An efficient synthesis of aryloxyphenyl cyclopropyl methanones: a new class of anti-mycobacterial agents.
An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4'-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 microg/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice.
Dwivedi
Namrata
N
Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow-226001, India.
Tewari
Neetu
N
Tiwari
V K
VK
Chaturvedi
Vinita
V
Manju
Y K
YK
Srivastava
A
A
Giakwad
A
A
Sinha
S
S
Tripathi
R P
RP
D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008697:Methane / Q000737:chemistry*; D051379:Mice; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects
D000995:Antitubercular Agents; D008697:Methane