The Opioid Activity and Receptor Selectivity of Fluorinated Leu^5 Enkephalin Analogues in Vitro and in Vivo
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概要
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The opioid activity and the selectivity for opioid receptor (subtypes) of newly synthesized fluorinated enkephalin (Enk) analogues, [2R, 4R], [2R, 4S], [2S, 4S] and [2S, 4R] trifluoro-Leu^5-Enk (KKF-31,32,33 and 34) were investigated. The inhibitory effect of KKF-compounds on the electrically induced contractions of guinea-pig ileum (GPI) and mouse vas deferens (MVD) were dosedependent but relatively lower than that of L-Leu^5-Enk, except that KKF-34 was rather slightly more potent than L-Leu^5-Enk in MVD preparations. In GPI preparations, the pA_2 values of naloxone for these compounds were higher than those of naltrindole while the values of naltrindole for KKF-compound were higher than those of naloxone in MVD preparations. Intracerebroventricular KKF-31 and KKF-32 at doses of 20 and 10 nmol/mouse, respectively, produced analgesia comparable to 0.1 nmol Tyr-D-Arg-Phe-Lys-NH_2 and 100 nmol Tyr-D-Thr-Gly-Phe-Leu-Thr; however, neither KKF-33 nor 34 produced analgesia up to the doses of 100 nmol/mouse. Both naloxone, 1 mg/kg, i.p., and naltrindole, 10 mg/kg, i.p., antagonized KKF-31- and KKF-32-induced analgesia. The results suggest that the introduction of trifluoromethyl group in Leu^5 results in the alternation of the opioid activity and receptor selectivity. Although KKF-33 and KKF-34 possessed a more potent in vitro inhibitory effect than KKF-31 and KKF-32,mediated through μ- and δ-opioid receptors in both preparations, they did not show any appreciable analgesic effect. KKF-31 and KKF-32 produce naloxone-and naltrindole-reversible analgesia irrespective of in vitro μ- and δ-opioid activity.
- 公益社団法人日本薬学会の論文
著者
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KOBAYASHI Yuriko
Faculty of Pharmaceutical Sciences, Teikyo University
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前田 光子
Life Science Center Faculty Of Pharmaceutical Sciences Kobe Gakuin University
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Maeda M
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University:faculty Of Pharmac
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Tokuyama S
長崎大学 薬 分子薬理
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Tokuyama Shogo
Department Of Clinical Pharmacy Kobe Gakuin University Faculty Of Pharmaceutical Sciences
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KOBAYASHI Yoshiro
Department of Biomolecular Science, Faculty of Science, Toho University
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KANETO Hiroshi
Department of Pharmacology, Faculty of Pharmaceutical Sciences, Nagasaki University
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Kawasaki Koichi
Department Of Neurosurgery Kariwagun General Hospital
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KANETO Hiroshi
Emeritus Professor, Nagasaki University
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Kawasaki Keiko
Biological Science Laboratories Kao Corporation
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Tsuji T
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University:faculty Of Pharmac
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WATANABE Joe
Department of Pharmacology, Faculty of Pharmaceutical Sciences, Nagasaki University
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Takahashi M
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University
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Takahashi Masakatsu
Department Of Pharmacoinformatics School Of Pharmaceutical Sciences Nagasaki University
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Kaneto H
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University
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Kawashima Y
Faculty Of Pharmaceutical Sciences Teikyo University Sagamiko
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Kaneto Hiroshi
Department Of Pharmacology Faculty Of Pharmaceutical Science Nagasaki University
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Yamamoto Yoshihiro
Department Of Biological Science Graduate School Of Science Hiroshima University
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Yamamoto Yoshihiro
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University:faculty Of Pharmac
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MAEDA Mitsuko
Department of Pharmacology, Faculty of Pharmaceutical Sciences, Nagasaki University
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TAGUCHI Takeo
Department of Pharmacology, Faculty of Pharmaceutical Sciences, Nagasaki University
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SHIMOKAWA Kazuhiro
Department of Pharmacology, Faculty of Pharmaceutical Sciences, Nagasaki University
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Kawasaki Koichi
Department Of Anesthesiology And Critical Care Medicine Kagoshima University School Of Medicine
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Watanabe J
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University:faculty Of Pharmac
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Kobayashi Yoshiro
Department Of Biomolecular Science Faculty Of Science Toho University
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Maeda Masatomo
Laboratory Of Biochemistry And Molecular Biology Graduate School Of Pharmaceutical Sciences Osaka Un
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Shimokawa Kazuhiro
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University:faculty Of Pharmac
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Kobayashi Yoshiro
Department Of Anesthesia National Hospital Organization Tokyo Medical Center
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Takahashi Masakatsu
Department of Analytical Research for Pharmacoinformatics, Graduate School of Pharmaceutical Sciences, Nagasaki University
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