Absolute configuration assignment and enantiopurity determination of chiral alkaloids and coumarins derived from O- and C-prenyl epoxides

被引:18
作者
Boyd, DR [1 ]
Sharma, ND
Loke, PL
Malone, JF
McRoberts, WC
Hamilton, JTG
机构
[1] Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland
[2] Dept Agr & Rural Dev No Ireland, Belfast BT9 5PX, Antrim, North Ireland
[3] Queens Univ Belfast, Sch Agr & Food Sci, Belfast BT9 5PX, Antrim, North Ireland
关键词
D O I
10.1039/b208978e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A combination method of ozonolysis and chiral stationary phase (CSP)-GC-MS analysis has been developed to determine the enantiopurity values and absolute configurations of a range of alkaloid and coumarin hemiterpenoids derived from C- and O-prenyl epoxides.
引用
收藏
页码:3070 / 3071
页数:2
相关论文
共 17 条
[1]   COUMARINS OF SKIMMIA-JAPONICA [J].
ATKINSON, E ;
BOYD, DR ;
GRUNDON, MF .
PHYTOCHEMISTRY, 1974, 13 (05) :853-855
[2]   QUINOLINE ALKALODIS .9. A PARTIAL ASYMMETRIC SYNTHESIS OF ORIXINE [J].
BOWMAN, RM ;
GRUNDON, MF .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (22) :2368-&
[3]  
BOWMAN RM, 1978, J CHEM SOC C, V50, P143
[4]   A H-1-NMR METHOD FOR THE DETERMINATION OF ENANTIOMERIC EXCESS AND ABSOLUTE-CONFIGURATION OF CIS-DIHYDRODIOL METABOLITES OF POLYCYCLIC ARENES AND HETEROARENES [J].
BOYD, DR ;
SHARMA, ND ;
BOYLE, R ;
MCMORDIE, RAS ;
CHIMA, J ;
DALTON, H .
TETRAHEDRON LETTERS, 1992, 33 (09) :1241-1244
[5]   Synthesis and absolute stereochemistry assignment of enantiopure dihydrofuro- and dihydropyrano-quinoline alkaloids [J].
Boyd, DR ;
Sharma, ND ;
Barr, SA ;
Carroll, JG ;
Mackerracher, D ;
Malone, JF .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (20) :3397-3405
[6]  
COLLINS JF, 1969, CHEM COMMUN, P1078
[7]   Microbial biotransformation of veratramine [J].
El Sayed, KA .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (01) :149-151
[8]  
Grundon, 1988, ALKALOIDS, V32, P341
[9]   STEREOCHEMICAL ASPECTS OF BIOLOGICAL OXIDATION OF ARYL ISOPRENOIDS - ASYMMETRIC SYNTHESIS AND ABSOLUTE-CONFIGURATION OF MERANZIN AND OF MERANZIN HYDRATE [J].
GRUNDON, MF ;
MCCOLL, IS .
PHYTOCHEMISTRY, 1975, 14 (01) :143-150
[10]   BIOSYNTHESIS OF AROMATIC HEMITERPENES [J].
GRUNDON, MF .
TETRAHEDRON, 1978, 34 (02) :143-161