Literature DB >> 410932

Diastereoisomers of 5,10-methylene-5,6,7,8-tetrahydropteroyl-D-glutamic acid.

R L Kisliuk, D Strumpf, Y Gaumont, R P Leary, L Plante.   

Abstract

The diastereoisomers of 5,10-methylene 5,6,7,8-tetrahydropteroyl-D-glutamate were resolved and tested as substrates and inhibitors of Lactobacillus casei thymidylate synthetase. No activity was observed. The compounds were neither growth factors nor inhibitors for Lactobacillus casei, Streptococcus faecium, or Pediococcus cerevisiae. 7,8-Dihydropteroyl-D-glutamate is 50% as active as 7,8-dihydropteroyl-L-glutamate (dihydrofolate) as a substrate for L. casei dihydrofolate reductase.

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Year:  1977        PMID: 410932     DOI: 10.1021/jm00221a038

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  10 in total

1.  Potent dual thymidylate synthase and dihydrofolate reductase inhibitors: classical and nonclassical 2-amino-4-oxo-5-arylthio-substituted-6-methylthieno[2,3-d]pyrimidine antifolates.

Authors:  Aleem Gangjee; Yibin Qiu; Wei Li; Roy L Kisliuk
Journal:  J Med Chem       Date:  2008-09-25       Impact factor: 7.446

2.  Novel tricyclic indeno[2,1-d]pyrimidines with dual antiangiogenic and cytotoxic activities as potent antitumor agents.

Authors:  Aleem Gangjee; Ying Zhao; Michael A Ihnat; Jessica E Thorpe; Lora C Bailey-Downs; Roy L Kisliuk
Journal:  Bioorg Med Chem       Date:  2012-06-06       Impact factor: 3.641

3.  Design, synthesis, biological evaluation and X-ray crystal structure of novel classical 6,5,6-tricyclic benzo[4,5]thieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.

Authors:  Xin Zhang; Xilin Zhou; Roy L Kisliuk; Jennifer Piraino; Vivian Cody; Aleem Gangjee
Journal:  Bioorg Med Chem       Date:  2011-04-09       Impact factor: 3.641

4.  Dual inhibitors of thymidylate synthase and dihydrofolate reductase as antitumor agents: design, synthesis, and biological evaluation of classical and nonclassical pyrrolo[2,3-d]pyrimidine antifolates(1).

Authors:  Aleem Gangjee; Hiteshkumar D Jain; Jaclyn Phan; Xin Lin; Xiaohong Song; John J McGuire; Roy L Kisliuk
Journal:  J Med Chem       Date:  2006-02-09       Impact factor: 7.446

5.  Synthesis and evaluation of 5-(arylthio)-9H-pyrimido[4,5-b]indole-2,4-diamines as receptor tyrosine kinase and thymidylate synthase inhibitors and as antitumor agents.

Authors:  Nilesh Zaware; Roy Kisliuk; Anja Bastian; Michael A Ihnat; Aleem Gangjee
Journal:  Bioorg Med Chem Lett       Date:  2017-02-11       Impact factor: 2.823

6.  Synthesis of classical, four-carbon bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.

Authors:  Aleem Gangjee; Yibin Zeng; John J McGuire; Roy L Kisliuk
Journal:  J Med Chem       Date:  2005-08-11       Impact factor: 7.446

7.  2,4-Diamino-5-methyl-6-substituted arylthio-furo[2,3-d]pyrimidines as novel classical and nonclassical antifolates as potential dual thymidylate synthase and dihydrofolate reductase inhibitors.

Authors:  Aleem Gangjee; Hiteshkumar D Jain; Jaclyn Phan; Xin Guo; Sherry F Queener; Roy L Kisliuk
Journal:  Bioorg Med Chem       Date:  2009-12-26       Impact factor: 3.641

8.  Design, synthesis, and X-ray crystal structure of classical and nonclassical 2-amino-4-oxo-5-substituted-6-ethylthieno[2,3-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors and as potential antitumor agents.

Authors:  Aleem Gangjee; Wei Li; Roy L Kisliuk; Vivian Cody; Jim Pace; Jennifer Piraino; Jennifer Makin
Journal:  J Med Chem       Date:  2009-08-13       Impact factor: 7.446

9.  Design, synthesis, and biological evaluation of classical and nonclassical 2-amino-4-oxo-5-substituted-6-methylpyrrolo[3,2-d]pyrimidines as dual thymidylate synthase and dihydrofolate reductase inhibitors.

Authors:  Aleem Gangjee; Wei Li; Jie Yang; Roy L Kisliuk
Journal:  J Med Chem       Date:  2007-12-12       Impact factor: 7.446

10.  Single agents with designed combination chemotherapy potential: synthesis and evaluation of substituted pyrimido[4,5-b]indoles as receptor tyrosine kinase and thymidylate synthase inhibitors and as antitumor agents.

Authors:  Aleem Gangjee; Nilesh Zaware; Sudhir Raghavan; Michael Ihnat; Satyendra Shenoy; Roy L Kisliuk
Journal:  J Med Chem       Date:  2010-02-25       Impact factor: 7.446

  10 in total

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