PMID- 31655981
OWN - NLM
STAT- MEDLINE
DCOM- 20200204
LR  - 20200204
IS  - 1614-7499 (Electronic)
IS  - 0944-1344 (Linking)
VI  - 26
IP  - 34
DP  - 2019 Dec
TI  - Combined HQSAR method and molecular docking study on genotoxicity mechanism of 
      quinolones with higher genotoxicity.
PG  - 34830-34853
LID - 10.1007/s11356-019-06482-3 [doi]
AB  - Using the hologram quantitative structure-activity relationship (HQSAR) method, a 
      quantitative model of the structure-activity relationship between the 
      genotoxicity of quinolones towards gram-negative bacteria and structure of 
      quinolones is constructed. A series of novel quinolones are designed, and 4 
      environmentally friendly quinolone derivatives are finally selected, because of 
      their enhanced genotoxicity towards gram-negative/positive bacteria, decreased 
      bioconcentration and increased photodegradability and biodegradability. The 
      mechanisms underlying the genotoxicity of quinolones and its derivatives are 
      analysed based on amino acid residues and molecular interactions. Three 
      hydrophilic amino acids [arginine (ARG), asparagine (ASN) and aspartic acid 
      (ASP)] play important roles in the antibacterial effects of quinolones. The 
      introduction of highly hydrophilic groups into the C-7 position of amifloxacin 
      (AMI) not only improved the stability of the AMI derivative-topoisomerase IV-DNA 
      complex but also improved the antibacterial activities of AMI derivatives.
FAU - Zhao, Xiaohui
AU  - Zhao X
AD  - College of Environmental Science and Engineering, North China Electric Power 
      University, Beijing, 102206, China.
AD  - MOE Key Laboratory of Resources and Environmental Systems Optimization, North 
      China Electric Power University, Beijing, 102206, China.
FAU - Wang, Xiaolei
AU  - Wang X
AD  - College of Environmental Science and Engineering, North China Electric Power 
      University, Beijing, 102206, China.
AD  - MOE Key Laboratory of Resources and Environmental Systems Optimization, North 
      China Electric Power University, Beijing, 102206, China.
FAU - Li, Yu
AU  - Li Y
AD  - College of Environmental Science and Engineering, North China Electric Power 
      University, Beijing, 102206, China. liyuxx8@hotmail.com.
AD  - MOE Key Laboratory of Resources and Environmental Systems Optimization, North 
      China Electric Power University, Beijing, 102206, China. liyuxx8@hotmail.com.
LA  - eng
GR  - 2008BAC43B01/Key Projects in the National Science & Technology Pillar Program in 
      the Eleventh Five-Year Plan Period/
GR  - JB2013146/Fundamental Research Funds for the Central Universities in 2013/
PT  - Journal Article
DEP - 20191026
PL  - Germany
TA  - Environ Sci Pollut Res Int
JT  - Environmental science and pollution research international
JID - 9441769
RN  - 0 (Anti-Bacterial Agents)
RN  - 0 (Quinolones)
RN  - 5E8K9I0O4U (Ciprofloxacin)
RN  - 5TU5227KYQ (amifloxacin)
SB  - IM
MH  - Anti-Bacterial Agents/*chemistry/toxicity
MH  - Ciprofloxacin/analogs & derivatives
MH  - DNA Damage/drug effects
MH  - Gram-Negative Bacteria/drug effects
MH  - Gram-Positive Bacteria/drug effects
MH  - Molecular Docking Simulation
MH  - *Quantitative Structure-Activity Relationship
MH  - Quinolones/*chemistry/toxicity
MH  - Structure-Activity Relationship
OTO - NOTNLM
OT  - Genotoxic mechanism
OT  - Genotoxicity
OT  - HQSAR
OT  - Molecular design
OT  - Molecular docking
OT  - Quinolones
EDAT- 2019/10/28 06:00
MHDA- 2020/02/06 06:00
CRDT- 2019/10/28 06:00
PHST- 2019/03/01 00:00 [received]
PHST- 2019/09/09 00:00 [accepted]
PHST- 2019/10/28 06:00 [pubmed]
PHST- 2020/02/06 06:00 [medline]
PHST- 2019/10/28 06:00 [entrez]
AID - 10.1007/s11356-019-06482-3 [pii]
AID - 10.1007/s11356-019-06482-3 [doi]
PST - ppublish
SO  - Environ Sci Pollut Res Int. 2019 Dec;26(34):34830-34853. doi: 
      10.1007/s11356-019-06482-3. Epub 2019 Oct 26.