Pentalenic acid
Application Notes
Pentalenic acid has been isolated from many Streptomyces sp. as a co-metabolite of the sesquiterpenoid antibiotic pentalenolactone and related natural products. Pentalenic acid is a shunt metabolite in the biosynthesis of the pentalenolactone family. Pentalenic acid itself is a useful polycyclic skeleton for structural modification. Members of the pentalenolactone family show antitumor, immunosuppressant and antidiabetic effects, but the bioprofile of pentalenic acid is largely unexplored.
References
- Studies on the biosynthesis of pentalenolactone, Part II: Isolation of pentalenic acid and pentalenolactone H. Takamatsu S. et al. Tetrahedron Lett.1978, 19, 4411.
- Pentalenic acid is a shunt metabolite in the biosynthesis of the pentalenolactone family of metabolites: Hydroxylation of 1-deoxypentalenic acid mediated by CYP105D7 (SAV7469) of Streptomyces avermitilis. Takamatsu S. J Antibiot. 2011, 64, 65.
- Syntheses of biologically active natural products and leading compounds for new pharmaceuticals employing effective construction of a polycyclic skeleton. Masataka I. Chem Pharm Bull. 2006, 54, 765.