Literature DB >> 20161500

Synthesis of the 6'-iso analogues of neplanocin A and 5'-homoneplanocin A.

Wei Ye1, Mingzhu He, Stewart W Schneller.   

Abstract

An efficient synthesis of 6'-isoneplanocin A and 6-isohomoneplanocin A is reported. The key steps in the synthesis include an enyne metathesis and a regioselective oxidation.

Entities:  

Year:  2009        PMID: 20161500      PMCID: PMC2796805          DOI: 10.1016/j.tetlet.2009.10.016

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  12 in total

1.  Remarkable Effect of Ethylene Gas in the Intramolecular Enyne Metathesis of Terminal Alkynes.

Authors:  Miwako Mori; Norikazu Sakakibara; Atsushi Kinoshita
Journal:  J Org Chem       Date:  1998-09-04       Impact factor: 4.354

Review 2.  S-adenosyl-L-homocysteine hydrolase as a target for antiviral chemotherapy.

Authors:  M S Wolfe; R T Borchardt
Journal:  J Med Chem       Date:  1991-05       Impact factor: 7.446

3.  Synthesis of novel apio carbocyclic nucleoside analogues as selective a(3) adenosine receptor agonists.

Authors:  Jeong A Lee; Hyung Ryong Moon; Hea Ok Kim; Kyung Ran Kim; Kang Man Lee; Bum Tae Kim; Ki Jun Hwang; Moon Woo Chun; Kenneth A Jacobson; Lak Shin Jeong
Journal:  J Org Chem       Date:  2005-06-24       Impact factor: 4.354

4.  John Montgomery's legacy: carbocyclic adenosine analogues as SAH hydrolase inhibitors with broad-spectrum antiviral activity.

Authors:  Erik De Clercq
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2005       Impact factor: 1.381

5.  New neplanocin analogues. 12. Alternative synthesis and antimalarial effect of (6'R)-6'-C-methylneplanocin A, a potent AdoHcy hydrolase inhibitor.

Authors:  Satoshi Shuto; Noriaki Minakawa; Satoshi Niizuma; Hye-Sook Kim; Yusuke Wataya; Akira Matsuda
Journal:  J Med Chem       Date:  2002-01-31       Impact factor: 7.446

6.  4'-modified analogues of aristeromycin and neplanocin A: synthesis and inhibitory activity toward S-adenosyl-L-homocysteine hydrolase.

Authors:  M S Wolfe; Y Lee; W J Bartlett; D R Borcherding; R T Borchardt
Journal:  J Med Chem       Date:  1992-05-15       Impact factor: 7.446

7.  5'-Homoneplanocin A inhibits hepatitis B and hepatitis C.

Authors:  Minmin Yang; Stewart W Schneller; Brent Korba
Journal:  J Med Chem       Date:  2005-07-28       Impact factor: 7.446

8.  Neplanocin A. A potent inhibitor of S-adenosylhomocysteine hydrolase and of vaccinia virus multiplication in mouse L929 cells.

Authors:  R T Borchardt; B T Keller; U Patel-Thombre
Journal:  J Biol Chem       Date:  1984-04-10       Impact factor: 5.157

9.  Stereoselective synthesis of a novel apio analogue of neplanocin A as potential S-adenosylhomocysteine hydrolase inhibitor.

Authors:  Hyung Ryong Moon; Hea Ok Kim; Kang Man Lee; Moon Woo Chun; Joong Hyup Kim; Lak Shin Jeong
Journal:  Org Lett       Date:  2002-10-03       Impact factor: 6.005

10.  Stereoselective synthesis of homo-apioneplanocin A as potential inhibitor of S-adenosylhomocysteine hydrolase.

Authors:  Moon Woo Chun; Hyuk Woo Lee; Jin-Hee Kim; Hea Ok Kim; Kang Man Lee; Shantanu Pal; Hyung Ryong Moon; Lak Shin Jeong
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2007       Impact factor: 1.381

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