Helen Frankenthaler Foundation

Candida albicans research peptide

A new class of bradykinin antagonists: synthesis and in vitro activity of bissuccinimidoalkane peptide dimers

A new class of bradykinin antagonists: synthesis and in vitro activity of bissuccinimidoalkane peptide dimers

Article May 1, 1992

Authors

  • John C. Cheronis
  • Eric T. Whalley
  • Khe T. Nguyen
  • Shad R. Eubanks
  • Lisa G. Allen
  • Matthew J. Duggan
  • Sharon D. Loy
  • Kathryn A. Bonham
  • James K. Blodgett

Journal Information

Journal of Medicinal Chemistry

Cite this: J. Med. Chem. 1992, 35, 9

Published May 1, 1992

research-article

© American Chemical Society

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ACS Publications © American Chemical Society

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Cited By

This article is cited by 111 publications.

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3.Abdallah Hamzé, Eric Rubi, Pascal Arnal, Michel Boisbrun, Carole Carcel, Xavier Salom-Roig, Marjorie Maynadier, Sharon Wein, Henri Vial, and Michèle Calas. Mono- and Bis-Thiazolium Salts Have Potent Antimalarial Activity. Journal of Medicinal Chemistry 2005, 48 (10) , 3639-3643.
4.Béatrice de Bruin, Bertrand Kuhnast, Françoise Hinnen, Loïc Yaouancq, Mohamed Amessou, Ludger Johannes, Alain Samson, Raphaël Boisgard, Bertrand Tavitian, and Frédéric Dollé. 1-[3-(2-[18F]Fluoropyridin-3-yloxy)propyl]pyrrole-2,5-dione: Design, Synthesis, and Radiosynthesis of a New [18F]Fluoropyridine-Based Maleimide Reagent for the Labeling of Peptides and Proteins. Bioconjugate Chemistry 2005, 16 (2) , 406-420.
5.Yuki Sawada, Hiroshi Kayakiri, Yoshito Abe, Tsuyoshi Mizutani, Noriaki Inamura, Masayuki Asano, Ichiro Aramori, Chie Hatori, Teruo Oku, and Hirokazu Tanaka. A New Class of Nonpeptide Bradykinin B2 Receptor Ligand, Incorporating a 4-Aminoquinoline Framework. Identification of a Key Pharmacophore To Determine Species Difference and Agonist/Antagonist Profile. Journal of Medicinal Chemistry 2004, 47 (10) , 2667-2677.
6.Yuki Sawada, Hiroshi Kayakiri, Yoshito Abe, Keisuke Imai, Tsuyoshi Mizutani, Noriaki Inamura, Masayuki Asano, Ichiro Aramori, Chie Hatori, Akira Katayama, Teruo Oku, and Hirokazu Tanaka. A New Series of Highly Potent Non-Peptide Bradykinin B2 Receptor Antagonists Incorporating the 4-Heteroarylquinoline Framework. Improvement of Aqueous Solubility and New Insights into Species Difference. Journal of Medicinal Chemistry 2004, 47 (7) , 1617-1630.
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11.Norbert Schaschke, Stella Fiori, Elisabeth Weyher, Chantal Escrieut, Daniel Fourmy, Gerhard Müller, and Luis Moroder. Cyclodextrin as Carrier of Peptide Hormones. Conformational and Biological Properties of β-Cyclodextrin/Gastrin Constructs. Journal of the American Chemical Society 1998, 120 (28) , 7030-7038.
12.Yoshito Abe, Hiroshi Kayakiri, Shigeki Satoh, Takayuki Inoue, Yuki Sawada, Keisuke Imai, Noriaki Inamura, Masayuki Asano, Chie Hatori, Akira Katayama, Teruo Oku, and Hirokazu Tanaka. A Novel Class of Orally Active Non-Peptide Bradykinin B2 Receptor Antagonists. 1. Construction of the Basic Framework. Journal of Medicinal Chemistry 1998, 41 (4) , 564-578.
13.Andreas Schwarzer, Tom S. Y. Kim, Volker Hagen, Robert S. Molday, and Paul J. Bauer. The Na/Ca-K Exchanger of Rod Photoreceptor Exists as Dimer in the Plasma Membrane. Biochemistry 1997, 36 (44) , 13667-13676.
14.Siegmund Reissmann, Carola Schwuchow, Lydia Seyfarth, Luis Felipe Pineda De Castro, Claus Liebmann, Inge Paegelow, Heinz Werner, and John M. Stewart. Highly Selective Bradykinin Agonists and Antagonists with Replacement of Proline Residues by N-Methyl-d- and l-phenylalanine. Journal of Medicinal Chemistry 1996, 39 (4) , 929-936.
15.Val S. Goodfellow, Manoj V. Marathe, Karen G. Kuhlman, Timothy D. Fitzpatrick, David Cuadrado, Wendy Hanson, John S. Zuzack, Sherman E. Ross, Maciej Wieczorek, Michael Burkard, and Eric T. Whalley. Bradykinin Receptor Antagonists Containing N-Substituted Amino Acids: In Vitro and in Vivo B2 and B1 Receptor Antagonist Activity. Journal of Medicinal Chemistry 1996, 39 (7) , 1472-1484.
16.Serge Halazy, Michel Perez, Catherine Fourrier, Isabelle Pallard, Petrus J. Pauwels, Christiane Palmier, Gareth W. John, Jean-Pierre Valentin, Régine Bonnafous, and Jean Martinez. Serotonin Dimers: Application of the Bivalent Ligand Approach to the Design of New Potent and Selective 5-HT1B/1D Agonists. Journal of Medicinal Chemistry 1996, 39 (25) , 4920-4927.
17.François Marceau, Xavier Charest-Morin, Lajos Gera. Peptide and nonpeptide ligands acting at bradykinin receptors. 2025, 139-164.
18.Ambedkar Kumar Yadav, Wenhua Gu, Tongyangzi Zhang, Xianghuai Xu, Li Yu. Current Perspectives on Biological Therapy for COPD. COPD: Journal of Chronic Obstructive Pulmonary Disease 2023, 20 (1) , 197-209.
19.Devasahayam Arokiar Balaya Rex, Neelanchal Vaid, K. Deepak, Shobha Dagamajalu, T. S. Keshava Prasad. A comprehensive review on current understanding of bradykinin in COVID-19 and inflammatory diseases. Molecular Biology Reports 2022, 49 (10) , 9915-9927.
20.Martijn Beljaars, Hero J. Heeres, Antonius A. Broekhuis, Francesco Picchioni. Bio-Based Aromatic Polyesters Reversibly Crosslinked via the Diels–Alder Reaction. Applied Sciences 2022, 12 (5) , 2461.
21.Zoltan Dekan, Thomas Kremsmayr, Peter Keov, Mathilde Godin, Ngari Teakle, Leopold Dürrauer, Huang Xiang, Dalia Gharib, Christian Bergmayr, Roland Hellinger, Marina Gay, Marta Vilaseca, Dennis Kurzbach, Fernando Albericio, Paul F. Alewood, Christian W. Gruber, Markus Muttenthaler. Nature-inspired dimerization as a strategy to modulate neuropeptide pharmacology exemplified with vasopressin and oxytocin. Chemical Science 2021, 12 (11) , 4057-4062.
22.Hongwang Wang, Asanka S. Yapa, Nilusha L. Kariyawasam, Tej B. Shrestha, Madumali Kalubowilage, Sebastian O. Wendel, Jing Yu, Marla Pyle, Matthew T. Basel, Aruni P. Malalasekera, Yubisela Toledo, Raquel Ortega, Prem S. Thapa, Hongzhou Huang, Susan X. Sun, Paul E. Smith, Deryl L. Troyer, Stefan H. Bossmann. Rationally designed peptide nanosponges for cell-based cancer therapy. Nanomedicine: Nanotechnology, Biology and Medicine 2017, 13 (8) , 2555-2564.
23.Yan Shi, Xue-Jie Tan, Dian-Xiang Xing, Qi-Cheng Sui, Bin Liu, Wen-Quan Feng, Yun Liu. X-ray crystallographic analysis and DFT calculations of three ‘propylene linker’ dimers linked by one polystep reaction. Journal of Molecular Structure 2017, 1137, 126-135.
24.Rachel J. Stephenson, Fran Wolber, Paul G. Plieger, David R. K. Harding. Synthesis and Characterization of Bradykinin Derivatives Based on a ß-Cyclodextrin Core. Australian Journal of Chemistry 2016, 69 (3) , 328-335.
25.Venkataramanarao Rao, Suryakiran Navath, Mohankumar Kottur, James R. McElhanon, Dominic V. McGrath. An efficient reverse Diels–Alder approach for the synthesis of N-alkyl bismaleimides. Tetrahedron Letters 2013, 54 (37) , 5011-5013.
26.Elise Villemin, Koen Robeyns, Raphael Robiette, Marie-France Herent, Jacqueline Marchand-Brynaert. Polycyclic phosphonic acid derivatives obtained by a [4+2] cycloaddition strategy using phosphonodienes. Tetrahedron 2013, 69 (3) , 1138-1147.
27.Eric T Whalley, Carlos D Figueroa, Lajos Gera, Kanti D Bhoola. Discovery and therapeutic potential of kinin receptor antagonists. Expert Opinion on Drug Discovery 2012, 7 (12) , 1129-1148.
28.Elise Villemin, Marie‐France Herent, Jacqueline Marchand‐Brynaert. Functionalized Phosphonated Half‐Cage Molecules as Ligands for Metal Complexes. European Journal of Organic Chemistry 2012, 2012 (31) , 6165-6178.
29.Carlos D Figueroa, Pamela Ehrenfeld, Kanti D Bhoola. Kinin receptors as targets for cancer therapy. Expert Opinion on Therapeutic Targets 2012, 16 (3) , 299-312.
30.Jagdish Narain Sharma. Association betw