title: Cryptocapsinepoxide-type carotenoids from red mamey, Pouteria sapota.
abstract: New carotenoids, cryptocapsin-5,6-epoxide, 3'-deoxycapsanthin-5,6-epoxide, and cryptocapsin-5,8-epoxides, have been isolated from the ripe fruits of red mamey (Pouteria sapota). Cryptocapsin-5,6-epoxide was prepared by partial synthesis via epoxidation of cryptocapsin, and the (5R,6S)- and (5S,6R)-stereoisomers were identified by HPLC-ECD analysis. Spectroscopic data of the natural (anti) and semisynthetic (syn) derivatives obtained by acid-catalyzed rearrangement of cryptocapsin-5,8-epoxide stereoisomers were compared for structural elucidation. Chiral HPLC separation of natural and semisynthetic samples of cryptocapsin-5,8-epoxides was performed, and HPLC-ECD analysis allowed configurational assignment of the separated stereoisomers.
authors: Department of Biochemistry and Medical Chemistry, Medical School, University of Pécs, Szigeti út 12, 7624 Pécs, Hungary.
authors: Gergely
authors: G
authors: Gulyás-Fekete
authors: Enrique
authors: E
authors: Murillo
authors: Tibor
authors: T
authors: Kurtán
authors: Tamás
authors: T
authors: Papp
authors: Tünde-Zita
authors: TZ
authors: Illyés
authors: László
authors: L
authors: Drahos
authors: Júlia
authors: J
authors: Visy
authors: Attila
authors: A
authors: Agócs
authors: Erika
authors: E
authors: Turcsi
authors: József
authors: J
authors: Deli
mesh_terms: D002338:Carotenoids / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D005638:Fruit / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D032132:Pouteria / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C582643:3'-deoxycapsanthin-5,6-epoxide; C582645:cryptocapsin-5,6-epoxide; C582644:cryptocapsin-5,8-epoxide; D002338:Carotenoids