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

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.

2016 ◽  
Vol 11 (10) ◽  
pp. 1934578X1601101
Author(s):  
Shaojun Zheng ◽  
Longbo Li ◽  
Yu Wang ◽  
Rui Zhu ◽  
Hogjin Bai ◽  
...  

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.


2013 ◽  
Vol 21 (1) ◽  
pp. 9-18
Author(s):  
Dorina Mantu ◽  
Eliza Ene ◽  
Vasilichia Antocia ◽  
Ana Maria Zbanciocb

Abstract We report herein a feasible study concerning design, syntheses and structure of some new diazolium salts with dihydroxyacetophenone skeleton of anticipated anticancer and antimicrobial activity. The syntheses of the desired imidazolium dihydroxyacetophenone salts occur smoothly, via an N-alkylation reaction, with good to excellent yields. The structure of the newly compounds were assigned without doubts by elemental and spectral analysis: IR, 1H NMR, 13C NMR, 2D-COSY, 2D-HETCOR (HMQC), long range 2D-HETCOR (HMBC).


2010 ◽  
Vol 7 (s1) ◽  
pp. S400-S404 ◽  
Author(s):  
B. Lakshminarayanan ◽  
V. Rajamanickam ◽  
T. Subburaju ◽  
L. A. Pradeep Rajkumar ◽  
H. Revathi

Some new 3-(substituted)-chromen-2-one have been synthesized by condensation of 3-acetylchromen-2-one with various aromatic aldehyde in presence of ethanol and alkali. The synthesized compounds were identified by spectral data and screened for their antibacterial activity againstB. pumilis, B. substilisandE. coliand antifungal activity againstA. nigerandCandida albicans. Among the synthesized compounds, some compounds of aryl chromen, which are having electron releasing substituent such as methoxy and hydroxyl at various positions, showed moderate to considerable antibacterial and antifungal activities.


Author(s):  
K. Sathiyamoorthi ◽  
V. Mala ◽  
R. Suresh ◽  
S.P. Sakthinathan ◽  
D. Kamalakkannan ◽  
...  

Some 2’-hydroxyphenylchalcones have been synthesized under microwave irradiation by Claisen-Schmidt condensation between substituted 2-hydroxyacetophenone and substituted benzaldehydes using catalytic amount of SiO2-H3PO4. These chalcones were established by their physical constants and spectroscopic data published earlier. The UV, IR, 1H NMR and 13C NMR spectral data of these chalcone have correlated with Hammett substituent constants, F and R parameters. All the compounds have been subjected to screened for antimicrobial activity.


2013 ◽  
Vol 2013 ◽  
pp. 1-6
Author(s):  
Awaz Jamil Hussein ◽  
Hashim Jalal Azeez

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.


1983 ◽  
Vol 48 (11) ◽  
pp. 3134-3139 ◽  
Author(s):  
Milan Dzurilla ◽  
Pavol Kristian ◽  
Ján Imrich ◽  
Juraj Štec

Bromine oxidation of N-(3 or 4-substituted phenyl)-N'-3-phenylpropenoylthioureas in chloroform afforded either derivatives of benzylidenethiazoline or benzothiazole depending on the structure of the aniline residue. The structure of the title products was proved by elemental analysis, IR, 1H NMR and 13C NMR spectral data.


2009 ◽  
Vol 6 (2) ◽  
pp. 323-331
Author(s):  
D. Ashok ◽  
K. Aravind

A series of 1-{2, 4-dihydroxy-5-[5-(aryl)-1-pyridine/pyrimidine-4-carbonyl)-4, 5-dihydro-1H-pyrazol-3-yl]-phenyl}-3-(aryl)-propenones (2a-h) have been synthesized from 1-[2,4-dihydroxy-5-(aryl acryloyl)phenyl]-aryl propenones(1a-h)by Micheal addition with isoniazide/pyrazinic acid hydrazide under microwave irradiation and classical heating. The synthesized compounds were characterized by IR,1H-NMR,13C-NMR and Mass spectral data. All the compounds were screened for their Antibacterial activity.


2018 ◽  
Vol 24 (6) ◽  
pp. 317-325 ◽  
Author(s):  
Serpil Demirci ◽  
Neslihan Demirbaş ◽  
Meltem Menteşe ◽  
SerapBaşoğlu Özdemir ◽  
Şengül A. Karaoğlu

Abstract Norfloxacin-azole hybrids 3 and 6a,b were synthesized starting from norfloxacin. The treatment of these compounds with amines as a one-pot three-component reaction produced the corresponding amino derivatives 4a,b, 7a–g and 8a,b in good yields. The conventional and microwave-assisted methods were used with the latter method being more efficient. The structures of the synthesized compounds were characterized by elemental analysis, IR, 1H NMR, 13C NMR and MS. All compounds were screened for their antimicrobial activities. Most of them exhibit excellent antibacterial activity but are not active against selected fungi.


1983 ◽  
Vol 48 (12) ◽  
pp. 3426-3432 ◽  
Author(s):  
Dušan Koščík ◽  
Pavol Kristian ◽  
Ondrej Forgáč

New synthesis of pyrido[3,4-e]-1,3-thiazines consisting in reaction of 2,6-dimethyl-4-chloronicotinoyl isothiocyanate with primary or secondary amines, or with benzaldehyde phenylhydrazone, is described. High reactivity of the chlorine atom does not allow isolation of the corresponding thioureas, arising as intermediates, except in the case of the benzylamino derivative. Structure of the products was unequivocally confirmed by their spectral data (IR, UV, 1H NMR, 13C NMR and mass spectra). The synthesized derivatives do not undergo the Dimroth rearrangement.


1993 ◽  
Vol 58 (1) ◽  
pp. 173-190 ◽  
Author(s):  
Eva Klinotová ◽  
Jiří Klinot ◽  
Václav Křeček ◽  
Miloš Buděšínský ◽  
Bohumil Máca

Reaction of 3β-acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide (IIIa) and 20β,28-epoxy-21,22-dioxo-19α,19βH-ursan-3β-yl acetate (IIIb) with diazomethane afforded derivatives XII-XIV with spiroepoxide group in position 21 or 22, which were further converted into hydroxy derivatives XV and XVII. Ethylene ketals VIII-X were also prepared. In connection with the determination of position and configuration of the functional groups at C(21) and C(22), the 1H and 13C NMR spectral data of the prepared compounds are discussed. Complete analysis of two four-spin systems in the 1H NMR spectrum of bisethylenedioxy derivative Xb led to the proton-proton coupling constants from which the structure with two 1,4-dioxane rings condensed with ring E, and their conformation, was derived.


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