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Fusafungine

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Fusafungine
Clinical data
Other namesFusafungin
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • cyclo[N-oxa-DL-valyl-N-methyl-L-valyl-N-oxa-DL-valyl-N-methyl-L-valyl-N-oxa-DL-valyl-N-methyl-L-valyl]
CAS Number
PubChem CID
DrugBank
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.014.306 Edit this at Wikidata
Chemical and physical data
FormulaC33H57N3O9
Molar mass639.81 g·mol−1
3D model (JSmol)
Melting point125 to 129 °C (257 to 264 °F)
  • CC(C)[C@H]1C(=O)OC(C(=O)N([C@H](C(=O)OC(C(=O)N([C@H](C(=O)OC(C(=O)N1C)C(C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)C
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Fusafungine (INN), also known as fusafungin, is an active agent used in antibiotics for treatment of nasal and throat infection. It also possesses anti-inflammatory properties. Fusafungine is a mixture of enniatin cyclohexadepsipeptides made up of alternating D-α-hydroxyvaleric acid and L-N-methylamino acid residues,[1] produced by the ascomycete Fusarium lateritium, and marketed by Servier under the trade names Locabiotal, Bioparox, and Locabiosol.

According to a pooled analysis study done in the UK for the efficacy of fusafungine in rhinopharingitis, it was found that the proportion of patients who showed an improvement in symptoms from Day 0 to Day 4 of infection was 61.5% with fusafungine vs. 46.8% when compared to a placebo.[2]

In February 2016, the European Medicines Agency recommended the withdrawal of fusafungine from the market due to rare but severe allergic reactions (mainly bronchospasms).[3]

References

  1. ^ Levy D, Bluzat A, Seigneuret M, Rigaud JL (December 1995). "Alkali cation transport through liposomes by the antimicrobial fusafungine and its constitutive enniatins". Biochemical Pharmacology. 50 (12): 2105–7. doi:10.1016/0006-2952(95)02045-4. PMID 8849339.
  2. ^ Lund VJ, Grouin JM, Eccles R, Bouter C, Chabolle F (December 2004). "Efficacy of fusafungine in acute rhinopharyngitis: a pooled analysis". Rhinology. 42 (4): 207–12. PMID 15626253.
  3. ^ "CMDh endorses revocation of authorisations for fusafungine sprays used to treat airway infections". European Medicines Agency. 17 September 2018.