title: Further evidence on the intramolecular lactonization in rat liver microsomal metabolism of 12-O-acetylated retronecine-type pyrrolizidine alkaloids.
abstract: We have previously found evidence of intramolecular lactonization in rat liver microsomal metabolism of isoline, a 12-O-acetylated pyrrolizidine alkaloid. In this study, the metabolism of another 12-O-acetylated pyrrolizidine alkaloid, acetylduciformine, by the proposed transformation pathway was investigated under the same incubation conditions. Two deacetylated metabolites from acetylduciformine were isolated and purified by chromatographic methods, and further characterized based on their physical properties and spectral data. One metabolite (lankongensisine A) was the lactone of another one (duciformine). Both compounds were first obtained as hydrolyzed metabolites from acetylduciformine by rat liver microsomes. More importantly, the present study provided further evidence for the intramolecular lactonization in the microsomal metabolism of 12-O-acetylated retronecine-type PAs.
authors.affiliation: Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education, Wuhan University School of Pharmaceutical Sciences, Wuhan 430071, China. tangj0205@gmail.com
authors.forename: Jun
authors.initials: J
authors.lastname: Tang
authors.affiliation: Department of Pharmacognosy, China Pharmaceutical University, Nanjing 210038, China.
authors.forename: Zhengtao
authors.initials: Z
authors.lastname: Wang
authors.affiliation: Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, Toyama 930-019, Japan.
authors.forename: Teruaki
authors.initials: T
authors.lastname: Akao
authors.affiliation: Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama 930-019, Japan.
authors.forename: Masao
authors.initials: M
authors.lastname: Hattori
mesh_terms: D000107:Acetylation; D000818:Animals; D007783:Lactones / Q000378:metabolism; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D011763:Pyrrolizidine Alkaloids / Q000378:metabolism*; D051381:Rats; D017207:Rats, Sprague-Dawley
chemical_list: D007783:Lactones; D011763:Pyrrolizidine Alkaloids; C014795:retronecine