ACS Publications. Most Trusted. Most Cited. Most Read
My Activity

Structure-Activity Relationships of N6-Benzyladenosine-5'-uronamides as A3-Selective Adenosine Agonists

Cite this: J. Med. Chem. 1994, 37, 5, 636–646
Publication Date (Print):March 1, 1994
    ACS Legacy Archive

    Article Views





    Other access options

    Note: In lieu of an abstract, this is the article's first page.

    Free first page

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.


    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. You can change your affiliated institution below.

    Cited By

    This article is cited by 186 publications.

    1. Yoonji Lee, Xiyan Hou, Jin Hee Lee, Akshata Nayak, Varughese Alexander, Pankaz K. Sharma, Hyerim Chang, Khai Phan, Zhan-Guo Gao, Kenneth A. Jacobson, Sun Choi, Lak Shin Jeong. Subtle Chemical Changes Cross the Boundary between Agonist and Antagonist: New A3 Adenosine Receptor Homology Models and Structural Network Analysis Can Predict This Boundary. Journal of Medicinal Chemistry 2021, 64 (17) , 12525-12536.
    2. Sabrina Aït Amiri, Cyrille Deboux, Feryel Soualmia, Nancy Chaaya, Maxime Louet, Eric Duplus, Sandrine Betuing, Brahim Nait Oumesmar, Nicolas Masurier, Chahrazade El Amri. Identification of First-in-Class Inhibitors of Kallikrein-Related Peptidase 6 That Promote Oligodendrocyte Differentiation. Journal of Medicinal Chemistry 2021, 64 (9) , 5667-5688.
    3. Dilip K. Tosh, Harsha Rao, Amelia Bitant, Veronica Salmaso, Philip Mannes, David I. Lieberman, Kelli L. Vaughan, Julie A. Mattison, Amy C. Rothwell, John A. Auchampach, Antonella Ciancetta, Naili Liu, Zhenzhong Cui, Zhan-Guo Gao, Marc L. Reitman, Oksana Gavrilova, Kenneth A. Jacobson. Design and in Vivo Characterization of A1 Adenosine Receptor Agonists in the Native Ribose and Conformationally Constrained (N)-Methanocarba Series. Journal of Medicinal Chemistry 2019, 62 (3) , 1502-1522.
    4. Matthew R. Bockman, Curtis A. Engelhart, Surendra Dawadi, Peter Larson, Divya Tiwari, David M. Ferguson, Dirk Schnappinger, Courtney C. Aldrich. Avoiding Antibiotic Inactivation in Mycobacterium tuberculosis by Rv3406 through Strategic Nucleoside Modification. ACS Infectious Diseases 2018, 4 (7) , 1102-1113.
    5. Jinha Yu, Seyeon Ahn, Hee Jin Kim, Moonyoung Lee, Sungjin Ahn, Jungmin Kim, Sun Hee Jin, Eunyoung Lee, Gyudong Kim, Jae Hoon Cheong, Kenneth A. Jacobson, Lak Shin Jeong, and Minsoo Noh . Polypharmacology of N6-(3-Iodobenzyl)adenosine-5′-N-methyluronamide (IB-MECA) and Related A3 Adenosine Receptor Ligands: Peroxisome Proliferator Activated Receptor (PPAR) γ Partial Agonist and PPARδ Antagonist Activity Suggests Their Antidiabetic Potential. Journal of Medicinal Chemistry 2017, 60 (17) , 7459-7475.
    6. Dilip K. Tosh, Antonella Ciancetta, Eugene Warnick, Steven Crane, Zhan-Guo Gao, and Kenneth A. Jacobson . Structure-Based Scaffold Repurposing for G Protein-Coupled Receptors: Transformation of Adenosine Derivatives into 5HT2B/5HT2C Serotonin Receptor Antagonists. Journal of Medicinal Chemistry 2016, 59 (24) , 11006-11026.
    7. Akshata Nayak, Girish Chandra, Inah Hwang, Kyunglim Kim, Xiyan Hou, Hea Ok Kim, Pramod K. Sahu, Kuldeep K. Roy, Jakyung Yoo, Yoonji Lee, Minghua Cui, Sun Choi, Steven M. Moss, Khai Phan, Zhan-Guo Gao, Hunjoo Ha, Kenneth A. Jacobson, and Lak Shin Jeong . Synthesis and Anti-Renal Fibrosis Activity of Conformationally Locked Truncated 2-Hexynyl-N6-Substituted-(N)-Methanocarba-nucleosides as A3 Adenosine Receptor Antagonists and Partial Agonists. Journal of Medicinal Chemistry 2014, 57 (4) , 1344-1354.
    8. Silvia Paoletta, Dilip K. Tosh, Amanda Finley, Elizabeth T. Gizewski, Steven M. Moss, Zhan-Guo Gao, John A. Auchampach, Daniela Salvemini, and Kenneth A. Jacobson . Rational Design of Sulfonated A3 Adenosine Receptor-Selective Nucleosides as Pharmacological Tools To Study Chronic Neuropathic Pain. Journal of Medicinal Chemistry 2013, 56 (14) , 5949-5963.
    9. Riccardo Torosantucci, Victor S. Sharov, Miranda van Beers, Vera Brinks, Christian Schöneich, and Wim Jiskoot . Identification of Oxidation Sites and Covalent Cross-Links in Metal Catalyzed Oxidized Interferon Beta-1a: Potential Implications for Protein Aggregation and Immunogenicity. Molecular Pharmaceutics 2013, 10 (6) , 2311-2322.
    10. Kenneth A. Jacobson . Structure-Based Approaches to Ligands for G-Protein-Coupled Adenosine and P2Y Receptors, from Small Molecules to Nanoconjugates. Journal of Medicinal Chemistry 2013, 56 (10) , 3749-3767.
    11. Pier Giovanni Baraldi, Delia Preti, Pier Andrea Borea, and Katia Varani . Medicinal Chemistry of A3 Adenosine Receptor Modulators: Pharmacological Activities and Therapeutic Implications. Journal of Medicinal Chemistry 2012, 55 (12) , 5676-5703.
    12. Dilip K. Tosh, Khai Phan, Zhan-Guo Gao, Andrei A. Gakh, Fei Xu, Francesca Deflorian, Ruben Abagyan, Raymond C. Stevens, Kenneth A. Jacobson, and Vsevolod Katritch . Optimization of Adenosine 5′-Carboxamide Derivatives as Adenosine Receptor Agonists Using Structure-Based Ligand Design and Fragment Screening. Journal of Medicinal Chemistry 2012, 55 (9) , 4297-4308.
    13. Richard J. Middleton,, Stephen J. Briddon,, Yolande Cordeaux,, Andrew S. Yates,, Clare L. Dale,, Michael W. George,, Jillian. G. Baker,, Stephen J. Hill, and, Barrie Kellam. New Fluorescent Adenosine A1-Receptor Agonists That Allow Quantification of Ligand−Receptor Interactions in Microdomains of Single Living Cells. Journal of Medicinal Chemistry 2007, 50 (4) , 782-793.
    14. Barnaby C. H. May,, Julie A. Zorn,, Juanita Witkop,, John Sherrill,, Andrew C. Wallace,, Giuseppe Legname,, Stanley B. Prusiner, and, Fred E. Cohen. Structure−Activity Relationship Study of Prion Inhibition by 2-Aminopyridine-3,5-dicarbonitrile-Based Compounds:  Parallel Synthesis, Bioactivity, and in Vitro Pharmacokinetics. Journal of Medicinal Chemistry 2007, 50 (1) , 65-73.
    15. Pier Giovanni Baraldi,, Delia Preti,, Mojgan Aghazadeh Tabrizi,, Francesca Fruttarolo,, Romeo Romagnoli,, Maria Dora Carrion,, Luisa Carlota Lopez Cara,, Allan R. Moorman,, Katia Varani, and, Pier Andrea Borea. Synthesis and Biological Evaluation of Novel 1-Deoxy-1-[6-[((hetero)arylcarbonyl)hydrazino]- 9H-purin-9-yl]-N-ethyl-β-d-ribofuranuronamide Derivatives as Useful Templates for the Development of A2B Adenosine Receptor Agonists. Journal of Medicinal Chemistry 2007, 50 (2) , 374-380.
    16. Susanna Tchilibon,, Bhalchandra V. Joshi,, Soo-Kyung Kim,, Heng T. Duong,, Zhan-Guo Gao, and, Kenneth A. Jacobson. (N)-Methanocarba 2,N6-Disubstituted Adenine Nucleosides as Highly Potent and Selective A3 Adenosine Receptor Agonists. Journal of Medicinal Chemistry 2005, 48 (6) , 1745-1758.
    17. Pier Giovanni Baraldi,, Francesca Fruttarolo,, Mojgan Aghazadeh Tabrizi,, Romeo Romagnoli,, Delia Preti,, Andrea Bovero,, Maria Josè Pineda de Las Infantas,, Allan Moorman,, Katia Varani, and, Pier Andrea Borea. Synthesis and Biological Evaluation of Novel N6-[4-(Substituted)sulfonamidophenylcarbamoyl]adenosine-5‘-uronamides as A3 Adenosine Receptor Agonists. Journal of Medicinal Chemistry 2004, 47 (22) , 5535-5540.
    18. Michael P. DeNinno,, Hiroko Masamune,, Lois K. Chenard,, Kenneth J. DiRico,, Cynthia Eller,, John B. Etienne,, Jeanene E. Tickner,, Scott P. Kennedy,, Delvin R. Knight,, Jimmy Kong,, Joseph J. Oleynek,, W. Ross Tracey, and, Roger J. Hill. 3‘-Aminoadenosine-5‘-uronamides:  Discovery of the First Highly Selective Agonist at the Human Adenosine A3 Receptor. Journal of Medicinal Chemistry 2003, 46 (3) , 353-355.
    19. Eleonora Elhalem,, Brian N. Bailey,, Roberto Docampo,, István Ujváry,, Sergio H. Szajnman, and, Juan B. Rodriguez. Design, Synthesis, and Biological Evaluation of Aryloxyethyl Thiocyanate Derivatives against Trypanosoma cruzi. Journal of Medicinal Chemistry 2002, 45 (18) , 3984-3999.
    20. Kenneth A. Jacobson,, Zhan-Guo Gao,, Aishe Chen,, Dov Barak,, Soon-Ai Kim,, Kyeong Lee,, Andreas Link,, Philippe Van Rompaey,, Serge van Calenbergh, and, Bruce T. Liang. Neoceptor Concept Based on Molecular Complementarity in GPCRs:  A Mutant Adenosine A3 Receptor with Selectively Enhanced Affinity for Amine-Modified Nucleosides. Journal of Medicinal Chemistry 2001, 44 (24) , 4125-4136.
    21. Takashi Umino,, Kazuaki Yoshioka,, Yoshiko Saitoh,, Noriaki Minakawa,, Hiroyasu Nakata, and, Akira Matsuda. Nucleosides and Nucleotides. 200. Reinvestigation of 5‘-N-Ethylcarboxamidoadenosine Derivatives:  Structure−Activity Relationships for P3 Purinoceptor-like Proteins. Journal of Medicinal Chemistry 2001, 44 (2) , 208-214.
    22. Kenneth A. Jacobson,, Xiao-duo Ji,, An-Hu Li,, Neli Melman,, Maqbool A. Siddiqui,, Kye-Jung Shin,, Victor E. Marquez, and, R. Gnana Ravi. Methanocarba Analogues of Purine Nucleosides as Potent and Selective Adenosine Receptor Agonists. Journal of Medicinal Chemistry 2000, 43 (11) , 2196-2203.
    23. Sergio H. Szajnman,, Wen Yan,, Brian N. Bailey,, Roberto Docampo,, Eleonora Elhalem, and, Juan B. Rodriguez. Design and Synthesis of Aryloxyethyl Thiocyanate Derivatives as Potent Inhibitors of Trypanosoma cruzi Proliferation. Journal of Medicinal Chemistry 2000, 43 (9) , 1826-1840.
    24. Maarten de Zwart,, Angeliki Kourounakis,, Huub Kooijman,, Anthony L. Spek,, Regina Link,, Jacobien K. von Frijtag Drabbe Künzel, and, Ad P. IJzerman. 5‘-N-Substituted Carboxamidoadenosines as Agonists for Adenosine Receptors. Journal of Medicinal Chemistry 1999, 42 (8) , 1384-1392.
    25. Erica W. van Tilburg,, Jacobien von Frijtag Drabbe Künzel,, Miriam de Groote,, Roel C. Vollinga,, Anna Lorenzen, and, Ad P. IJzerman. N6,5‘-Disubstituted Adenosine Derivatives as Partial Agonists for the Human Adenosine A3 Receptor. Journal of Medicinal Chemistry 1999, 42 (8) , 1393-1400.
    26. An-Hu Li,, Stefano Moro,, Neli Melman,, Xiao-duo Ji, and, Kenneth A. Jacobson. Structure−Activity Relationships and Molecular Modeling of 3,5-Diacyl-2,4-dialkylpyridine Derivatives as Selective A3 Adenosine Receptor Antagonists. Journal of Medicinal Chemistry 1998, 41 (17) , 3186-3201.
    27. Pier Giovanni Baraldi,, Barbara Cacciari,, Maria José Pineda de Las Infantas,, Romeo Romagnoli,, Giampiero Spalluto,, Rosaria Volpini,, Stefano Costanzi,, Sauro Vittori,, Gloria Cristalli,, Neli Melman,, Kyung-Sun Park,, Xiao-duo Ji, and, Kenneth A. Jacobson. Synthesis and Biological Activity of a New Series of N6-Arylcarbamoyl, 2-(Ar)alkynyl-N6-arylcarbamoyl, and N6-Carboxamido Derivatives of Adenosine-5‘-N-ethyluronamide as A1 and A3 Adenosine Receptor Agonists. Journal of Medicinal Chemistry 1998, 41 (17) , 3174-3185.
    28. Yong-Chul Kim,, Maarten de Zwart,, Louis Chang,, Stefano Moro,, Jacobien K. von Frijtag Drabbe Künzel,, Neli Melman,, Ad P. IJzerman, and, Kenneth A. Jacobson. Derivatives of the Triazoloquinazoline Adenosine Antagonist (CGS 15943) Having High Potency at the Human A2B and A3 Receptor Subtypes. Journal of Medicinal Chemistry 1998, 41 (15) , 2835-2845.
    29. Güendalina M. Cinque,, Sergio H. Szajnman,, Li Zhong,, Roberto Docampo,, Andrea J. Schvartzapel,, Juan B. Rodriguez, and, Eduardo G. Gros. Structure−Activity Relationship of New Growth Inhibitors of Trypanosoma cruzi. Journal of Medicinal Chemistry 1998, 41 (9) , 1540-1554.
    30. A. Michiel van Rhee,, Suhaib M. Siddiqi,, Neli Melman,, Dan Shi,, William L. Padgett,, John W. Daly, and, Kenneth A. Jacobson. Tetrahydrobenzothiophenone Derivatives as a Novel Class of Adenosine Receptor Antagonists. Journal of Medicinal Chemistry 1996, 39 (2) , 398-406.
    31. Pier Giovanni Baraldi,, Barbara Cacciari,, Giampiero Spalluto,, Xiao-duo Ji,, Mark E. Olah,, Gary Stiles,, Silvio Dionisotti,, Cristina Zocchi,, Ennio Ongini, and, Kenneth A. Jacobson. Novel N6-(Substituted-phenylcarbamoyl)adenosine-5‘-uronamides as Potent Agonists for A3 Adenosine Receptors. Journal of Medicinal Chemistry 1996, 39 (3) , 802-806.
    32. Xiao-duo Ji,, Neli Melman, and, Kenneth A. Jacobson. Interactions of Flavonoids and Other Phytochemicals with Adenosine Receptors. Journal of Medicinal Chemistry 1996, 39 (3) , 781-788.
    33. Stanislaw F. Wnuk,, Siming Liu,, Chong-Sheng Yuan,, Ronald T. Borchardt, and, Morris J. Robins. Inactivation of S-Adenosyl-l-homocysteine Hydrolase by Amide and Ester Derivatives of Adenosine-5‘-carboxylic Acid. Journal of Medicinal Chemistry 1996, 39 (21) , 4162-4166.
    34. Hongmin Cai, Shimeng Guo, Youwei Xu, Jun Sun, Junrui Li, Zhikan Xia, Yi Jiang, Xin Xie, H. Eric Xu. Cryo-EM structures of adenosine receptor A3AR bound to selective agonists. Nature Communications 2024, 15 (1)
    35. Alexandra Fillion, Sophie Vichier-Guerre, Paola Barbara Arimondo. Adenine, a key player in biology and medicinal chemistry. Comptes Rendus. Chimie 2024, 27 (S2) , 1-18.
    36. Kenneth A. Jacobson, Paola Oliva, R. Rama Suresh. A3 Adenosine Receptor Ligands: From Discovery to Clinical Trials. 2023, 157-177.
    37. Basu Chakrabarty, Marcus J. Drake, Anthony J. Kanai, Christopher H. Fry. Selective reduction of neurotransmitter release by cAMP-dependent pathways in mouse detrusor. American Journal of Physiology-Regulatory, Integrative and Comparative Physiology 2022, 323 (6) , R889-R899.
    38. Francisco Valdés, Bárbara Arévalo, Margarita Gutiérrez, Verónica García-Castillo, Rebeca Salgado-García, Carlos Pérez-Plasencia, Claudio Valenzuela, Ángel Cayo, Alexandra Olate-Briones, Nelson Brown. Two New Adenosine Derivatives and their Antiproliferative Properties: An In Vitro Evaluation. Anti-Cancer Agents in Medicinal Chemistry 2022, 22 (7) , 1414-1425.
    39. Heather Leduc‐Pessah, Cynthia Xu, Churmy Y. Fan, Rebecca Dalgarno, Yuta Kohro, Sydney Sparanese, Nikita N. Burke, Kenneth A. Jacobson, Christophe Altier, Daniela Salvemini, Tuan Trang. Spinal A 3 adenosine receptor activation acutely restores morphine antinociception in opioid tolerant male rats. Journal of Neuroscience Research 2022, 100 (1) , 251-264.
    40. Kenneth A. Jacobson, Dilip K. Tosh, Shanu Jain, Zhan-Guo Gao. Historical and Current Adenosine Receptor Agonists in Preclinical and Clinical Development. Frontiers in Cellular Neuroscience 2019, 13
    41. Jolien Storme, Dilip K. Tosh, Zhan-Guo Gao, Kenneth A. Jacobson, Christophe P. Stove. Probing structure-activity relationship in β-arrestin2 recruitment of diversely substituted adenosine derivatives. Biochemical Pharmacology 2018, 158 , 103-113.
    42. Ruzanna Shkhyan, Siyoung Lee, Francesca Gullo, Lei Li, Maria Peleli, Mattias Carlstrom, Andrei S. Chagin, Nicholas W. Banks, Sean Limfat, Nancy Q. Liu, Denis Evseenko. Genetic ablation of adenosine receptor A3 results in articular cartilage degeneration. Journal of Molecular Medicine 2018, 96 (10) , 1049-1060.
    43. Kenneth A. Jacobson, Stefania Merighi, Katia Varani, Pier Andrea Borea, Stefania Baraldi, Mojgan Aghazadeh Tabrizi, Romeo Romagnoli, Pier Giovanni Baraldi, Antonella Ciancetta, Dilip K. Tosh, Zhan‐Guo Gao, Stefania Gessi. A 3 Adenosine Receptors as Modulators of Inflammation: From Medicinal Chemistry to Therapy. Medicinal Research Reviews 2018, 38 (4) , 1031-1072.
    44. Lizi Xia, Athina Kyrizaki, Dilip K. Tosh, Tirsa T. van Duijl, Jacomina Cornelia Roorda, Kenneth A. Jacobson, Adriaan P. IJzerman, Laura H. Heitman. A binding kinetics study of human adenosine A3 receptor agonists. Biochemical Pharmacology 2018, 153 , 248-259.
    45. Daniela Salvemini, Timothy M. Doyle, Tally M. Largent-Milnes, Todd W. Vanderah. The Adenosine-Receptor Axis in Chronic Pain. 2018, 413-437.
    46. Kenneth A. Jacobson, Dilip K. Tosh, Zhan-Guo Gao, Jinha Yu, Rama R. Suresh, Harsha Rao, Romeo Romagnoli, Pier Giovanni Baraldi, Mojgan Aghazadeh Tabrizi. Medicinal Chemistry of the A3 Adenosine Receptor. 2018, 169-198.
    47. Maria Augusta Arruda, Leigh A. Stoddart, Karolina Gherbi, Stephen J. Briddon, Barrie Kellam, Stephen J. Hill. A Non-imaging High Throughput Approach to Chemical Library Screening at the Unmodified Adenosine-A3 Receptor in Living Cells. Frontiers in Pharmacology 2017, 8
    48. A Elisa Pasqua, B. Wilding, M.D. Cheeseman, K. Jones. Targeting Protein Synthesis, Folding, and Degradation Pathways in Cancer. 2017, 202-280.
    49. Kenneth A. Jacobson, Mortimer M. Civan. Ocular Purine Receptors as Drug Targets in the Eye. Journal of Ocular Pharmacology and Therapeutics 2016, 32 (8) , 534-547.
    50. K Janes, AM Symons‐Liguori, K A Jacobson, D Salvemini. Identification of A 3 adenosine receptor agonists as novel non‐narcotic analgesics. British Journal of Pharmacology 2016, 173 (8) , 1253-1267.
    51. Kenneth J. Broadley, Erica Burnell, Robin H. Davies, Alan T. L. Lee, Stephen Snee, Eric J. Thomas. The synthesis of a series of adenosine A 3 receptor agonists. Organic & Biomolecular Chemistry 2016, 14 (15) , 3765-3781.
    52. Kali Janes, Carrie Wahlman, Joshua W. Little, Timothy Doyle, Dillip K. Tosh, Kenneth A. Jacobson, Daniela Salvemini. Spinal neuroimmune activation is independent of T-cell infiltration and attenuated by A3 adenosine receptor agonists in a model of oxaliplatin-induced peripheral neuropathy. Brain, Behavior, and Immunity 2015, 44 , 91-99.
    53. Pier Andrea Borea, Katia Varani, Fabrizio Vincenzi, Pier Giovanni Baraldi, Mojgan Aghazadeh Tabrizi, Stefania Merighi, Stefania Gessi, . The A 3 Adenosine Receptor: History and Perspectives. Pharmacological Reviews 2015, 67 (1) , 74-102.
    54. Jignesh P. Dalvadi, Poojan K. Patel, Kishor H. Chikhalia. A tandem and tunable Pd catalyzed C–N coupling of heteroarenols with ureas via C–OH bond activation. Tetrahedron 2014, 70 (49) , 9394-9404.
    55. Omar Moukha-Chafiq, Robert C. Reynolds. Synthesis and General Biological Activity of a Small Adenosine-5′-(Carboxamide and Sulfanilamide) Library. Nucleosides, Nucleotides and Nucleic Acids 2014, 33 (11) , 709-729.
    56. Stefka Gyoneva, Dimitrios Davalos, Dipankar Biswas, Sharon A. Swanger, Ethel Garnier-Amblard, Francis Loth, Katerina Akassoglou, Stephen F. Traynelis. Systemic inflammation regulates microglial responses to tissue damage in vivo. Glia 2014, 62 (8) , 1345-1360.
    57. Kiran S. Toti, Steven M. Moss, Silvia Paoletta, Zhan-Guo Gao, Kenneth A. Jacobson, Serge Van Calenbergh. Synthesis and evaluation of N6-substituted apioadenosines as potential adenosine A3 receptor modulators. Bioorganic & Medicinal Chemistry 2014, 22 (15) , 4257-4268.
    58. Silvia Paoletta, Dilip K. Tosh, Daniela Salvemini, Kenneth A. Jacobson, . Structural Probing of Off-Target G Protein-Coupled Receptor Activities within a Series of Adenosine/Adenine Congeners. PLoS ONE 2014, 9 (5) , e97858.
    59. Omar Moukha-Chafiq, Robert C. Reynolds. Synthesis of Novel Peptidyl Adenosine Antibiotic Analogs. Nucleosides, Nucleotides and Nucleic Acids 2014, 33 (2) , 53-63.
    60. Stephen P.H. Alexander, Helen E. Benson, Elena Faccenda, Adam J. Pawson, Joanna L. Sharman, Michael Spedding, John A. Peters, Anthony J. Harmar, . The Concise Guide to PHARMACOLOGY 2013/14: G Protein‐Coupled Receptors. British Journal of Pharmacology 2013, 170 (8) , 1459-1581.
    61. Petr Mlejnek, Petr Dolezel, Ivo Frydrych. Effects of synthetic A3 adenosine receptor agonists on cell proliferation and viability are receptor independent at micromolar concentrations. Journal of Physiology and Biochemistry 2013, 69 (3) , 405-417.
    62. Siew Lee Cheong, Stephanie Federico, Gopalakrishnan Venkatesan, Alexander Laurence Mandel, Yi‐Ming Shao, Stefano Moro, Giampiero Spalluto, Giorgia Pastorin. The A 3 adenosine receptor as multifaceted therapeutic target: pharmacology, medicinal chemistry, and in silico approaches. Medicinal Research Reviews 2013, 33 (2) , 235-335.
    63. Pablo A. Robador, Nahid Seyedi, Noel Yan-Ki Chan, Kenichiro Koda, Roberto Levi. Aldehyde Dehydrogenase Type 2 Activation by Adenosine and Histamine Inhibits Ischemic Norepinephrine Release in Cardiac Sympathetic Neurons: Mediation by Protein Kinase Cε. Journal of Pharmacology and Experimental Therapeutics 2012, 343 (1) , 97-105.
    64. Riccardo Torosantucci, Olivier Mozziconacci, Victor Sharov, Christian Schöneich, Wim Jiskoot. Chemical Modifications in Aggregates of Recombinant Human Insulin Induced by Metal-Catalyzed Oxidation: Covalent Cross-Linking via Michael Addition to Tyrosine Oxidation Products. Pharmaceutical Research 2012, 29 (8) , 2276-2293.
    65. Junghan Lee, Yong‐Jun Kwon, Youngseon Choi, Hi Chul Kim, Keumhyun Kim, JinYeop Kim, Sun Park, Rita Song. Quantum Dot‐Based Screening System for Discovery of G Protein‐Coupled Receptor Agonists. ChemBioChem 2012, 13 (10) , 1503-1508.
    66. Wenkuan Xin, Xiulan Yang, Thomas C. Rich, Thomas Krieg, Robert Barrington, Michael V. Cohen, James M. Downey. All Preconditioning-Related G Protein-Coupled Receptors Can Be Demonstrated in the Rabbit Cardiomyocyte. Journal of Cardiovascular Pharmacology and Therapeutics 2012, 17 (2) , 190-198.
    67. Chong-Bin Zhu, Kathryn M. Lindler, Nicholas G. Campbell, James S. Sutcliffe, William A. Hewlett, Randy D. Blakely. Colocalization and Regulated Physical Association of Presynaptic Serotonin Transporters with A 3 Adenosine Receptors. Molecular Pharmacology 2011, 80 (3) , 458-465.
    68. Hyuk-Woo Lee, Won-Jun Choi, Kenneth A. Jacobson, Lak-Shin Jeong. Synthesis and Binding Affinity of Homologated Adenosine Analogues as A 3 Adenosine Receptor Ligands. Bulletin of the Korean Chemical Society 2011, 32 (5) , 1620-1624.
    69. Petr Dolezel, Petra Koudelkova, Petr Mlejnek. Halogenation of N6-benzyladenosine decreases its cytotoxicity in human leukemia cells. Toxicology in Vitro 2010, 24 (8) , 2079-2083.
    70. Giorgia Pastorin, Stephanie Federico, Silvia Paoletta, Marta Corradino, Francesca Cateni, Barbara Cacciari, Karl-Norbert Klotz, Zhan-Guo Gao, Kenneth A. Jacobson, Giampiero Spalluto, Stefano Moro. Synthesis and pharmacological characterization of a new series of 5,7-disubstituted-[1,2,4]triazolo[1,5-a][1,3,5]triazine derivatives as adenosine receptor antagonists: A preliminary inspection of ligand–receptor recognition process. Bioorganic & Medicinal Chemistry 2010, 18 (7) , 2524-2536.
    71. Kenneth A. Jacobson, Zhan-Guo Gao, Dilip K. Tosh, Gangadhar J. Sanjayan, Sonia de Castro. A3 Adenosine Receptor Agonists: History and Future Perspectives. 2010, 93-120.
    72. Victor S. Sharov, Elena S. Dremina, Nadezhda A. Galeva, Gary S. Gerstenecker, Xiaobao Li, Rick T. Dobrowsky, John F. Stobaugh, Christian Schöneich. Fluorogenic Tagging of Peptide and Protein 3-Nitrotyrosine with 4-(Aminomethyl)benzenesulfonic Acid for Quantitative Analysis of Protein Tyrosine Nitration. Chromatographia 2010, 71 (1-2) , 37-53.
    73. Won Jun Choi, Hyuk Woo Lee, Hea Ok Kim, Moshe Chinn, Zhan-Guo Gao, Amit Patel, Kenneth A. Jacobson, Hyung Ryong Moon, Young Hoon Jung, Lak Shin Jeong. Design and synthesis of N6-substituted-4′-thioadenosine-5′-uronamides as potent and selective human A3 adenosine receptor agonists. Bioorganic & Medicinal Chemistry 2009, 17 (23) , 8003-8011.
    74. Kenneth A. Jacobson, Athena M. Klutz, Dilip K. Tosh, Andrei A. Ivanov, Delia Preti, Pier Giovanni Baraldi. Medicinal Chemistry of the A3 Adenosine Receptor: Agonists, Antagonists, and Receptor Engineering. 2009, 123-159.
    75. Dale O. Kiesewetter, Lixin Lang, Ying Ma, Abesh Kumar Bhattacharjee, Zhan-Guo Gao, Bhalchandra V. Joshi, Artem Melman, Sonia de Castro, Kenneth A. Jacobson. Synthesis and characterization of [76Br]-labeled high-affinity A3 adenosine receptor ligands for positron emission tomography. Nuclear Medicine and Biology 2009, 36 (1) , 3-10.
    76. Maykel Pérez González, Carmen Terán, Marta Teijeira. Search for new antagonist ligands for adenosine receptors from QSAR point of view. How close are we?. Medicinal Research Reviews 2008, 28 (3) , 329-371.
    77. E. I. Goryunov, T. V. Baulina, I. B. Goryunova, E. D. Savin, P. V. Petrovskii, E. I. Matrosov, E. E. Nifant’ev. One-pot method for the preparation of bis[N′-(diphenylphosphoryl)ureido]alkanes,-cycloalkanes, and -arenes. Doklady Chemistry 2008, 419 (2) , 87-90.
    78. Tina C. Wan, Zhi-Dong Ge, Akihito Tampo, Yasushi Mio, Martin W. Bienengraeber, W. Ross Tracey, Garrett J. Gross, Wai-Meng Kwok, John A. Auchampach. The A 3 Adenosine Receptor Agonist CP-532,903 [ N 6 -(2,5-Dichlorobenzyl)-3′-aminoadenosine-5′- N -methylcarboxamide] Protects against Myocardial Ischemia/Reperfusion Injury via the Sarcolemmal ATP-Sensitive Potassium Channel. Journal of Pharmacology and Experimental Therapeutics 2008, 324 (1) , 234-243.
    79. Sara Bar-Yehuda, Michael H Silverman, William D Kerns, Avivit Ochaion, Shira Cohen, Pnina Fishman. The anti-inflammatory effect of A 3 adenosine receptor agonists: a novel targeted therapy for rheumatoid arthritis. Expert Opinion on Investigational Drugs 2007, 16 (10) , 1601-1613.
    80. Jacob Ravn, Katrine Qvortrup, Christoph Rosenbohm, Troels Koch. Design, synthesis, and biological evaluation of LNA nucleosides as adenosine A3 receptor ligands. Bioorganic & Medicinal Chemistry 2007, 15 (16) , 5440-5447.
    81. Chong-Bin Zhu, Jennifer A. Steiner, Jaclyn L. Munn, Lynette C. Daws, William A. Hewlett, Randy D. Blakely. Rapid Stimulation of Presynaptic Serotonin Transport by A 3 Adenosine Receptors. Journal of Pharmacology and Experimental Therapeutics 2007, 322 (1) , 332-340.
    82. Pier Giovanni Baraldi, Delia Preti, Mojgan Aghazadeh Tabrizi, Francesca Fruttarolo, Giulia Saponaro, Stefania Baraldi, Romeo Romagnoli, Allan R. Moorman, Stefania Gessi, Katia Varani, Pier Andrea Borea. N6-[(Hetero)aryl/(cyclo)alkyl-carbamoyl-methoxy-phenyl]-(2-chloro)-5′-N-ethylcarboxamido-adenosines: The first example of adenosine-related structures with potent agonist activity at the human A2B adenosine receptor. Bioorganic & Medicinal Chemistry 2007, 15 (7) , 2514-2527.
    83. Michael Williams. 2Cl-IB-MECA. 2007, 1-3.
    84. Michael Williams. IB-MECA. 2007, 1-3.
    85. Zhelong Xu, Yeongho Jang, Robert A. Mueller, Edward A. Norfleet. IB‐MECA and Cardioprotection. Cardiovascular Drug Reviews 2006, 24 (3-4) , 227-238.
    86. Ofer Levy, Melissa Coughlin, Bruce N. Cronstein, Rene M. Roy, Avani Desai, Michael R. Wessels. The Adenosine System Selectively Inhibits TLR-Mediated TNF-α Production in the Human Newborn. The Journal of Immunology 2006, 177 (3) , 1956-1966.
    87. Michael P. DeNinno, Hiroko Masamune, Lois K. Chenard, Kenneth J. DiRico, Cynthia Eller, John B. Etienne, Jeanene E. Tickner, Scott P. Kennedy, Delvin R. Knight, Jimmy Kong, Joseph J. Oleynek, W. Ross Tracey, Roger J. Hill. The synthesis of highly potent, selective, and water-soluble agonists at the human adenosine A3 receptor. Bioorganic & Medicinal Chemistry Letters 2006, 16 (9) , 2525-2527.
    88. Laura M. Kreckler, Tina C. Wan, Zhi-Dong Ge, John A. Auchampach. Adenosine Inhibits Tumor Necrosis Factor-α Release from Mouse Peritoneal Macrophages via A 2A and A 2B but Not the A 3 Adenosine Receptor. Journal of Pharmacology and Experimental Therapeutics 2006, 317 (1) , 172-180.
    89. Pier Giovanni Baraldi, Francesca Fruttarolo, Mojgan Aghazadeh Tabrizi, Romeo Romagnoli, Delia Preti, María Dora Carriòn, Antonietta Iaconinoto, Pier Andrea Borea. Recent improvements in the field of A 3 adenosine receptor ligands. Expert Opinion on Therapeutic Patents 2005, 15 (11) , 1507-1519.
    90. G. Pastorin, C. Bolcato, B. Cacciari, S. Kachler, K.-N. Klotz, C. Montopoli, S. Moro, G. Spalluto. Synthesis, biological and modeling studies of 1,3-di-n-propyl-2,4-dioxo-6-methyl-8-(substituted) 1,2,3,4-tetrahydro [1,2,4]-triazolo [3,4-f]-purines as adenosine receptor antagonists. Il Farmaco 2005, 60 (8) , 643-651.
    91. Giorgia Pastorin, Chiara Bolcato, Barbara Cacciari, Sonja Kachler, Karl-Norbert Klotz, Christian Montopoli, Stefano Moro, Giampiero Spalluto. Synthesis, biological studies and molecular modeling investigation of 1,3-dimethyl-2,4-dioxo-6-methyl-8-(substituted) 1,2,3,4-tetrahydro [1,2,4]-triazolo [3,4-f]-purines as potential adenosine receptor antagonists. Il Farmaco 2005, 60 (4) , 299-306.
    92. Kenneth A. Jacobson, Michihiro Ohno, Heng T. Duong, Soo-Kyung Kim, Susanna Tchilibon, Michal Cˇesnek, Antonín Holý, Zhan-Guo Gao. A Neoceptor Approach to Unraveling Microscopic Interactions between the Human A2A Adenosine Receptor and Its Agonists. Chemistry & Biology 2005, 12 (2) , 237-247.
    93. Julia Rivo, Evelyne Zeira, Eithan Galun, Idit Matot. Activation of A3 Adenosine Receptor Provides Lung Protection Against Ischemia-Reperfusion Injury Associated with Reduction in Apoptosis. American Journal of Transplantation 2004, 4 (12) , 1941-1948.
    94. Carmen Diniz, Paula Fresco, Sandra Leal, Jorge Gonçalves. Adenosine receptors involved in modulation of noradrenaline release in isolated rat tail artery. European Journal of Pharmacology 2004, 504 (1-2) , 17-25.
    95. Cuiyan Xin, Shuyu Ren, Josef Pfeilschifter, Andrea Huwiler. Heterologous desensitization of the sphingosine‐1‐phosphate receptors by purinoceptor activation in renal mesangial cells. British Journal of Pharmacology 2004, 143 (5) , 581-589.
    96. Nancy McNamara, Marianne Gallup, Amy Khong, Anatol Sucher, Inna Maltseva, John V. Fahy, Carol Basbaum. Adenosine up‐regulation of the mucin gene, MU2 , in asthma. The FASEB Journal 2004, 18 (14) , 1770-1772.
    97. Guoxiang Chu, Jaclyn P. Kerr, Bryan Mitton, Gregory F. Egnaczyk, Jenny A. Vazquez, Meilan Shen, Greg W. Kilby, Tracy I. Stevenson, John E. Maggio, Jerry Vockley, Stephen T. Rapundalo, Evangelia G. Kranias. Proteomic analysis of hyperdynamic mouse hearts with enhanced sarcoplasmic reticulum calcium cycling. The FASEB Journal 2004, 18 (14) , 1725-1727.
    98. Susanna Tchilibon, Soo-Kyung Kim, Zhan-Guo Gao, Brian A Harris, Joshua B Blaustein, Ariel S Gross, Heng T Duong, Neli Melman, Kenneth A Jacobson. Exploring distal regions of the A3 adenosine receptor binding site: sterically constrained N6-(2-phenylethyl)adenosine derivatives as potent ligands. Bioorganic & Medicinal Chemistry 2004, 12 (9) , 2021-2034.
    99. Linda Yip, Yin Nam Kwok. Role of Adenosine A 2A Receptor in the Regulation of Gastric Somatostatin Release. Journal of Pharmacology and Experimental Therapeutics 2004, 309 (2) , 804-815.
    100. Zhan-Guo Gao, Lak Shin Jeong, Hyung Ryong Moon, Hea Ok Kim, Won Jun Choi, Dae Hong Shin, Eleonora Elhalem, Maria J. Comin, Neli Melman, Liaman Mamedova, Ariel S. Gross, Juan B. Rodriguez, Kenneth A. Jacobson. Structural determinants of efficacy at A3 adenosine receptors: modification of the ribose moiety. Biochemical Pharmacology 2004, 67 (5) , 893-901.
    Load all citations

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Your Mendeley pairing has expired. Please reconnect