Analgesic activity and selectivity of isothiocyanate derivatives of fentanyl analogs for opioid receptors

doi:10.1016/S0024-3205(99)00404-X

CORC > 上海药物研究所 > 中国科学院上海药物研究所 > 药理学第一研究室

	Analgesic activity and selectivity of isothiocyanate derivatives of fentanyl analogs for opioid receptors
	Chen, BY; Jin, WQ; Chen, J; Chen, XJ; Zhu, YC; Chi, ZQ
刊名	LIFE SCIENCES
	1999-09-03
卷号	65 期号:15 页码:1589-1595
关键词	isothiocyanate derivatives fentanyl analogs analgesia opioid receptors binding selectivity bioassay
ISSN号	0024-3205
DOI	10.1016/S0024-3205(99)00404-X
文献子类	Article
英文摘要	The analgesic activity and opioid receptor binding characteristics were studied for the isothiocyanate ohmefentanyl (OMFIT), and isothiocyanate carfentanil (CarFIT), isothiocyanate 4-methoxymethylfentanyl (MethoFIT), isothiocyanate 3-methylfentanyl (superFIT) and their amide analogs. Antinociceptive activity was evaluated using the mouse hot plate test; selectivity for opioid receptor was determined in bioassay and binding assay. SuperFIT, CarFIT, OMFIT and MethoFIT exhibited an analgesic ED50 lower than those of their parent compounds without isothiocyanate (SCN) group. Furthermore these compounds exhibited potent inhibitory actions on the electrically evoked contractions of mouse vas deferens, which could, be antagonized by naloxone, but their actions were weaker than those of their parent compounds without SCN-group. The inhibitory actions of these compounds on binding of [H-3]OMF to mouse brain membrane was weaker than those of their parent compounds without SCN-group. CarFIT and MethoFIT showed weaker inhibitory actions on the binding of [H-3] DADLE than their parent compounds without SCN-group, but SuperFIT and OMFIT stronger than their parent compounds, 3-methylfentanyl and ohmefentanyl. The selectivity of these isothiocyanate derivatives for delta opioid receptors increased. In conclusion, introducing isothiocyanato-group into 1-position of phenyl ring of ohmefentanyl and other fentanyl analogs would enhance the selectivity of these compounds for delta-opioid receptors, but decrease their analgesic activity.
WOS关键词	MU-OPIATE ; CIS-(+)-3-METHYLFENTANYL ISOTHIOCYANATE ; MEDIATED PHENOMENA ; DELTA-OPIATE ; ANTAGONISTS ; MORPHINE ; LIGANDS ; BINDING ; AGONIST ; PROBES
WOS研究方向	Research & Experimental Medicine ; Pharmacology & Pharmacy
语种	英语
出版者	PERGAMON-ELSEVIER SCIENCE LTD
WOS记录号	WOS:000082453100009
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/274696]
专题	药理学第一研究室
通讯作者	Jin, WQ
作者单位	Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 200031, Peoples R China
推荐引用方式 GB/T 7714	Chen, BY,Jin, WQ,Chen, J,et al. Analgesic activity and selectivity of isothiocyanate derivatives of fentanyl analogs for opioid receptors[J]. LIFE SCIENCES,1999,65(15):1589-1595.
APA	Chen, BY,Jin, WQ,Chen, J,Chen, XJ,Zhu, YC,&Chi, ZQ.(1999).Analgesic activity and selectivity of isothiocyanate derivatives of fentanyl analogs for opioid receptors.LIFE SCIENCES,65(15),1589-1595.
MLA	Chen, BY,et al."Analgesic activity and selectivity of isothiocyanate derivatives of fentanyl analogs for opioid receptors".LIFE SCIENCES 65.15(1999):1589-1595.