ISOLATION AND STRUCTURAL CHARACTERIZATION OF KAMAHINE-C - AN UNUSUAL SPIROKETAL FOUND IN A NATIVE NEW-ZEALAND HONEY

被引:6
作者
BROOM, SJ [1 ]
WILKINS, AL [1 ]
EDE, RM [1 ]
LU, YR [1 ]
机构
[1] UNIV WAIKATO,DEPT CHEM,PRIVATE BAG 3105,HAMILTON,NEW ZEALAND
关键词
HONEY; ISOLATION; DEGRADED CAROTENOID; NUCLEAR MAGNETIC RESONANCE; X-RAY CRYSTALLOGRAPHY;
D O I
10.1016/S0040-4039(00)60043-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The diethyl ether extract of honey from the flowers of the New Zealand native tree Kamahi (Weinmannia racemosa) has been found to contain three diastereoisomers of an unusual degraded carotenoid with a 14 carbon skeleton. After acetylation, one of the isomers, 1b, was fully characterised by multidimensional H-1 and C-13 NMR spectroscopy and single crystal X-ray crystallography, showing that the parent alcohol (Kamahine C, 1a) was 4,5-dihydro-1',5-dihydroxy-2',4,8',8'-tetramethylspiro[furan-2(3)H,7'-[6]oxabicyclo-[3,2,1]oct[2]ene]-4'-one.
引用
收藏
页码:6201 / 6204
页数:4
相关论文
共 16 条
[1]  
[Anonymous], 1986, SHELXS86 PROGRAM SOL
[2]   MLEV-17-BASED TWO-DIMENSIONAL HOMONUCLEAR MAGNETIZATION TRANSFER SPECTROSCOPY [J].
BAX, A ;
DAVIS, DG .
JOURNAL OF MAGNETIC RESONANCE, 1985, 65 (02) :355-360
[3]   H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].
BAX, A ;
SUMMERS, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094
[4]   AN IMPROVED METHOD FOR HETERONUCLEAR CHEMICAL-SHIFT CORRELATION BY TWO-DIMENSIONAL NMR [J].
BAX, A ;
MORRIS, GA .
JOURNAL OF MAGNETIC RESONANCE, 1981, 42 (03) :501-505
[5]   CAROTENOIDS AND POLYTERPENOIDS [J].
BRITTON, G .
NATURAL PRODUCT REPORTS, 1991, 8 (03) :223-249
[6]   SYNTHESIS OF (+/-)-E-4-(1,2,4-TRIHYDROXY-2,6,6-TRIMETHYLCYCLOHEXYL)-BUT-3-EN-2-ONE - A NOVEL DEGRADED CAROTENOID ISOLATED FROM NEW-ZEALAND THYME (THYMUS-VULGARIS) HONEY [J].
BROOM, SJ ;
EDE, RM ;
WILKINS, AL .
TETRAHEDRON LETTERS, 1992, 33 (22) :3197-3200
[7]   DISTORTIONLESS ENHANCEMENT OF NMR SIGNALS BY POLARIZATION TRANSFER [J].
DODDRELL, DM ;
PEGG, DT ;
BENDALL, MR .
JOURNAL OF MAGNETIC RESONANCE, 1982, 48 (02) :323-327
[8]   IMPROVED FREQUENCY-SELECTIVITY IN NUCLEAR OVERHAUSER EFFECT DIFFERENCE SPECTROSCOPY [J].
KINNS, M ;
SANDERS, JKM .
JOURNAL OF MAGNETIC RESONANCE, 1984, 56 (03) :518-520
[9]   IDENTIFICATION OF SOME ANTIBACTERIAL CONSTITUENTS OF NEW-ZEALAND MANUKA HONEY [J].
RUSSELL, KM ;
MOLAN, PC ;
WILKINS, AL ;
HOLLAND, PT .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1990, 38 (01) :10-13
[10]  
SHELDRICK GM, 1976, SHELX PROGRAM CRYSTA