectral data. The imines and thiazolidin-4-one derivatives were evaluated for their antibacterial activity againstEscherichia colias gram negative andStaphylococcus aureusas gram positive, the results have shown significant activity against both types of bacteria.

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.

β-Hydroxydithiozimtsäurederivate als Liganden. Synthese und Charakterisierung neuartiger 1,1-Ethendithiolato- und O,S-Chelatkomplexe / Derivatives of β -Hydroxydithiocinnamic Acids as Ligands. Syntheses and Characterisation of Novel 1,1-Ethenedithiolato and O,S-Chelate Complexes

2007 ◽  
Vol 62 (3) ◽  
pp. 475-482 ◽  
Author(s):  
Karsten Schubert ◽  
Helmar Görls ◽  
Wolfgang Weigand
Keyword(s):  
Bidentate Ligand ◽  
Molecular Structures ◽  
X Ray Diffraction ◽  
Chelate Complexes ◽  
X Ray ◽  
H Nmr ◽  
Hexyl Ester ◽  
Elemental Analyses ◽  
Derivatives Of ◽  
C Nmr

Starting from 4-bromoacetophenone 1, the 4-bromo-β -hydroxydithiocinnamic acid 2 and the 4-bromo-β -hydroxydithiocinnamic acid hexyl ester 3 were prepared using carbon disulfide and potassium-tert-butylate as a base. Acting as a ligand, the acid gives 1,1-ethenedithiolato complexes with (Ph3P)2Pt(II) (4a), (Et3P)2Pt(II) (4b), dppePt(II) (4c), (Ph3P)2Pd(II) (4d), dppePd(II) (4e), and dppeNi(II) (4f). In contrast to the acid, the deprotonated ester 3 forms a monoanionic bidentate ligand. [O,S] Complexes of Pt(II) (5a), Pd(II) (5b) and Ni(II) (5c) were obtained. All complexes have been fully characterised using 1H NMR, 13C NMR and 31P NMR spectroscopy, mass spectrometry, infrared spectroscopy and elemental analyses. The molecular structures of the complexes 4b and 5a - 5c were determined by X-ray diffraction analyses.

Synthesis, spectroscopic characterization and structural studies of organotin monothiocarbonates. Crystal structures of Ph3Sn[SCO2Me] and Ph3Sn[SCO2(i-Pr)]

2000 ◽  
Vol 78 (9) ◽  
pp. 1214-1221 ◽  
Author(s):  
John E Drake ◽  
Jincai Yang
Keyword(s):  
Intramolecular Interaction ◽  
Spectroscopic Characterization ◽  
Triclinic Space Group ◽  
Cell Parameters ◽  
X Ray Crystallography ◽  
H Nmr ◽  
Trigonal Bipyramidal ◽  
Considerable Distortion ◽  
Derivatives Of ◽  
C Nmr

O-alkyl monothiocarbonate (monoxanthate) derivatives of tin were obtained by the reaction of a sodium salt of the monothiocarbonic acid with an organotin chloride to give Ph3Sn[SCO2R], Ph2Sn[SCO2R]2, and Me3Sn[SCO2R], where R = Me and i-Pr. The compounds have been characterized by infrared, Raman, 1H NMR, and 13C NMR spectroscopy, as well as mass spectrometry, and in two cases by X-ray crystallography. Ph3Sn[SCO2Me] (1) and Ph3Sn[SCO2(i-Pr)] (2), crystallize in the triclinic space group P[Formula: see text] (no. 2) with cell parameters a = 10.218(4), b = 10.568(6), c = 9.366(7) Å, α = 106.73(5), β = 96.99(5), γ = 85.55(4)°, V = 960(1) Å3, and Z = 2 for 1; and a = 14.793(2), b = 17.856(3), c = 9.813(3) Å, α = 103.86(5), β = 98.36(5), γ = 106.85(4)°, V = 2343(1) Å3, and Z = 2 for 2. The latter has two molecules in the asymmetric unit. The immediate environment about tin in both 1 and 2 is that of the expected distorted tetrahedron. However, the orientation of the monothiocarbonate group is such that there is an Sn-O intramolecular interaction of 3.040(8) for 1 and 3.05(2) Å on average for 2. Thus, the considerable distortion is consistent with a tendency to form a five-coordinate, trigonal bipyramidal species with one of the O-Sn-C angles approaching 180o (153.4(4) for 1 and an average of 157.1(6) for 2). Estimations of the Pauling partial bond orders suggest this weak Sn-O interaction is slightly stronger than the corresponding Ge-O interaction in the analogous germanium derivative, Ph3Ge[SCO2Me].Key words: structure, tin, methyl, phenyl, isopropyl, monothiocarbonates.

scholarly journals Synthesis, Characterization, and Biological Activity of Novel Schiff and Mannich Bases of 4-Amino-3-(N-phthalimidomethyl)-1,2,4-triazole-5-thione

2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Uzma Yunus ◽  
Moazzam H. Bhatti ◽  
Naima Rahman ◽  
Nosheen Mussarat ◽  
Shazia Asghar ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Enterobacter Cloacae ◽  
Mannich Bases ◽  
Fungal Strain ◽  
Fine Tuning ◽  
Antimicrobial Compounds ◽  
Gram Negative ◽  
H Nmr ◽  
Positive Strain ◽  
C Nmr

The present work describes the syntheses and antimicrobial activity studies of a series of novel Schiff bases (4a–4i) and their Mannich bases (5a–5h) starting from 4-amino-3-(N-phthalimido-methyl)-1,2,4-triazole-5-thione (3). All the synthesized compounds were characterized by IR,1H-NMR,13C-NMR, and MS. All the synthesized compounds were screened for four Gram-negative strains, one Gram-positive strain of bacteria, and one diploid fungal strain. In general the antimicrobial activity increased remarkably on the introduction of azomethine functionality in parent triazole (3). The antimicrobial activity further improved when morpholine group was added to them except forEnterobacter cloacae, where loss of activity was observed. The results are promising and show that the fine tuning of the structures (5a, 5b, 5e, 5f,and5h) can lead to some new antimicrobial compounds.

scholarly journals Synthesis and Antimicrobial Activity of Some Chalcone Derivatives

2008 ◽  
Vol 5 (3) ◽  
pp. 461-466 ◽  
Author(s):  
Y. Rajendra Prasad ◽  
A. Lakshmana Rao ◽  
R. Rambabu
Keyword(s):  
Aqueous Solution ◽  
Antimicrobial Activity ◽  
Potassium Hydroxide ◽  
Room Temperature ◽  
Antimicrobial Agents ◽  
Aromatic Aldehydes ◽  
Plate Method ◽  
H Nmr ◽  
Antibacterial And Antifungal Activities ◽  
Antibacterial And Antifungal

In an effort to develop antimicrobial agents, a series of chalcones were prepared by Claisen-Schmidt condensation of appropriate acetophenones with appropriate aromatic aldehydes in the presence of aqueous solution of potassium hydroxide and ethanol at room temperature. The synthesized compounds were characterized by means of their IR,1H-NMR spectral data and elemental analysis. All the compounds were tested for their antibacterial and antifungal activities by the cup plate method.

Iseluxine: A Novel Isoquinolinone Alkaloid from Isei a luxurians§

2000 ◽  
Vol 55 (11-12) ◽  
pp. 1023-1025 ◽  
Author(s):  
Thomas Schimming ◽  
Kristina Jenett-Siems ◽  
Karsten Siems ◽  
Ludger Witte ◽  
Mahabir P. Gupta ◽  
...  
Keyword(s):  
Structural Elucidation ◽  
Missing Link ◽  
H Nmr ◽  
Methyl Derivatives ◽  
Derivatives Of ◽  
C Nmr

A novel isoquinolinone alkaloid, iseluxine (1), has been isolated from the epigeal parts of Iseia luxurians (Moric.) O’Donell (Convolvulaceae), a climber indigenous to the tropical Americas. Structural elucidation was achieved by HRM S, 1H NMR, 13C NMR , and HMBC spectroscopy. N- and / or O-m ethyl derivatives of 1 are already known from certain Magnoliidae families, e.g., the Fumariaceae, the Lauraceae, or the Papaveraceae. Iseluxine, the “missing link” in the biosynthesis of these methyl derivatives from dopamine, is the first isoquinolinone alkaloid characterized by a catechol substructure.

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