FR 179642
Application Notes
FR 179642 is a member of the echinocandin antifungal family patented in 1991 by Ueda and colleagues at Fujisawa, now Astellas Pharma. FR 179642 is formed by the selective hydrolysis of FR 901379 using a cyclic lipopeptide acylase found in <0.1% of soil microbes, notably three undescribed Streptomyces and two fungi. Like all echocandins, FR 179642 inhibits the synthesis of 1,3-β-D-glucan in the fungal cell wall. FR 179642 is an important pharmaceutical intermediate for production of the commercial antifungal, micafungin.
References
- Preparation of cyclic peptide (echinocandin B) antibiotics. Toshiro I. et al., Eur. Pat. Appl. 1991, EP 462531 A2 Dec 27, 1991.
- Screening and characterization of microorganisms with FR 901379 acylase activity. Ueda S. et al., J. Antibiot. 1992, 63, 65.
- Novel echinocandin antifungals. Part 1: Novel side-chain analogs of the natural product FR901379. Tomishima M. et al., Bioorg. Med. Chem. Letters 2008, 18, 1474.