Proteins > Dihydrofolate reductase
Page last updated: 2024-08-07 15:30:36
Dihydrofolate reductase
[no definition available]
Synonyms
EC 1.5.1.3
Research
Bioassay Publications (41)
Timeframe | Studies on this Protein(%) | All Drugs % |
---|---|---|
pre-1990 | 26 (63.41) | 18.7374 |
1990's | 8 (19.51) | 18.2507 |
2000's | 6 (14.63) | 29.6817 |
2010's | 1 (2.44) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
Compounds (23)
Drugs with Inhibition Measurements
Drug | Taxonomy | Measurement | Average (mM) | Bioassay(s) | Publication(s) |
---|---|---|---|---|---|
trimethoprim | Lacticaseibacillus casei | IC50 | 0.3492 | 4 | 4 |
trimethoprim | Lacticaseibacillus casei | Ki | 0.1318 | 1 | 1 |
trimetrexate | Lacticaseibacillus casei | IC50 | 0.1435 | 2 | 2 |
cycloguanil | Lacticaseibacillus casei | Ki | 17.3780 | 1 | 1 |
4,6-diamino-2,2-dimethyl-1,2-dihydro-1-phenyl-s-triazine | Lacticaseibacillus casei | Ki | 19.9526 | 1 | 1 |
diaveridine | Lacticaseibacillus casei | Ki | 0.1202 | 1 | 1 |
piritrexim | Lacticaseibacillus casei | IC50 | 0.0015 | 1 | 1 |
tetroxoprim | Lacticaseibacillus casei | Ki | 0.5495 | 1 | 1 |
metioprim | Lacticaseibacillus casei | Ki | 0.0562 | 1 | 1 |
aditoprim | Lacticaseibacillus casei | Ki | 0.3548 | 1 | 1 |
brodimoprim | Lacticaseibacillus casei | Ki | 0.0319 | 2 | 2 |
epiroprim | Lacticaseibacillus casei | Ki | 0.0468 | 1 | 1 |
sori 8895 | Lacticaseibacillus casei | IC50 | 0.0390 | 1 | 1 |
2,4-diamino-5-benzylpyrimidine | Lacticaseibacillus casei | Ki | 6.3096 | 2 | 2 |
2,4-diamino-5,6-dihydro-6,6-dimethyl-5-(4'-methoxyphenyl)-s-triazine | Lacticaseibacillus casei | Ki | 79.4328 | 1 | 1 |
10-deazaaminopterin | Lacticaseibacillus casei | IC50 | 0.0204 | 6 | 7 |
methotrexate | Lacticaseibacillus casei | IC50 | 0.0138 | 29 | 30 |
methotrexate | Lacticaseibacillus casei | Ki | 0.0000 | 1 | 1 |
n-(4-(n-((2,4-diaminofuro(2,3-d)pyrimidin-5-yl)methyl)amino)benzoyl)glutamic acid | Lacticaseibacillus casei | IC50 | 0.5600 | 2 | 2 |
aminopterin | Lacticaseibacillus casei | IC50 | 0.0050 | 1 | 1 |
edatrexate | Lacticaseibacillus casei | IC50 | 0.0178 | 5 | 6 |
n-(4(n-((2-amino-4-hydroxy-6-quinazolinyl)methyl)prop-2-ynylamino)benzoyl)-l-glutamic acid | Lacticaseibacillus casei | IC50 | 3.2740 | 3 | 3 |
pemetrexed | Lacticaseibacillus casei | IC50 | 173.0750 | 4 | 4 |
Drugs with Other Measurements
Drug | Taxonomy | Measurement | Average (mM) | Bioassay(s) | Publication(s) |
---|---|---|---|---|---|
gamma-tert-butyl methotrexate | Lacticaseibacillus casei | ID50 | 0.0185 | 2 | 2 |
methotrexate | Lacticaseibacillus casei | ID50 | 0.0130 | 5 | 5 |
aminopterin | Lacticaseibacillus casei | ID50 | 0.0270 | 1 | 1 |
dihydrofolate | Lacticaseibacillus casei | Km | 0.3600 | 1 | 1 |
Novel boron-containing, nonclassical antifolates: synthesis and preliminary biological and structural evaluation.
Journal of medicinal chemistry, , Jul-12, Volume: 50, Issue:14, 2007
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
Journal of medicinal chemistry, , Feb-13, Volume: 46, Issue:4, 2003
Structure-based design and synthesis of lipophilic 2,4-diamino-6-substituted quinazolines and their evaluation as inhibitors of dihydrofolate reductases and potential antitumor agents.
Journal of medicinal chemistry, , Aug-27, Volume: 41, Issue:18, 1998
6-substituted 2,4-diamino-5-methylpyrido[2,3-d]pyrimidines as inhibitors of dihydrofolate reductases from Pneumocystis carinii and Toxoplasma gondii and as antitumor agents.
Journal of medicinal chemistry, , May-12, Volume: 38, Issue:10, 1995
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Journal of medicinal chemistry, , Jul-12, Volume: 50, Issue:14, 2007
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
Journal of medicinal chemistry, , Feb-13, Volume: 46, Issue:4, 2003
Structure-based design and synthesis of lipophilic 2,4-diamino-6-substituted quinazolines and their evaluation as inhibitors of dihydrofolate reductases and potential antitumor agents.
Journal of medicinal chemistry, , Aug-27, Volume: 41, Issue:18, 1998
6-substituted 2,4-diamino-5-methylpyrido[2,3-d]pyrimidines as inhibitors of dihydrofolate reductases from Pneumocystis carinii and Toxoplasma gondii and as antitumor agents.
Journal of medicinal chemistry, , May-12, Volume: 38, Issue:10, 1995
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Structure-based design and synthesis of lipophilic 2,4-diamino-6-substituted quinazolines and their evaluation as inhibitors of dihydrofolate reductases and potential antitumor agents.
Journal of medicinal chemistry, , Aug-27, Volume: 41, Issue:18, 1998
6-substituted 2,4-diamino-5-methylpyrido[2,3-d]pyrimidines as inhibitors of dihydrofolate reductases from Pneumocystis carinii and Toxoplasma gondii and as antitumor agents.
Journal of medicinal chemistry, , May-12, Volume: 38, Issue:10, 1995
Journal of medicinal chemistry, , Aug-27, Volume: 41, Issue:18, 1998
6-substituted 2,4-diamino-5-methylpyrido[2,3-d]pyrimidines as inhibitors of dihydrofolate reductases from Pneumocystis carinii and Toxoplasma gondii and as antitumor agents.
Journal of medicinal chemistry, , May-12, Volume: 38, Issue:10, 1995
Crystallography, quantitative structure-activity relationships, and molecular graphics in a comparative analysis of the inhibition of dihydrofolate reductase from chicken liver and Lactobacillus casei by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(substituted
Journal of medicinal chemistry, , Volume: 27, Issue:2, 1984
Journal of medicinal chemistry, , Volume: 27, Issue:2, 1984
Crystallography, quantitative structure-activity relationships, and molecular graphics in a comparative analysis of the inhibition of dihydrofolate reductase from chicken liver and Lactobacillus casei by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(substituted
Journal of medicinal chemistry, , Volume: 27, Issue:2, 1984
Journal of medicinal chemistry, , Volume: 27, Issue:2, 1984
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii.
Journal of medicinal chemistry, , Nov-24, Volume: 38, Issue:24, 1995
Journal of medicinal chemistry, , Nov-24, Volume: 38, Issue:24, 1995
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
A 1H NMR study of the interactions and conformations of rationally designed brodimoprim analogues in complexes with Lactobacillus casei dihydrofolate reductase.
Journal of medicinal chemistry, , Volume: 27, Issue:12, 1984
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
A 1H NMR study of the interactions and conformations of rationally designed brodimoprim analogues in complexes with Lactobacillus casei dihydrofolate reductase.
Journal of medicinal chemistry, , Volume: 27, Issue:12, 1984
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
6-substituted 2,4-diamino-5-methylpyrido[2,3-d]pyrimidines as inhibitors of dihydrofolate reductases from Pneumocystis carinii and Toxoplasma gondii and as antitumor agents.
Journal of medicinal chemistry, , May-12, Volume: 38, Issue:10, 1995
Journal of medicinal chemistry, , May-12, Volume: 38, Issue:10, 1995
Quantitative structure-activity relationships of 2, 4-diamino-5-(2-X-benzyl)pyrimidines versus bacterial and avian dihydrofolate reductase.
Journal of medicinal chemistry, , Oct-22, Volume: 41, Issue:22, 1998
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Journal of medicinal chemistry, , Oct-22, Volume: 41, Issue:22, 1998
On the structure selectivity problem in drug design. A comparative study of benzylpyrimidine inhibition of vertebrate and bacterial dihydrofolate reductase via molecular graphics and quantitative structure-activity relationships.
Journal of medicinal chemistry, , Volume: 32, Issue:8, 1989
Crystallography, quantitative structure-activity relationships, and molecular graphics in a comparative analysis of the inhibition of dihydrofolate reductase from chicken liver and Lactobacillus casei by 4,6-diamino-1,2-dihydro-2,2-dimethyl-1-(substituted
Journal of medicinal chemistry, , Volume: 27, Issue:2, 1984
Journal of medicinal chemistry, , Volume: 27, Issue:2, 1984
Synthesis and biological evaluation of poly-gamma-glutamyl metabolites of 10-deazaaminopterin and 10-ethyl-10-deazaaminopterin.
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Folate analogues altered in the C9-N10 bridge region. 18. Synthesis and antitumor evaluation of 11-oxahomoaminopterin and related compounds.
Journal of medicinal chemistry, , Volume: 24, Issue:9, 1981
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Folate analogues altered in the C9-N10 bridge region. 18. Synthesis and antitumor evaluation of 11-oxahomoaminopterin and related compounds.
Journal of medicinal chemistry, , Volume: 24, Issue:9, 1981
Methotrexate analogues. 14. Synthesis of new gamma-substituted derivatives as dihydrofolate reductase inhibitors and potential anticancer agents.
Journal of medicinal chemistry, , Volume: 24, Issue:12, 1981
Journal of medicinal chemistry, , Volume: 24, Issue:12, 1981
Pteridine-sulfonamide conjugates as dual inhibitors of carbonic anhydrases and dihydrofolate reductase with potential antitumor activity.
Bioorganic & medicinal chemistry, , Jul-15, Volume: 18, Issue:14, 2010
Novel boron-containing, nonclassical antifolates: synthesis and preliminary biological and structural evaluation.
Journal of medicinal chemistry, , Jul-12, Volume: 50, Issue:14, 2007
Synthesis of classical, four-carbon bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
Journal of medicinal chemistry, , Aug-11, Volume: 48, Issue:16, 2005
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
Journal of medicinal chemistry, , Dec-30, Volume: 47, Issue:27, 2004
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
Journal of medicinal chemistry, , Feb-13, Volume: 46, Issue:4, 2003
Effect of C9-methyl substitution and C8-C9 conformational restriction on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines.
Journal of medicinal chemistry, , Aug-10, Volume: 43, Issue:16, 2000
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
Journal of medicinal chemistry, , Oct-19, Volume: 43, Issue:21, 2000
2,4-diamino-5-deaza-6-substituted pyrido[2,3-d]pyrimidine antifolates as potent and selective nonclassical inhibitors of dihydrofolate reductases.
Journal of medicinal chemistry, , Mar-29, Volume: 39, Issue:7, 1996
Effect of bridge region variation on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines.
Journal of medicinal chemistry, , Sep-15, Volume: 38, Issue:19, 1995
Classical and nonclassical furo[2,3-d]pyrimidines as novel antifolates: synthesis and biological activities.
Journal of medicinal chemistry, , Apr-15, Volume: 37, Issue:8, 1994
Synthesis and antitumor activities of novel 6-5 fused ring heterocycle antifolates: N-[4-[omega-(2-amino-4-substituted-6,7-dihydrocyclopenta [d]pyrimidin-5-yl)alkyl]benzoyl]-L-glutamic acids.
Journal of medicinal chemistry, , May-27, Volume: 37, Issue:11, 1994
Synthesis and biological evaluation of 8-deazahomofolic acid and its tetrahydro derivative.
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Synthesis and biological evaluation of poly-gamma-glutamyl metabolites of 10-deazaaminopterin and 10-ethyl-10-deazaaminopterin.
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Synthesis and antifolate activity of 5-methyl-5,10-dideaza analogues of aminopterin and folic acid and an alternative synthesis of 5,10-dideazatetrahydrofolic acid, a potent inhibitor of glycinamide ribonucleotide formyltransferase.
Journal of medicinal chemistry, , Volume: 31, Issue:11, 1988
Folate analogues. 25. Synthesis and biological evaluation of N10-propargylfolic acid and its reduced derivatives.
Journal of medicinal chemistry, , Volume: 29, Issue:7, 1986
Synthesis and antifolate properties of 5,10-methylenetetrahydro-8,10-dideazaminopterin.
Journal of medicinal chemistry, , Volume: 29, Issue:9, 1986
Folate analogues. 26. Syntheses and antifolate activity of 10-substituted derivatives of 5,8-dideazafolic acid and of the poly-gamma-glutamyl metabolites of N10-propargyl-5,8-dideazafolic acid (PDDF).
Journal of medicinal chemistry, , Volume: 29, Issue:9, 1986
Synthesis and biological activity of resolved C-10 diastereomers of 10-methyl- and 10-ethyl-10-deazaminopterin.
Journal of medicinal chemistry, , Volume: 29, Issue:6, 1986
A 1H NMR study of the interactions and conformations of rationally designed brodimoprim analogues in complexes with Lactobacillus casei dihydrofolate reductase.
Journal of medicinal chemistry, , Volume: 27, Issue:12, 1984
Folate analogues. 21. Synthesis and antifolate and antitumor activities of N10-(cyanomethyl)-5,8-dideazafolic acid.
Journal of medicinal chemistry, , Volume: 26, Issue:4, 1983
Methotrexate analogues. 20. Replacement of glutamate by longer-chain amino diacids: effects on dihydrofolate reductase inhibition, cytotoxicity, and in vivo antitumor activity.
Journal of medicinal chemistry, , Volume: 26, Issue:12, 1983
10-Propargylaminopterin and alkyl homologues of methotrexate as inhibitors of folate metabolism.
Journal of medicinal chemistry, , Volume: 25, Issue:7, 1982
Methotrexate analogues. 15. A methotrexate analogue designed for active-site-directed irreversible inactivation of dihydrofolate reductase.
Journal of medicinal chemistry, , Volume: 25, Issue:8, 1982
Methotrexate analogues. 13. Chemical and pharmacological studies on amide, hydrazide, and hydroxamic acid derivatives of the glutamate side chain.
Journal of medicinal chemistry, , Volume: 24, Issue:5, 1981
Folate analogues altered in the C9-N10 bridge region. 16. Synthesis and antifolate activity of 11-thiohomoaminopterin.
Journal of medicinal chemistry, , Volume: 23, Issue:8, 1980
Methotrexate analogues. 12. Synthesis and biological properties of some aza homologues.
Journal of medicinal chemistry, , Volume: 22, Issue:7, 1979
Methotrexate analogues. 9. Synthesis and biological properties of some 8-alkyl-7,8-dihydro analogues.
Journal of medicinal chemistry, , Volume: 20, Issue:10, 1977
Folate analogues altered in the C9-N10 bridge region. 10-Oxafolic acid and 10-oxaaminopterin.
Journal of medicinal chemistry, , Volume: 19, Issue:6, 1976
Bioorganic & medicinal chemistry, , Jul-15, Volume: 18, Issue:14, 2010
Novel boron-containing, nonclassical antifolates: synthesis and preliminary biological and structural evaluation.
Journal of medicinal chemistry, , Jul-12, Volume: 50, Issue:14, 2007
Synthesis of classical, four-carbon bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
Journal of medicinal chemistry, , Aug-11, Volume: 48, Issue:16, 2005
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
Journal of medicinal chemistry, , Dec-30, Volume: 47, Issue:27, 2004
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
Journal of medicinal chemistry, , Feb-13, Volume: 46, Issue:4, 2003
Effect of C9-methyl substitution and C8-C9 conformational restriction on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines.
Journal of medicinal chemistry, , Aug-10, Volume: 43, Issue:16, 2000
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
Journal of medicinal chemistry, , Oct-19, Volume: 43, Issue:21, 2000
2,4-diamino-5-deaza-6-substituted pyrido[2,3-d]pyrimidine antifolates as potent and selective nonclassical inhibitors of dihydrofolate reductases.
Journal of medicinal chemistry, , Mar-29, Volume: 39, Issue:7, 1996
Effect of bridge region variation on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines.
Journal of medicinal chemistry, , Sep-15, Volume: 38, Issue:19, 1995
Classical and nonclassical furo[2,3-d]pyrimidines as novel antifolates: synthesis and biological activities.
Journal of medicinal chemistry, , Apr-15, Volume: 37, Issue:8, 1994
Synthesis and antitumor activities of novel 6-5 fused ring heterocycle antifolates: N-[4-[omega-(2-amino-4-substituted-6,7-dihydrocyclopenta [d]pyrimidin-5-yl)alkyl]benzoyl]-L-glutamic acids.
Journal of medicinal chemistry, , May-27, Volume: 37, Issue:11, 1994
Synthesis and biological evaluation of 8-deazahomofolic acid and its tetrahydro derivative.
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Synthesis and biological evaluation of poly-gamma-glutamyl metabolites of 10-deazaaminopterin and 10-ethyl-10-deazaaminopterin.
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Synthesis and antifolate activity of 5-methyl-5,10-dideaza analogues of aminopterin and folic acid and an alternative synthesis of 5,10-dideazatetrahydrofolic acid, a potent inhibitor of glycinamide ribonucleotide formyltransferase.
Journal of medicinal chemistry, , Volume: 31, Issue:11, 1988
Folate analogues. 25. Synthesis and biological evaluation of N10-propargylfolic acid and its reduced derivatives.
Journal of medicinal chemistry, , Volume: 29, Issue:7, 1986
Synthesis and antifolate properties of 5,10-methylenetetrahydro-8,10-dideazaminopterin.
Journal of medicinal chemistry, , Volume: 29, Issue:9, 1986
Folate analogues. 26. Syntheses and antifolate activity of 10-substituted derivatives of 5,8-dideazafolic acid and of the poly-gamma-glutamyl metabolites of N10-propargyl-5,8-dideazafolic acid (PDDF).
Journal of medicinal chemistry, , Volume: 29, Issue:9, 1986
Synthesis and biological activity of resolved C-10 diastereomers of 10-methyl- and 10-ethyl-10-deazaminopterin.
Journal of medicinal chemistry, , Volume: 29, Issue:6, 1986
A 1H NMR study of the interactions and conformations of rationally designed brodimoprim analogues in complexes with Lactobacillus casei dihydrofolate reductase.
Journal of medicinal chemistry, , Volume: 27, Issue:12, 1984
Folate analogues. 21. Synthesis and antifolate and antitumor activities of N10-(cyanomethyl)-5,8-dideazafolic acid.
Journal of medicinal chemistry, , Volume: 26, Issue:4, 1983
Methotrexate analogues. 20. Replacement of glutamate by longer-chain amino diacids: effects on dihydrofolate reductase inhibition, cytotoxicity, and in vivo antitumor activity.
Journal of medicinal chemistry, , Volume: 26, Issue:12, 1983
10-Propargylaminopterin and alkyl homologues of methotrexate as inhibitors of folate metabolism.
Journal of medicinal chemistry, , Volume: 25, Issue:7, 1982
Methotrexate analogues. 15. A methotrexate analogue designed for active-site-directed irreversible inactivation of dihydrofolate reductase.
Journal of medicinal chemistry, , Volume: 25, Issue:8, 1982
Methotrexate analogues. 13. Chemical and pharmacological studies on amide, hydrazide, and hydroxamic acid derivatives of the glutamate side chain.
Journal of medicinal chemistry, , Volume: 24, Issue:5, 1981
Folate analogues altered in the C9-N10 bridge region. 16. Synthesis and antifolate activity of 11-thiohomoaminopterin.
Journal of medicinal chemistry, , Volume: 23, Issue:8, 1980
Methotrexate analogues. 12. Synthesis and biological properties of some aza homologues.
Journal of medicinal chemistry, , Volume: 22, Issue:7, 1979
Methotrexate analogues. 9. Synthesis and biological properties of some 8-alkyl-7,8-dihydro analogues.
Journal of medicinal chemistry, , Volume: 20, Issue:10, 1977
Folate analogues altered in the C9-N10 bridge region. 10-Oxafolic acid and 10-oxaaminopterin.
Journal of medicinal chemistry, , Volume: 19, Issue:6, 1976
Effect of C9-methyl substitution and C8-C9 conformational restriction on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines.
Journal of medicinal chemistry, , Aug-10, Volume: 43, Issue:16, 2000
Effect of bridge region variation on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines.
Journal of medicinal chemistry, , Sep-15, Volume: 38, Issue:19, 1995
Journal of medicinal chemistry, , Aug-10, Volume: 43, Issue:16, 2000
Effect of bridge region variation on antifolate and antitumor activity of classical 5-substituted 2,4-diaminofuro[2,3-d]pyrimidines.
Journal of medicinal chemistry, , Sep-15, Volume: 38, Issue:19, 1995
Novel fluorinated antifolates. Enzyme inhibition and cytotoxicity studies on 2'- and 3'-fluoroaminopterin.
Journal of medicinal chemistry, , Volume: 26, Issue:8, 1983
Methotrexate analogues. 16. Importance of the side-chain amide carbonyl group as a structural determinant of biological activity.
Journal of medicinal chemistry, , Volume: 25, Issue:12, 1982
Journal of medicinal chemistry, , Volume: 26, Issue:8, 1983
Methotrexate analogues. 16. Importance of the side-chain amide carbonyl group as a structural determinant of biological activity.
Journal of medicinal chemistry, , Volume: 25, Issue:12, 1982
Synthesis and antitumor activities of novel 6-5 fused ring heterocycle antifolates: N-[4-[omega-(2-amino-4-substituted-6,7-dihydrocyclopenta [d]pyrimidin-5-yl)alkyl]benzoyl]-L-glutamic acids.
Journal of medicinal chemistry, , May-27, Volume: 37, Issue:11, 1994
Synthesis and biological evaluation of poly-gamma-glutamyl metabolites of 10-deazaaminopterin and 10-ethyl-10-deazaaminopterin.
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Journal of medicinal chemistry, , May-27, Volume: 37, Issue:11, 1994
Synthesis and biological evaluation of poly-gamma-glutamyl metabolites of 10-deazaaminopterin and 10-ethyl-10-deazaaminopterin.
Journal of medicinal chemistry, , Volume: 31, Issue:1, 1988
Diastereoisomers of 5,10-methylene-5,6,7,8-tetrahydropteroyl-D-glutamic acid.
Journal of medicinal chemistry, , Volume: 20, Issue:11, 1977
Journal of medicinal chemistry, , Volume: 20, Issue:11, 1977
Folate analogues. 32. Synthesis and biological evaluation of 2-desamino-2-methyl-N10-propargyl-5,8-dideazafolic acid and related compounds.
Journal of medicinal chemistry, , Volume: 32, Issue:6, 1989
Folate analogues. 30. Synthesis and biological evaluation of N10-propargyl-5,8-dideaza-5,6,7,8-tetrahydrofolic acid and related compounds.
Journal of medicinal chemistry, , Volume: 30, Issue:7, 1987
Folate analogues. 25. Synthesis and biological evaluation of N10-propargylfolic acid and its reduced derivatives.
Journal of medicinal chemistry, , Volume: 29, Issue:7, 1986
Journal of medicinal chemistry, , Volume: 32, Issue:6, 1989
Folate analogues. 30. Synthesis and biological evaluation of N10-propargyl-5,8-dideaza-5,6,7,8-tetrahydrofolic acid and related compounds.
Journal of medicinal chemistry, , Volume: 30, Issue:7, 1987
Folate analogues. 25. Synthesis and biological evaluation of N10-propargylfolic acid and its reduced derivatives.
Journal of medicinal chemistry, , Volume: 29, Issue:7, 1986
Synthesis of classical, four-carbon bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
Journal of medicinal chemistry, , Aug-11, Volume: 48, Issue:16, 2005
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
Journal of medicinal chemistry, , Dec-30, Volume: 47, Issue:27, 2004
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
Journal of medicinal chemistry, , Feb-13, Volume: 46, Issue:4, 2003
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
Journal of medicinal chemistry, , Oct-19, Volume: 43, Issue:21, 2000
Journal of medicinal chemistry, , Aug-11, Volume: 48, Issue:16, 2005
Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.
Journal of medicinal chemistry, , Dec-30, Volume: 47, Issue:27, 2004
Design, synthesis, and biological activities of classical N-[4-[2-(2-amino-4-ethylpyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid and its 6-methyl derivative as potential dual inhibitors of thymidylate synthase and dihydrofolate reductase and
Journal of medicinal chemistry, , Feb-13, Volume: 46, Issue:4, 2003
Design, synthesis, and X-ray crystal structure of a potent dual inhibitor of thymidylate synthase and dihydrofolate reductase as an antitumor agent.
Journal of medicinal chemistry, , Oct-19, Volume: 43, Issue:21, 2000