Cryptocapsinepoxide-Type Carotenoids from Red Mamey, Pouteria sapota

被引:25
作者
Gulyas-Fekete, Gergely [1 ]
Murillo, Enrique [2 ]
Kurtan, Tibor [3 ]
Papp, Tamas [3 ]
Illyes, Tuende-Zita [3 ]
Drahos, Laszlo [4 ]
Visy, Julia [5 ]
Agocs, Attila [1 ]
Turcsi, Erika [1 ]
Deli, Jozsef [1 ]
机构
[1] Univ Pecs, Sch Med, Dept Biochem & Med Chem, H-7624 Pecs, Hungary
[2] Univ Panama, Fac Exact Nat Sci & Technol, Dept Biochem, Panama City, Panama
[3] Univ Debrecen, Fac Sci, Dept Organ Chem, H-4032 Debrecen, Hungary
[4] Hungarian Acad Sci, Res Ctr Nat Sci, Inst Organ Chem, H-1025 Budapest, Hungary
[5] Hungarian Acad Sci, Res Ctr Nat Sci, Inst Mol Pharmacol, H-1025 Budapest, Hungary
来源
JOURNAL OF NATURAL PRODUCTS | 2013年 / 76卷 / 04期
基金
新加坡国家研究基金会;
关键词
PAPRIKA CAPSICUM-ANNUUM; ASPARAGUS-OFFICINALIS; LILIUM-TIGRINUM; FRUITS; CHROMOPLASTS; 3,6-EPOXIDES;
D O I
10.1021/np3007827
中图分类号
Q94 [植物学];
学科分类号
071001 [植物学];
摘要
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-epwddes was performed, and HPLC-ECD analysis allowed configurational assignment of the separated stereoisomers.
引用
收藏
页码:607 / 614
页数:8
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