ASSIGNMENTS OF H-1 AND C-13 NMR RESONANCES OF SOME ISOQUINOLINE ALKALOIDS .2.

被引：27

作者：

JANSSEN, RHAM

WIJKENS, P

KRUK, C

BIESSELS, HWA

MENICHINI, F

THEUNS, HG

机构：

[1] UNIV CALABRIA,DIPARTIMENTO CHIM,I-87030 ARCAVACATA,ITALY

[2] UNIV AMSTERDAM,DEPT ORGAN CHEM,1018 WS AMSTERDAM,NETHERLANDS

来源：

PHYTOCHEMISTRY | 1990年 / 29卷 / 10期

关键词：

1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline; 1,2,3,4-tetrahydro-7,8-dimethoxy-2-methylisoquinoline; !sup]13[!/sup]C{single bond}[!sup]1[!/sup]H shift correlated 2D NMR; !sup]1[!/sup]H and[!sup]13[!/sup]C NMR chemical shift assignments; Alkaloids; alpinigenine; canadine; codeine; heliamine; hydrocotarnine; lanthanide-induced chemical shifts; laudanine; laudanosine; narcotoline; O-methylcorypalline; reticuline; tetrahydrothebaine; α-narcotine; β-narcotine;

D O I：

10.1016/0031-9422(90)80210-8

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Aided by model compounds, lanthanide-induced chemical shifts (LIS) and 2D NMR, the assignment of1H and13C NMR resonances of several isoquinoline alkaloids is discussed and demonstrated. The results obtained necessitate a reversal of many13C NMR assignments reported in the literature. LIS constitutes a valuable tool in assigning NMR resonances and is complementary to other techniques used for this purpose. For β-narcotine it also provides information on the topology of the compound in solution. The spectra of several isoquinoline alkaloids having different structural skeletons are described. These compounds may serve as model compounds in assigning resonances of related alkaloids. © 1990 Pergamon Press plc.

引用

页码：3331 / 3339

页数：9

共 38 条

[1] C-13 NUCLEAR MAGNETIC-RESONANCE OF THE ISOQUINOLINE ALKALOID, NOSCAPINE AND OTHER RELATED-COMPOUNDS [J].