B. Guruswamy, R. Arul
2016
Citations
0
Influential Citations
5
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
Synthesis of novel N-substituted β-hydroxy amines 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j and β-hydroxy ethers 5a, 5b, 5c that contained 8-methoxy fluoroquinolones has been described. 8-Methoxy fluoroquinolone carboxylic acid 1, reacted with piperizine in acetonitrile in the presence of triethyl amine under reflux, gave 7-piperazine 8-methoxyfluoroquinolone 2. The latter is reacted with epichlorohydrine in the presence of NaOH in acetone to yield the N-substituted epoxide 3, which on treatment with aliphatic, aromatic, and cyclic amines gives β-hydroxy amines 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j. On other hand, 3 on treatment with alcohols in the presence of NaOH afforded the corresponding β-hydroxy ethers 5a, 5b, 5c. The structures of the synthesized compounds have been established on the basis of spectral and analytical data. Docking analysis was performed using Surflex-Dock module in Sybyl X 1.0. The antimicrobial activities of newly synthesized compounds were evaluated against bacteria and fungi by using moxifloxacin as the reference. Many of the evaluated compounds exhibited remarkable activities.