Ciprofloxacin chemical structure
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Ciprofloxacin

Ciprofloxacin is the generic international name for the synthetic antibiotic manufactured and sold by Bayer Pharmaceutical under the brand names Cipro® and Ciproxin® (and other brand names in other markets, e.g. veterinary drugs), belonging to a group called fluoroquinolones. Ciprofloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase, which allows the untwisting required to replicate one DNA double helix into two. more...

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Notably the drug has 100 times higher affinity for bacterial DNA gyrase than for mammalian.

Activity

Ciprofloxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria.

  • Enterobacteriaceae
  • Vibrio
  • Haemophilus influenzae
  • Neisseria gonorrhoeae
  • Neisseria menigitidis
  • Moraxella catarrhalis
  • Brucella
  • Campylobacter
  • Mycobacterium intracellulare
  • Legionella sp.
  • Pseudomonas aeruginosa
  • Bacillus anthracis - that causes anthrax

Weak activity against:

  • Streptococcus pneumoniae
  • Chlamydia trachomatis
  • Chlamydia pneumoniae

No activity against:

  • Bacteroides
  • Burkholderia cepacia
  • Enterococcus faecium
  • Ureaplasma urealyticum
  • and others

The major adverse effect seen with use of is gastrointestinal irritation, common with many antibiotics. Because of its general safety, potency and broad spectrum activity, ciprofloxacin was initially reserved as a "last-resort" drug for use on difficult and drug-resistant infections. As with any antibiotic, however, increasing time and usage has led to an increase in ciprofloxacin-resistant infections, mainly in the hospital setting. Also implicated in the rise of resistant bacteria is the use of lower-cost, less potent fluoroquinolones, and the widespread addition of ciprofloxacin and other antibiotics to the feed of farm animals, which leads to greater and more rapid weight gain, for reasons which are not clear.

Label information

The drug is available for oral and parenteral use. It is used in lower respiratory infections (pneumonias), urinary tract infections, STDs, septicemias, Legionellosis and atypical Mycobacterioses. Dosage in respiratory infections is 500-1500 mg a day in 2 doses.

It is contraindicated in children, pregnancy, and in patients with epilepsy. Dose adjustment or avoidance may be necessary with liver or renal failure.

Ciprofloxacin can cause photosensitivity reactions and can elevate plasma theophylline levels to toxic values. It can also cause constipation and sensitivity to caffeine.

Interactions

Quercetin, a flavonoid occasionally used as a dietary supplement may interact with fluroquinolones, as quercetin competitively binds to bacterial DNA gyrase. Some foods such as garlic and apples contain high levels of quercetin. Whether this inhibits or enhances the effect of Fluoroquinolones is not immediately clear.

Read more at Wikipedia.org


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Calcium-fortified orange juice blocks absorption of ciprofloxacin - Literature Review & Commentary - Brief Article
From Townsend Letter for Doctors and Patients, 7/1/02 by Alan R. Gaby

Fifteen healthy volunteers participated in a randomized, crossover study in which they consumed single doses of oral ciprofloxacin with water, with orange juice, and with calcium-fortified orange juice. Compared with water, the peak serum concentration (Cmax) of ciprofloxacin was significantly lower when the drug was given with orange juice (-23%; p = 0.001) and with calcium-fortified orange juice (-41%; p < 0.001). The 24-hour ciprofloxacin area under the concentration-time curve (AUC) was also decreased with both forms of the orange juice (-22% and -38%, respectively). The Cmax and AUC was 22% (p = 0.005) and 21% (p = 0.015) lower with fortified than with nonfortified orange juice.

Comment: Current FDA labeling states that ciprofloxacin and most other fluoroquinolones are safe to take with food and dietary calcium but not with calcium supplements. The results of the present study indicate that calcium-fortified orange juice behaves more like a calcium supplement than a food, with respect to ciprofloxacin bioavailability. Concurrent administration of calcium-fortified orange juice significantly reduces the bioavailability of ciprofloxacin, possibly leading to decreased efficacy and the promotion of antibiotic resistance.

Neuhofel AL, et al. Lack of bioequivalence of ciprofloxacin when administered with calcium-fortified orange juice: a new twist on an old interaction. J Clin Pharmacol 2002;42:461-466.

COPYRIGHT 2002 The Townsend Letter Group
COPYRIGHT 2002 Gale Group

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