Detail publikačního výsledku

A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity

CHATURVEDI, A.; VERMA, A.; THAKUR, J.; ROY, S.; TRIPATHI, S.; KUMAR, B.; KHWAJA, S.; SACHAN, N.; SHARMA, A.; CHANDA, D.; SHANKER, K.; SAIKIA, D.; NEGI, A.

Originální název

A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity

Anglický název

A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity

Druh

Článek WoS

Originální abstrakt

Arylbenzimidazoles have been synthesized as antimycobacterial agents. An efficient synthesis has been developed for 2-arylbenzimidazoles from o-phenylenediamines and aromatic aldehydes in molecular sieves-methanol system. The methodology is straightforward to get 2-arylbenzimidazoles (3a–3z) in excellent yields with high chemoselectivity over 2-aryl-1-benzylbenzimidazoles (4a–4z). All these benzimidazole analogues were evaluated against M. tuberculosis in BACTEC radiometric assay. The compounds 4y and 4z exhibited potential antitubercular activity against M. tuberculosis H37RV, MIC at 16?µM and 24?µM respectively. The best compound of the series i.e. compound 4y was well tolerated by Swiss-albino mice in acute oral toxicity. Compound 4y possessing a diarylbenzimidazole core, can further be optimized for better activity.

Anglický abstrakt

Arylbenzimidazoles have been synthesized as antimycobacterial agents. An efficient synthesis has been developed for 2-arylbenzimidazoles from o-phenylenediamines and aromatic aldehydes in molecular sieves-methanol system. The methodology is straightforward to get 2-arylbenzimidazoles (3a–3z) in excellent yields with high chemoselectivity over 2-aryl-1-benzylbenzimidazoles (4a–4z). All these benzimidazole analogues were evaluated against M. tuberculosis in BACTEC radiometric assay. The compounds 4y and 4z exhibited potential antitubercular activity against M. tuberculosis H37RV, MIC at 16?µM and 24?µM respectively. The best compound of the series i.e. compound 4y was well tolerated by Swiss-albino mice in acute oral toxicity. Compound 4y possessing a diarylbenzimidazole core, can further be optimized for better activity.

Klíčová slova

Tuberculosis, Molecular Docking, DNA Gyrase

Klíčová slova v angličtině

Tuberculosis, Molecular Docking, DNA Gyrase

Autoři

CHATURVEDI, A.; VERMA, A.; THAKUR, J.; ROY, S.; TRIPATHI, S.; KUMAR, B.; KHWAJA, S.; SACHAN, N.; SHARMA, A.; CHANDA, D.; SHANKER, K.; SAIKIA, D.; NEGI, A.

Rok RIV

2019

Vydáno

15.08.2018

Nakladatel

Elsevier

ISSN

0968-0896

Periodikum

BIOORGANIC & MEDICINAL CHEMISTRY

Svazek

26

Číslo

15

Stát

Spojené království Velké Británie a Severního Irska

Strany od

4551

Strany do

4559

Strany počet

9

URL

https://www.sciencedirect.com/science/article/pii/S0968089618311891

BibTex

@article{BUT150284,
  author="Amit K {Chaturvedi} and Amit K {Verma} and Jay Prakash {Thakur} and Sudeep {Roy} and Shashi Bhushan {Tripathi} and Balagani Sathish {Kumar} and Sadiya {Khwaja} and Naresh Kumar {Sachan} and Ashok {Sharma} and Debabrata {Chanda} and Karuna {Shanker} and Dharmendra {Saikia} and Arvind Singh {Negi}",
  title="A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity",
  journal="BIOORGANIC & MEDICINAL CHEMISTRY",
  year="2018",
  volume="26",
  number="15",
  pages="4551--4559",
  doi="10.1016/j.bmc.2018.07.049",
  issn="0968-0896",
  url="https://www.sciencedirect.com/science/article/pii/S0968089618311891"
}