Table 1 Tested quinolones and their physicochemical characteristics.

From: The challenge of intracellular antibiotic accumulation, a function of fluoroquinolone influx versus bacterial efflux

 

Used abbreviation

Molecular weight

Molecular volume

Artificial membrane permeability

ChromlogD

ClogD7.4

XLOGP3

Globularity

Rot. bonds

IC50 (µg ml−1)

Fluorescent compounds used in fluorimetry assays

S. typhimurium

E. coli

Nalidixic acid

NAL

232.2

   

−0.3

1.4

0.07

2

65.1

50

 

Flumequin

FLU

261.2

241.5

51

1.31

 

2.9

 

1

 

4

 

Ciprofloxacin

CIP

331.3

311.5

9

0.09

−1.4

−1.1

0.07

3

0.25

0.3

Yes

Enrofloxacin

ENR

359.4

353.5

82

1.89

 

−0.2

 

4

0.57

 

Yes

Enoxacin

ENO

320.3

304.5

12

0.02

−1.7

−0.2

0.08

3

   

Fleroxacin

FLE

369.3

339.5

70

1.7

0.1

−0.1

0.06

4

  

Yes

Lomefloxacin

LOM

351.3

336

28

0.67

−1.1

−0.8

0.15

3

  

Yes

Norfloxacin

NOR

319.3

311.5

8

0.08

−1.5

−1

0.07

3

 

0.9

Yes

Nadifloxacin

NAD

360.4

346.5

60

1.48

0.6

2.9

0.09

2

   

Ofloxacin

OFL

361.4

339.5

42

0.94

 

−0.4

 

2

0.69

0.35

Yes

Pefloxacin

PEF

333.4

332.5

56

1.23

0.2

0.3

0.06

3

 

1.2

Yes

Balofloxacin

BAL

389.4

381.5

66

0.66

 

0.6

 

5

   

Levofloxacin

LEV

361.4

339.5

42

0.94

−0.3

−0.4

0.07

2

0.43

0.29

 

Pazufloxacin

PAZ

318.3

283.5

32

0.53

 

−0.8

 

2

  

Yes

Sparfloxacin

SPA

392.4

371

159

0.91

−0.7

0.1

0.12

3

0.42

0.2

 

Tosufloxacin

TOS

404.3

360.5

38

2.02

 

0.4

 

3

   

Clinafloxacin

CLI

365.8

329

59

0.49

−2.1

0.4

0.18

3

   

Gemifloxacin

GEM

389.4

367.5

32

–0.05

−2.6

−0.7

0.48

5

   

Moxifloxacin

MOX

401.4

381.5

138

1.38

−1.7

0.6

0.15

4

0.48

1.6

 

Gatifloxacin

GAT

375.4

360.5

45

0.3

−1.2

−0.7

0.15

4

0.3

 

Yes

Trovafloxacin

TRO

416.4

353.5

214

2.13

−1.6

0.3

0.2

3

   
  1. Artificial membrane permeability permeability of a substance from a donor compartment through an artificial phospholipid membrane into an acceptor compartment, ChromlogD chromatographic hydrophobicity55, ClogD7.4 logarithm of theoretical n-octanol/water partition coefficient corrected for ionization at pH 7.4, XlogP3 logP (logarithm of n-octanol/water partition coefficient for neutral forms) determined with an additive model56, Globularity three-dimensionality of compounds from ref. 38, Rot. bonds rotatable bonds, number of flexible single bonds, Fluorescent compounds fluorescence signals were also detected for balofloxacin, levofloxacin, and moxifloxacin, but these compounds were not used in the fluorimetric assays mentioned in this study.
  2. IC50 from refs. 57,58, and unpublished results are underlined.
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