Anidulafungin
Echinocandin antifungal with unique hepatic degradation pathway, used for invasive candidiasis and esophageal candidiasis.
Chemical Identity
| Property | Value |
|---|---|
| Chemical Formula | C58H73N7O17 |
| Molecular Weight | 1140.24 Da |
| CAS Number | 166663-25-8 |
| Peptide Class | Lipopeptide (Echinocandin) |
| Origin | Semi-synthetic (from Aspergillus nidulans var. echinulatus) |
Structure
Anidulafungin is a semi-synthetic echinocandin derived from echinocandin B. It features a cyclic hexapeptide core with three hydroxyornithine residues and a C5 lipophilic tail. Uniquely among echinocandins, it undergoes slow chemical degradation rather than hepatic metabolism, eliminating drug-drug interaction concerns.
Mechanism of Action
Anidulafungin inhibits beta-1,3-D-glucan synthase, blocking fungal cell wall synthesis. It is fungicidal against Candida species and fungistatic against Aspergillus. The enzyme target is specific to fungi, with no mammalian homolog.
Clinical Applications
- Invasive candidiasis/candidemia: First-line therapy
- Esophageal candidiasis: Including fluconazole-refractory cases
- Candida peritonitis: Intra-abdominal candidiasis
- Aspergillosis: Combination or salvage therapy
Pharmacokinetics
- Half-life: 26 hours
- Protein binding: >99%
- Metabolism: Spontaneous chemical degradation (non-enzymatic)
- Elimination: Fecal (primarily as degradation products)
- Loading dose: 200 mg day 1, then 100 mg daily
Safety and Side Effects
Hepatotoxicity (mild LFT elevations), hypokalemia, diarrhea, nausea, and histamine-related flushing with rapid infusion. No significant drug-drug interactions due to non-enzymatic elimination.
References
- Krause, D.S., et al. (2004). Anidulafungin versus fluconazole for esophageal candidiasis. Clinical Infectious Diseases, 39, 766-772.
- Vazquez, J.A., et al. (2014). Anidulafungin for invasive candidiasis. Clinical Infectious Diseases, 58, 1207-1216.
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