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.
Molecular Formula | C15H22O3 |
References |
Masataka I et al (2006) Syntheses of biologically active natural products and leading compounds for new pharmaceuticals employing effective construction of a polycyclic skeleton. Chem Pharm Bull. 54:765 Takamatsu S et al (1978) Studies on the biosynthesis of pentalenolactone, Part II: Isolation of pentalenic acid and pentalenolactone H. Tetrahedron Lett.19:4411 Takamatsu S (2011) 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. J Antibiot. 64:65 |