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IRL 1620, Succinyl‐[Glu 9 ,Ala 11,15 ]‐Endothelin‐1(8‐21), A Highly Specific Agonist of the ET B Receptor

1993; Wiley; Volume: 11; Issue: 3 Linguagem: Inglês

10.1111/j.1527-3466.1993.tb00190.x

1527-3466

Andrew F. James, Yoshihiro Urade, Randy L. Webb, Hideaki Karaki, Ichiro Umemura, Yasushi Fujitani, Kyoko Oda, Toshikazu Okada, Rodney W. Lappe, Michihiro Takai,

Renin-Angiotensin System Studies

Cardiovascular Drug ReviewsVolume 11, Issue 3 p. 253-270 Free to Read IRL 1620, Succinyl-[Glu9,Ala11,15]-Endothelin-1(8-21), A Highly Specific Agonist of the ETB Receptor Andrew F. James, Andrew F. James International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorYoshihiro Urade, Yoshihiro Urade International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorRandy L. Webb, Randy L. Webb Research Dept., Pharmaceuticals Division, Ciba-Geigy Corp., Summit, New Jersey, U.S.A.Search for more papers by this authorHideaki Karaki, Hideaki Karaki Dept. of Veterinary Pharmacology, The University of Tokyo, Tokyo, Japan.Search for more papers by this authorIchiro Umemura, Ichiro Umemura International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorYasushi Fujitani, Yasushi Fujitani International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorKyoko Oda, Kyoko Oda International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorToshikazu Okada, Toshikazu Okada International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorRodney W. Lappe, Rodney W. Lappe Research Dept., Pharmaceuticals Division, Ciba-Geigy Corp., Summit, New Jersey, U.S.A.Search for more papers by this authorMichihiro Takai, Corresponding Author Michihiro Takai International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanAddress correspondence and reprint requests to Dr. M. Takai at Department of Analytics and Informatics, International Research Laboratories, Ciba-Geigy Japan Ltd., 10-66, Miyuki-cho, Takarazuka 665, Hyogo, Japan.Search for more papers by this author Andrew F. James, Andrew F. James International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorYoshihiro Urade, Yoshihiro Urade International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorRandy L. Webb, Randy L. Webb Research Dept., Pharmaceuticals Division, Ciba-Geigy Corp., Summit, New Jersey, U.S.A.Search for more papers by this authorHideaki Karaki, Hideaki Karaki Dept. of Veterinary Pharmacology, The University of Tokyo, Tokyo, Japan.Search for more papers by this authorIchiro Umemura, Ichiro Umemura International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorYasushi Fujitani, Yasushi Fujitani International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorKyoko Oda, Kyoko Oda International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorToshikazu Okada, Toshikazu Okada International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanSearch for more papers by this authorRodney W. Lappe, Rodney W. Lappe Research Dept., Pharmaceuticals Division, Ciba-Geigy Corp., Summit, New Jersey, U.S.A.Search for more papers by this authorMichihiro Takai, Corresponding Author Michihiro Takai International Research Laboratories, Ciba-Geigy Japan Ltd., Takarazuka, JapanAddress correspondence and reprint requests to Dr. M. Takai at Department of Analytics and Informatics, International Research Laboratories, Ciba-Geigy Japan Ltd., 10-66, Miyuki-cho, Takarazuka 665, Hyogo, Japan.Search for more papers by this author First published: September 1993 https://doi.org/10.1111/j.1527-3466.1993.tb00190.xCitations: 16AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat REFERENCES 1 Arai H, Hori S, Aramori I, Ohkubo H, Nakanishi S. Cloning and expression of cDNA encoding an endothelin receptor. Nature (Lond) 1990; 348: 730–732. 10.1038/348730a0 CASPubMedWeb of Science®Google Scholar 2 Batra VK, McNeill JR, Xu Y, Wilson TW, Gopalakrishnan V. ETB receptors on aortic smooth muscle cells of spontaneously hypertensive rats. Am J Physiol 1993; 264: C479–C484. 10.1152/ajpcell.1993.264.2.C479 CASPubMedWeb of Science®Google Scholar 3 Bazil MK, Webb RL, Lappe RW Pharmacologic characterization of an endothelin A (ETA) receptor antagonist in conscious rats. J Cardiovasc Pharmacol 1992; 20: 940–948. CASPubMedGoogle Scholar 4 Bigaud M, Pelton JT Discrimination between ETA- and ETB-receptor-mediated effects of endothelin-1 and [Ala1,3,11,15]endothelin-1 by BQ 123 in the anaesthetized rat. Br J Pharmacol 1992; 107: 912–918. 10.1111/j.1476-5381.1992.tb13385.x CASPubMedWeb of Science®Google Scholar 5 Black PN, Ghatei MA, Takahashi K, et al. Formation of endothelins by cultured airway epithelial cells. FEBS Lett 1989; 255: 129–132. 10.1016/0014-5793(89)81075-0 CASPubMedWeb of Science®Google Scholar 6 Cardell LO, Uddman R, Edvinsson L. A novel ETA-receptor antagonist, FR 139317, inhibits endothelin-induced contractions of guinea-pig arteries, but not trachea. Br J Pharmacol 1993; 108: 448–452. 10.1111/j.1476-5381.1993.tb12824.x CASPubMedWeb of Science®Google Scholar 7 Clozel M, Breu V, Burri K, et al. The discovery of Ro 46-2005, an orally available non-peptide antagonist of ETA and ETB receptors. J Cardiovasc Pharmacol (Suppl X) (in press). PubMedGoogle Scholar 8 Clozel M, Gray GA, Breu V, Loffler BM, Osterwalder R. The endothelin ETB receptor mediates both vasodilation and vasoconstriction in vivo Biochem Biophys Res Commun 1992; 186: 867–873. 10.1016/0006-291X(92)90826-7 CASPubMedWeb of Science®Google Scholar 9 Cody WL, Doherty AM, He JX, et al. Design of a function hexapeptide antagonist of endothelin. J Med Chem 1992; 35: 3303–3306. 10.1021/jm00095a029 CASPubMedWeb of Science®Google Scholar 10 Cristol JP, Warner TD, Thiemermann C, Vane JR Mediation via different receptors of the vasoconstrictor effects of endothelins and sarafotoxins in the systemic circulation and renal vasculature of the anaesthetized rat. Br J Pharmacol 1993; 108: 776–779. 10.1111/j.1476-5381.1993.tb12877.x CASPubMedWeb of Science®Google Scholar 11 DeNucci G, Thomas R, D'Orleans-Juste P, et al. Pressor effects of circulating endothelin are limited by its removal in the pulmonary circulation and by the release of prostacyclin and endothelium-derived relaxing factor. Proc Natl Acad Sci USA 1988; 85: 9797–9800. 10.1073/pnas.85.24.9797 CASPubMedWeb of Science®Google Scholar 12 Doherty AM Endothelin: a new challenge. J Med Chem 1992; 35: 1493–1508. 10.1021/jm00087a001 CASPubMedWeb of Science®Google Scholar 13 Douglas SA, Hiley CR Endothelium-dependent mesenteric vasorelaxant effects and systemic actions of endothelin(16-21) and other endothelin related peptides in the rat. Br J Pharmacol 1991; 104: 311–320. 10.1111/j.1476-5381.1991.tb12428.x CASPubMedWeb of Science®Google Scholar 14 Elshourbagy NA, Korman DR, Wu H-L, et al. Molecular characterization and regulation of the human endothelin receptors. J Biol Chem 1993; 268: 3873–3879. 10.1016/S0021-9258(18)53554-7 CASPubMedWeb of Science®Google Scholar 15 Fujitani Y, Oda K, Takimoto M, Inui T, Okada T, Urade Y. Autocrine receptors for endothelins in the primary culture of endothelial cells of human umbilical vein. FEBS Lett 1992; 298: 79–83. 10.1016/0014-5793(92)80026-D CASPubMedWeb of Science®Google Scholar 16 Fujitani Y, Ueda H, Okada T, Urade Y, Karaki H. A selective agonist of endothelin type B receptor, IRL 1620, stimulates cyclic GMP increase via nitric oxide formation in rat aorta. J Pharm Exp Ther (in press). Google Scholar 17 Gardiner SM, Kemp PA, Bennett T, Davenport AP Regional hemodynamic responses to [Ala1,3,11,15Jendothelin-1 in conscious rats [Abstract]. Br J Pharmacol 1992; 107: 415P. Web of Science®Google Scholar 18 Hay DWP Pharmacological evidence for distinct endothelin receptors in guinea-pig bronchus and aorta. Br J Pharmacol 1992; 106: 759–761. 10.1111/j.1476-5381.1992.tb14407.x CASPubMedWeb of Science®Google Scholar 19 Herman F, Magyar K, Chabrier PE, Braquet P, Filep J. Prostacyclin mediates antiaggregatory and hypotensive actions of endothelin in anaesthetized beagle dogs. Br J Pharmacol 1989; 98: 38–40. 10.1111/j.1476-5381.1989.tb16859.x CASPubMedWeb of Science®Google Scholar 20 Hosokawa M, Kishimoto H, Tsukada H, et al. Regulation of ion transport by endothelins in rat distal colon: effects of an ETA antagonist (PR 139317) and an ETB agonist (IRL 1620) [Abstract]. Gastroenterology 1993; 104: A254. Web of Science®Google Scholar 21 Hu S, Kim HS, Lappe RW, Webb RL Coupling of endothelin receptors to ion channels in rat glomerular mesangial cells. J Cardiovasc Pharmacol (Suppl X) (in press). PubMedGoogle Scholar 22 Ihara M, Noguchi K, Saeki T, et al. Biological profiles of highly potent novel endothelin antagonists selective for the ETA receptor. Life Sci 1991; 50: 247–255. 10.1016/0024-3205(92)90331-I CASWeb of Science®Google Scholar 23 Kajita H, Tatsuta H, Ueda S, Urade Y, Okada T, Okada Y. Coupling of endothelin B receptors to maxi chloride channels in gastric parietal cells of guinea pig [Abstract]. Jpn J Physiol 1993; 43(S2): 566. Google Scholar 24 Karaki H, Sudjarwo SA, Hori M, Takai M, Urade Y, Okada T. IRL1620, a novel and selective agonist at the endothelin ETB receptor, induces endothelium-dependent relaxation in the rat aorta. Br J Pharmacol 1993; 109: 486–490. 10.1111/j.1476-5381.1993.tb13595.x CASPubMedWeb of Science®Google Scholar 25 Karaki H, Sudjarwo SA, Hori M, Takai M, Urade Y, Okada T. Endothelin B receptor antagonist, IRL 1038, selectively inhibits the endothelin-induced endothelium-dependent vascular relaxation. Eur J Pharmacol 1993; 231: 371–374. 10.1016/0014-2999(93)90112-U CASPubMedWeb of Science®Google Scholar 26 Le Monnier de Gouville, AC, Cavero I. Cross tachyphylaxis to endothelin isopeptide-induced hypotension: a phenomenon not seen with proendothelin. Br J Pharmacol 1991; 104: 77–84. 10.1111/j.1476-5381.1991.tb12388.x PubMedGoogle Scholar 27 Lin HY, Kaji E, Winkel GK, Ives HE, Lodish HF Cloning and functional expression of a vascular smooth muscle endothelin 1 receptor. Proc Natl Acad Sci USA 1991; 88: 3185–3189. 10.1073/pnas.88.8.3185 CASPubMedWeb of Science®Google Scholar 28 Masaki T, Yanagisawa M, Goto K. Physiology and pharmacology of endothelins. Med Res Rev 1992; 12: 391–421. 10.1002/med.2610120405 CASPubMedWeb of Science®Google Scholar 29 Mihara S, Fujimoto M. Non-isopeptide-selective endothelin receptors in human Girardi heart cells. Life Sci 1991; 50: 219–226. 10.1016/0024-3205(92)90275-T Web of Science®Google Scholar 30 Miller D, Webb RL, Lappe RW Hemodynamic effects of intrarenal infusion of IRL 1620, a selective ETB agonist, in anesthetized dogs. J Cardiovasc Pharmacol (Suppl X) (in press). PubMedGoogle Scholar 31 Miller RJ, Pelton JT, Huggins IP Endothelins—from receptors to medicine. Trends Pharmacol Sci 1993; 14: 54–60. 10.1016/0165-6147(93)90031-E CASPubMedWeb of Science®Google Scholar 32 Moreland S, McMullen DM, Delaney CL, Lee VG, Hunt JT Venous smooth muscle contains vasoconstrictor ETB-like receptors. Biochem Biophys Res Commun 1992; 184: 100–106. 10.1016/0006-291X(92)91163-K CASPubMedWeb of Science®Google Scholar 33 Nishiyama M, Takai M, Urade Y, Okada T, Kimura S. Pharmacological evidence that ETB receptor mediates vasoconstriction of isolated rabbit saphenous vein [Abstract]. Jpn J Pharmacol 1993; 61S: 115P. Google Scholar 34 Ohlstein EH, Vickery L, Sauermelch C, Willette RN Vasodilation induced by endothelin: role of EDRF and prostanoids in rat hindquarters. Am J Physiol 1990; 259: H1835–H1841. CASPubMedWeb of Science®Google Scholar 35 Panek RL, Major TC, Hingorani GP, Doherty AM, Taylor DG, Rapundalo ST Endothelin and structurally related analogs distinguish between endothelin receptor subtypes. Biochem Biophys Res Commun 1992; 184: 566–571. 10.1016/0006-291X(92)90519-Q CASWeb of Science®Google Scholar 36 Rubanyi G. Potential physiological and pathological significance of endothelins. Drugs Future 1992; 17: 915–936. Google Scholar 37 Saeki T, Ihara M, Fukuroda T, Yamagiwa M, Yano M. [Ala1,3,11,15]Endothelin-1 analogs with ETB agonistic activity. Biochem Biophys Res Commun 1991; 179: 286–292. 10.1016/0006-291X(91)91367-L CASPubMedWeb of Science®Google Scholar 38 Sakata K, Ozaki H, Known SC, Karaki H. Effects of endothelin on the mechanical activity and cytosolic calcium levels of various types of smooth muscle. Br J Pharmacol 1989; 98: 483–492. 10.1111/j.1476-5381.1989.tb12621.x CASPubMedWeb of Science®Google Scholar 39 Sakurai T, Yanagisawa M, Takuwa Y, et al. Cloning of a cDNA encoding a non-isopeptide-selective subtype of the endothelin receptor. Nature (Lond) 1990; 348: 732–735. 10.1038/348732a0 CASPubMedWeb of Science®Google Scholar 40 Shetty SS, Okada T, Webb RL, DelGrande D, Lappe RW Functionally distinct endothelin B receptors in vascular endothelium and smooth muscle. Biochem Biophys Res Commun 1993; 191: 459–464. 10.1006/bbrc.1993.1240 CASPubMedWeb of Science®Google Scholar 41 Sogabe K, Nirei H, Shoubo M, et al. Pharmacological profile of FR 139317, a novel potent endothelin ETA receptor antagonist. J Pharm Exp Ther 1993; 264: 1040–1046. CASPubMedWeb of Science®Google Scholar 42 Sokolovsky M. Structure-function relationships of endothelins, sarafotoxins and their receptor subtypes. J Neurochem 1992; 59: 809–821. 10.1111/j.1471-4159.1992.tb08318.x CASPubMedWeb of Science®Google Scholar 43 Springall DR, Howarth PH, Counilan H, Djukanovic R, Holgate ST, Polak JM Endothelin immunoreactivity of airway epithelium in asthmatic patients. Lancet 1991; 337: 697–701. 10.1016/0140-6736(91)90279-X CASPubMedWeb of Science®Google Scholar 44 Sudjarwo SA, Hori M, Karaki H. Effect of endothelin-3 on cytosolic calcium levels in vascular endothelium and smooth muscle contraction. Eur J Pharmacol 1993; 229: 137–142. 10.1016/0014-2999(92)90547-H CASPubMedWeb of Science®Google Scholar 45 Sudjarwo SA, Hori M, Takai M, Urade Y, Okada T, Karaki H. A novel subtype of endothelin B receptor mediating contraction in swine pulmonary vein. Life Sci 1993; 53: 431–437. 10.1016/0024-3205(93)90647-L CASPubMedWeb of Science®Google Scholar 46 Sumner MJ, Cannon TR, Mundin JW, White DG, Watts IS Endothelin ETA and ETB receptors mediate vascular smooth muscle contraction. Br J Pharmacol 1992; 107: 858–680. 10.1111/j.1476-5381.1992.tb14537.x CASPubMedWeb of Science®Google Scholar 47 Takai M, Umemura I, Yamasaki K, et al. A potent and specific agonist, Suc-[Glu9,Ala11,15]-endothelin-1(8-21), IRL 1620, for the ETB receptor. Biochem Biophys Res Commun 1992; 184: 953–959. 10.1016/0006-291X(92)90683-C CASPubMedWeb of Science®Google Scholar 48 Takimoto M, Inui T, Okada T, Urade Y. Contraction of smooth muscle by activation of endothelin receptors on autonomic neurons. FEBS Lett 1993; 324: 277–282. 10.1016/0014-5793(93)80134-G CASPubMedWeb of Science®Google Scholar 49 Urade Y, Fujitani Y, Oda K, et al. An endothelin B receptor-selective antagonist: IRL 1038, [Cys11-Cys15]-endothelin-1(11-21). FEBS Lett 1992; 311: 12–16. 10.1016/0014-5793(92)81355-P CASPubMedWeb of Science®Google Scholar 50 Warner TD, Allcock GH, Corder R, Vane JR Selective endothelin receptor agonists and antagonists suggest three endothelin receptors. J Cardiovasc Pharmacol (Suppl X) (in press). PubMedGoogle Scholar 51 Watakabe T, Urade Y, Takai M, Umemura I, Okada T. A reversible radioligand for the ETB receptor: [125I]Try13-Suc-[Glu9,Ala11,15]-endothelin-1(8-21), [125I]IRL 1620. Biochem Biophys Res Commun 1992; 185: 867–873. 10.1016/0006-291X(92)91707-W CASPubMedWeb of Science®Google Scholar 52 Webb RL, Okada T, Barclay BW, Lappe RW Central and peripheral actions of IRL 1620, an ETB selective endothelin (ET) receptor agonist in conscious rats [Abstract]. Hypertension 1992; 20: 425. Web of Science®Google Scholar Citing Literature Volume11, Issue3September 1993Pages 253-270 ReferencesRelatedInformation