Quinolones

Written by Megan Boucher

Last updated 31st December 2025
5 Revisions

Quinolones are bactericidal antimicrobials that act by inhibiting type II topoisomerase (DNA gyrase) and topoisomerase IV, enzymes essential for bacterial DNA replication, transcription, repair, and recombination.

In the UK, only fluoroquinolones are in clinical use, all containing a fluorine substituent on the central ring. These drugs share the suffix “-oxacin”, including ciprofloxacin, ofloxacin, levofloxacin, moxifloxacin, and delafloxacin. The following article will describe indications, pharmacokinetics, cautions and contraindications, adverse effects and drug interactions for fluoroquinolones.

Fig 1: Mechanisms of action of antimicrobials

Spectrum of Activity and Indications

Fluoroquinolones are broad-spectrum agents:

Ciprofloxacin → potent against Gram-negative bacteria (e.g., Pseudomonas aeruginosa, Salmonella spp.) but weaker against Gram-positive organisms and inactive against most anaerobes.

Should not be used as a sole agent against treatment of severe infections that may be due to gram positive or anaerobic bacteria. 

Levofloxacin →  the active S (-) enantiomer of the racemic drug ofloxacin (ofloxacin is a mixture of both R (-) and S (-) enantiomers). 

Indications: urinary tract infections, pneumonia, exacerbation of COPD, and skin infections. 

⚠️ MHRA advises fluoroquinolones should only be used when other commonly recommended antibiotics are inappropriate, due to the potential for long lasting or fatal adverse effects

Resistance to fluoroquinolones can occur through mutations in regions of DNA-gyrase and/or topoisomerase IV (known as Quinolone-Resistance Determining Regions (QRDRs)), efflux pump mechanisms of resistance and permeation barriers.

Pharmacokinetic Parameters

Quinolones have excellent oral bioavailability and are generally only metabolised to small extents. The following table summarises the key pharmacokinetic parameters for quinolones:

Drug Absorption  Distribution  Metabolism  Excretion
Ciprofloxacin tablets (PO) F = 70–80%, Tmax 1–2 h. Oral 500 mg ≈ IV 400 mg Good tissue penetration, 20–30% protein bound Low concentrations of metabolites are present which have lower antimicrobial activity 

Moderate CYP1A2 inhibitor

No dose adjustment required in hepatic impairment. 

Largely excreted renally as unchanged compound; dose reduction required in renal impairment.

Half life 4-7 hours  

Ofloxacin tablets (PO) Tmax <1 hour 25% protein bound Minimal 80–90% renal excretion (unchanged)

Excretion may be reduced in patients with severe liver dysfunction 

Half life 5.7-7 hours

Levofloxacin tablets (PO) F = 99–100%, Tmax 1–2 h

Css within 48 hours

30-40% protein bound 

Wide tissue distribution, poor CSF penetration

<5% metabolism   >85% renal excretion

Dose should be reduced in renal impairment 

Half life 6-8 hours

Moxifloxacin tablets (PO) F = 91%

Tmax = 0.5-4 hours

40-42% protein bound (mainly albumin)

Rapid distribution to extravascular spaces 

Phase II metabolism (inactive metabolites) 35% renal, 60% faecal 

No dose adjustment required in renal impairment

Terminal half life 12 hours (half life once reached equilibrium)

Delafloxacin tablets (PO) Tmax ~1 h, unaffected by food

Css = 5 days

Well distributed

85% protein bound (mainly albumin)

No change in pharmacokinetics in obesity 

~10% metabolites, no CYP interactions  50% renal, 48% faecal

No dosage adjustment required in hepatic impairment or mild – severe renal impairment. Not recommended in ESRD.

Half life 14 hours

 

Cautions and Adverse Effects 

Cautions

⚠️ MHRA safety concerns (potentially life-altering or fatal): 

  • Reduction in seizure threshold: convulsions may occur as a result of the use of quinolones, the risk increases if taking NSAIDs like fenbufen at the same time or other drugs that lower the seizure threshold such as theophylline. 
  • Tendon damage and rupture: can occur within 48 hours of commencing treatment to months after stopping. 
    • Quinolones are contraindicated in patients with previous tendon disorders related to quinolone use
    • Age >60 years and corticosteroid use may increase risk
    • Quinolones should be stopped if tendonitis occurs
  • Increased risk of aortic aneurysm and dissection
  • Small risk of heart valve regurgitation 
  • Suicidal thoughts and behaviour 
    • Can occur even after first dose

Other cautions for use of fluoroquinolones also include:

  • QT prolongation (especially with hypokalaemia, hypomagnesaemia, cardiac disease, concomitant drugs that prolong QT)
  • May affect blood glucose: hyper- or hypo-glycaemia, more common with oral hypoglycaemic agent such as sulfonylureas or insulin 
  • G6PD deficiency → haemolysis risk with ciprofloxacin 
  • Exacerbate myasthenia gravis (due to neuromuscular blockade)
  • Photosensitivity with ciprofloxacin and ofloxacin – avoid strong sunlight and UV rays during treatment and 48 hours afterwards (lower risk with levofloxacin; rare with moxifloxacin; not reported with delafloxacin)
  • MRSA is likely to be co-resistant towards fluoroquinolones apart from delafloxacin
  • Levofloxacin and ofloxacin may cause false positive results of urinary opiates 
  • Levofloxacin may give false-negative results in the diagnosis of TB

Adverse events

Alongside serious adverse events are described above, fluoroquinolones most commonly cause nausea and diarrhoea. Further listed adverse events include:

  • Ciprofloxacin & delafloxacin → crystalluria
  • Moxifloxacin → renal impairment (↑ creatinine, urea)
  • Hepatic necrosis/failure
  • Peripheral neuropathy
  • Psychiatric effects (hallucinations, suicidal thoughts)
  • Dermatological: Stevens–Johnson syndrome, TEN
  • Superinfections (e.g., thrush, C. difficile)

Fig 2: MHRA alerts with fluoroquinolones

Contraindications

Some contraindications have already been described in the caution section above, other contraindications for the use of fluoroquinolones also include the following: 

  • Paediatrics (<18 years) – cartilage toxicity risk
    • Levofloxacin and delafloxacin are contraindicated in those <18 years old, in pregnancy and breast-feeding women.
    • Moxifloxacin is contraindicated in those < 18 years old as efficacy and safety has not been established. 
  • Moxifloxacin is contraindicated in patients with impaired hepatic function (child pugh C) and/or liver transaminase levels >5x upper limit due to limited experience in this patient cohort.

Interactions

Fluoroquinolones should be used cautiously with drugs that increase the risk of side effects:

  • QT prolonging drugs (e.g., TCAs, macrolides, antipsychotics)
  • Drugs that lower seizure threshold (e.g. theophylline)

Fluoroquinolones chelate with cations leading to reduction in absorption, the interacting substances vary for each drug and are described below:

  • Ciprofloxacin should only be taken 1-2 hours before or 4 hours after calcium (including milk, yoghurt, calcium fortified orange juice), magnesium, aluminium, iron, sevelamer, lanthanum, sucralfate and antacids
  • Ofloxacin should not be taken within 2 hours of iron salts, zinc, magnesium or aluminium containing antacids and didanosine*
  • Levofloxacin can be taken irrespective of meal times, however should be taken at least 2 hours before or after iron, zinc, magnesium or aluminium containing antacids, didanosine* and sucralfate. Calcium has minimal impact on levofloxacin absorption.
  • Moxifloxacin should not be taken within 6 hours of antacids containing magnesium or aluminum, didanosine*, sucralfate, iron or zinc preparations.
  • Delafloxacin should be taken at least 2 hours before or 6 hours after antacids containing aluminium/magnesium, sucralfate, iron, zinc or didanosine*.

*Any buffered anti-retroviral tablet containing magnesium or aluminium as the buffering agent will interact.

  • Warfarin: potentiated effect → INR monitoring
  • CYP1A2 inhibition (ciprofloxacin): ↑ levels of theophylline, tizanidine (contraindicated), clozapine, duloxetine, ropinirole and agomelatine 
  • Phenytoin: serum level ↑ or ↓ by ciprofloxacin 
  • Ciprofloxacin may increase levels of ropinirole, clozapine, sildenafil, duloxetine, lidocaine and zolpidem
  • Caution with drugs that affect tubular renal secretion (e.g. probenecid, cimetidine, furosemide and methotrexate)
    • ↑ ofloxacin, ciprofloxacin and levofloxacin levels
    • ↑ toxicity of methotrexate
  • Ofloxacin may ↑ glibenclamide level
  • Charcoal ↓ absorption of moxifloxacin and can be used in moxifloxacin overdose

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