Syntheses of quinolone hydrochloride enantiomers from synthons (R)- and (S)-2-methylpiperazine.
A series of R and S enantiomers of 7-(3-methylpiperazin-1-yl) quinolone derivatives were synthesized from (R)- and (S)-tert-butyl 2-methylpiperazine-1-carboxylate and tested for their antibacterial activities on 14 kinds of bacteria. Although no distinct difference in in vitro antibacterial activities was observed, 2-64-fold difference between R and S enantiomers was observed in approximately 52% of cases.
Liu
Bo
B
State Key Laboratory of Drug Research, Shanghai Institute of Meteria Medica, SIBS, Chinese Academy of Sciences, Graduate School of the CAS, 555 Zuchongzhi Road, Shanghai 201203, PR China.
Yang
Chun-Hao
CH
Xu
Guang-Yu
GY
Zhu
Yong-Hong
YH
Cui
Jing-Rong
JR
Wu
Xi-Han
XH
Xie
Yu-Yuan
YY
D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis / Q000737:chemistry*; D015363:Quinolones / Q000138:chemical synthesis*; D013237:Stereoisomerism
D010879:Piperazines; D015363:Quinolones