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Citation: Li Yulin, Lian Hongshou, Hu Jianguo, Chen Changying, Chen Jisheng, Xu Xiaojie, Guan Yue, Luo Yu, Tang Youqi. CONFORMATIONAL ANALYSIS OF THE μ-OPIATE RECEPTOR A NIST FENTANYL DERIVATIVES[J]. Acta Physico-Chimica Sinica, ;1989, 5(06): 681-687. doi: 10.3866/PKU.WHXB19890608 shu

CONFORMATIONAL ANALYSIS OF THE μ-OPIATE RECEPTOR A NIST FENTANYL DERIVATIVES

1.
Institute of Pharmaceutical Chemistry; PLA; Beijing; Institute of Physical Chemistry; Peking University

Received Date: 4 April 1988
Available Online: 15 December 1989

X-ray crystallography and computer-assisted conformational analysis and computer graphics studies were performed for seven Fentanyl-type potent a nist of opiate receptor. The results obtained demonstrate that there is a od agreement between the experimentally determined (by X-ray) and the calculated (by DPCILO) conformation of Fentanyl derivatives. The orientation of the N-phenylpropanamide with respect to piperidine ring plays an important role in the binding of Fentanyl-type analgeties to the opiate receptor.
When the N-phenethyl substituent is the antiperiplanar conformation and torsion angle (C_(11)—C_(12)—N_(15)—C(16)) is about 100°, Fentanyl derivatives may interact equally well with the recetor. On the basis of conformational analysis and molecular graphics fit the model for the requirements of the receptor has also been discussed.
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