Literature DB >> 21860878

Regio- and stereoselective synthesis of truncated 3'-aminocarbanucleosides and their binding affinity at the A3 adenosine receptor.

Mun Ju Choi1, Girish Chandra, Hyuk Woo Lee, Xiyan Hou, Won Jun Choi, Khai Phan, Kenneth A Jacobson, Lak Shin Jeong.   

Abstract

The stereoselective synthesis of truncated 3'-aminocarbanucleosides 4a-d via a stereo- and regioselective conversion of a diol 9 to bromoacetate 11a and their binding affinity towards the human A(3) adenosine receptor are described.

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Year:  2011        PMID： 21860878      PMCID： PMC3616502          DOI： 10.1039/c1ob05853c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  24 in total

Review 1.  A(3) adenosine receptor ligands: history and perspectives.

Authors:  P G Baraldi; B Cacciari; R Romagnoli; S Merighi; K Varani; P A Borea; G Spalluto
Journal:  Med Res Rev       Date:  2000-03       Impact factor: 12.944

Review 2.  Adenosine receptors and their ligands.

Authors:  K N Klotz
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2000-11       Impact factor: 3.000

3.  Stereoselective synthesis of 2'-C-methyl-cyclopropyl-fused carbanucleosides as potential anti-HCV agents.

Authors:  Jeong A Lee; Hea Ok Kim; Dilip K Tosh; Hyung Ryong Moon; Sanghee Kim; Lak Shin Jeong
Journal:  Org Lett       Date:  2006-10-26       Impact factor: 6.005

4.  Evidence for involvement of Wnt signaling pathway in IB-MECA mediated suppression of melanoma cells.

Authors:  Pnina Fishman; Lea Madi; Sara Bar-Yehuda; Faina Barer; Luis Del Valle; Kamel Khalili
Journal:  Oncogene       Date:  2002-06-06       Impact factor: 9.867

5.  2-Chloro-N6-[3H]cyclopentyladenosine ([3H]CCPA)--a high affinity agonist radioligand for A1 adenosine receptors.

Authors:  K N Klotz; M J Lohse; U Schwabe; G Cristalli; S Vittori; M Grifantini
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  1989-12       Impact factor: 3.000

6.  A novel adenosine analog, thio-Cl-IB-MECA, induces G0/G1 cell cycle arrest and apoptosis in human promyelocytic leukemia HL-60 cells.

Authors:  Eun-Jin Lee; Hye-Young Min; Hwa-Jin Chung; Eun-Jung Park; Dae-Hong Shin; Lak Shin Jeong; Sang Kook Lee
Journal:  Biochem Pharmacol       Date:  2005-09-15       Impact factor: 5.858

7.  125I-4-aminobenzyl-5'-N-methylcarboxamidoadenosine, a high affinity radioligand for the rat A3 adenosine receptor.

Authors:  M E Olah; C Gallo-Rodriguez; K A Jacobson; G L Stiles
Journal:  Mol Pharmacol       Date:  1994-05       Impact factor: 4.436

8.  The antitumor effect of LJ-529, a novel agonist to A3 adenosine receptor, in both estrogen receptor-positive and estrogen receptor-negative human breast cancers.

Authors:  Heekyoung Chung; Ji-Youn Jung; Sung-Dae Cho; Kyung-A Hong; Hyun-Jun Kim; Dong-Hui Shin; Hwan Kim; Hea Ok Kim; Dae Hong Shin; Hyuk Woo Lee; Lak Shin Jeong; Gu Kong
Journal:  Mol Cancer Ther       Date:  2006-03       Impact factor: 6.261

9.  3'-Aminoadenosine-5'-uronamides: discovery of the first highly selective agonist at the human adenosine A3 receptor.

Authors:  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
Journal:  J Med Chem       Date:  2003-01-30       Impact factor: 7.446

10.  Selective A(3) adenosine receptor antagonists derived from nucleosides containing a bicyclo[3.1.0]hexane ring system.

Authors:  Artem Melman; Ben Wang; Bhalchandra V Joshi; Zhan-Guo Gao; Sonia de Castro; Cara L Heller; Soo-Kyung Kim; Lak Shin Jeong; Kenneth A Jacobson
Journal:  Bioorg Med Chem       Date:  2008-08-07       Impact factor: 3.641
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  1 in total

1.  Synthesis and anti-renal fibrosis activity of conformationally locked truncated 2-hexynyl-N(6)-substituted-(N)-methanocarba-nucleosides as A3 adenosine receptor antagonists and partial agonists.

Authors:  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; Lak Shin Jeong
Journal:  J Med Chem       Date:  2014-02-05       Impact factor: 7.446
  1 in total

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