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Fluorination of the quinolone ring added what major change in fluoroquinolone clinical utility?

User Wageoghe
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The fluorination of the quinolone ring in the creation of fluoroquinolones led to an enhanced spectrum of activity against various bacteria, improved potency, and better bioavailability, transforming them into highly effective treatments for multiple types of infections.

Step-by-step explanation:

The fluorination of the quinolone ring in the development of fluoroquinolones introduced a significant change in their clinical utility. Fluoroquinolones, a class of synthetic antimicrobials that inhibit the activity of bacterial DNA gyrase and topoisomerase IV, differ from their predecessor, nalidixic acid, because of the addition of a fluorine atom at a critical position of the quinolone ring. This structural modification greatly enhanced their spectrum of activity against gram-positive and gram-negative bacteria, including strains resistant to other antibiotics, thereby improving their utility in clinical settings to treat a wide range of infections.

More specifically, the fluorination enhanced fluoroquinolones' potency, increased their bioavailability, and broadened their antibacterial spectrum. They became more effective against both Gram-negative and certain Gram-positive bacteria and demonstrated improved pharmacokinetics and pharmacodynamics. As a result, drugs like ciprofloxacin (Cipro®) and ofloxacin (Floxin®), which are part of this “second generation” of fluoroquinolines, became some of the most commonly prescribed antibiotics for treating various infections including urinary tract, respiratory, abdominal, and skin infections.

User Gwally
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