THE STRUCTURE OF PAPAVERINE IN SOLUTION AS DETERMINED BY H-1 NUCLEAR MAGNETIC-RELAXATION METHODS
THE STRUCTURE OF PAPAVERINE IN SOLUTION AS DETERMINED BY H-1 NUCLEAR MAGNETIC-RELAXATION METHODS
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DOI：
10.1071/ch9870915
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发表时间：
1987-01-01
影响因子：
1.1
通讯作者：
SIMMONDS, PM
中科院分区：
文献类型：
--
作者：
RAE, ID;SIMMONDS, PM
本文研究了罂粟碱分子在CDCl_3溶液中的氢弛豫，从而导出了C_1-CH_2键的构象。这是对罂粟碱本身进行的，其中H5和H8的共振基于NOESY光谱重新分配，并且在7-OC 2 H3类似物中，其光谱证实了重新分配。扭转角C8 a-C1-CH 2-C的值在70 °和92 °之间，与罂粟碱、其盐酸盐和相关的生物碱异塞凡宁的晶体中发现的那些（均在68 - 94 °范围内）非常一致。构象能计算显示在60 - 70 °范围内的宽能量最小值。罂粟碱的6，7-亚甲二氧基类似物具有基本上相同的构象，但在溶液中翻滚得更快，其τ c值为1.9 × 10 - 6。10-11秒，而罂粟碱的值为5.6 × 10 - 11秒。10-11 s（来自1H弛豫）和3.1 × 10 - 11 s（来自1H弛豫）。10-11 s（来自13 C弛豫）。
Hydrogen relaxation in the papaverine molecule in CDCl3 solution has been studied so as to derive the conformation about the C1-CH2 bond. This was done for papaverine itself, in which the resonances of H5 and H8 were reassigned on the basis of NOESY spectra, and in the 7-OC2H3 analogue, the spectrum of which confirms the reassignment. The value for the torsional angle C8a-C1-CH2-C lays between 70 and 92.degree., in good agreement with those found in crystals of papaverine, its hydrochloride, and the related alkaloid isosevanine (all in the range 68-94.degree.). Conformational energy calculations show a broad energy minimum over the range 60-70.degree.. The 6,7-methylenedioxy analogue of papaverine has essentially the same conformation but tumbles more rapidly in solution, the .tau.c value for it being 1.9 .times. 10-11 s whereas values for papaverine were 5.6 .times. 10-11 s (from 1H relaxation) and 3.1 .times. 10-11 s (from 13C relaxation).