Tafluprost

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Tafluprost
Clinical data
Trade namesSaflutan, Taflotan, Zioptan
AHFS/Drugs.comMultum Consumer Information
Routes of
administration		Topical eye drops
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismActivation by ester hydrolysis, deactivation by beta oxidation
Onset of action2–4 hrs
Duration of action≥ 24 hrs
Identifiers
  • Isopropyl (5Z)-7-{(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl}hept-5-enoate
JSmol)
  • CC(C)OC(=O)CCC\C=C/CC(C(O)CC1O)C1\C=C\C(F)(F)COc2ccccc2
  • InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
  • Key:WSNODXPBBALQOF-VEJSHDCNSA-N

Tafluprost (trade names Taflotan by

open-angle glaucoma and in the management of ocular hypertension, alone or in combination with other medication. It reduces intraocular pressure by increasing the outflow of aqueous fluid from the eyes.[2][3]

Adverse effects

The most common side effect is

macular oedema.[2][3][4]

Interactions

Nonsteroidal anti-inflammatory drugs (NSAIDs) can either reduce or increase the effect of tafluprost.[2] Timolol eye drops, a common kind of glaucoma medication, does not negatively interact with this drug.[3]

No interactions with systemic (for example, oral) drugs are expected because tafluprost does not reach relevant concentrations in the bloodstream.[3][4]

Pharmacology

Mechanism of action

Tafluprost is a

prostaglandin F2α (PGF2α). Tafluprost acid is a selective agonist at the prostaglandin F receptor, increasing outflow of aqueous fluid from the eyes and thus lowering intraocular pressure.[3][4]

Other PGF2α analogues with the same mechanism include latanoprost and travoprost.[3]

Pharmacokinetics

Tafluprost, as a

lipophilic ester, easily penetrates the cornea and is then activated to the carboxylic acid, tafluprost acid. Onset of action is 2 to 4 hours after application, the maximal effect is reached after 12 hours, and ocular pressure remains lowered for at least 24 hours.[3][4]

Tafluprost acid is inactivated by

hydroxylated. The cytochrome P450 liver enzymes play no role in the metabolism.[4]

An analogous pathway (at least up to the tetranor-metabolites) has been found for latanoprost and travoprost.

Metabolism. From left to right: tafluprost, tafluprost acid (the active metabolite), 1,2-dinortafluprost acid, 1,2,3,4-tetranortafluprost acid, 1,2,3,4-tetranortafluprost acid lactone[5][6]
A tafluprost/timolol combination ophthalmic solution

References

  1. ^ "Product monograph" (PDF). hres.ca. Retrieved 6 April 2024.
  2. ^ a b c Tafluprost Professional Drug Facts.
  3. ^ a b c d e f g Haberfeld H, ed. (2015). Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag.
  4. ^
    ISBN 978-3-7741-9846-3
    .
  5. S2CID 12425702
    .
  6. PMID 21491995
    .
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