5-(1-Adamantyl) pyrimidines as inhibitors of folate metabolism.

No abstract is available for this paper.

• Publication year

  1972

• Venue

  Cancer Research

• Publication date

  1972-05-01

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  PMID 4552913
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Synthesis and biological activity of some 5-(1-adamantyl)pyrimidines. 2.

  1971cited by this paper
• Graphic methods for determination of Km and Ki values for dihydrofolate reductase.

  1970cited by this paper
• Synthesis and biological activity of some 5-(1-adamantyl)pyrimidines. 1.

  1970cited by this paper
• Analogs of tetrahydrofolic acid 34. Hydrophobic bonding to dihydrofolic reductase VI. Mode of phenyl binding of some 6-arylpyrimidines.

  1966cited by this paper
• Dihydrofolate reductase from guinea pig liver and small intestine.

  1966cited by this paper
• Analogs of tetrahydrofolic acid. XXVII. Hydrophobic bonding to dihydrofolic reductase by 2-amino-4,6-disubstituted-5-alkylpyrimidines and 1-alkyl-4,6-diamino-1,2-dihydro-s-triazines.

  1965cited by this paper
• Inhibitor binding analysis of dihydrofolate reductases from various species.

  1965cited by this paper
• On the nature of permeability of sarcoma-180 cells to amethopterin in vitro.

  1965cited by this paper
• COMPARATIVE BIOCHEMISTRY OF BACTERIAL AND PHAGE-INDUCED DIHYDROFOLATE REDUCTASES.

  1965cited by this paper
• On the role of drug penetration in amethopterin resistance of Sarcoma-180 cells in vitro.

  1965cited by this paper
• The mechanism of binding of folate analogues by folate reductase.

  1963cited by this paper
• Chromosomal constitution and amethopterin resistance in cultured mouse cells.

  1962cited by this paper
• Relation of folic acid reductase to amethopterin resistance in cultured mammalian cells.

  1961cited by this paper
• Evidence for a single enzyme reducing folate and dihydrofolate.

  1960cited by this paper
• Prevention of toxicity of amethopterin for sarcoma-180 cells in tissue culture.

  1957cited by this paper

• Prospect into therapeutic potentials of Moringa oleifera phytocompounds against cancer upsurge: de novo synthesis of test compounds, molecular docking, and ADMET studies

  2021cites this paper
• Repositioning of DHFR Inhibitors.

  2016cites this paper
• Adamantane-substituted guanylhydrazones: novel inhibitors of butyrylcholinesterase.

  2012cites this paper
• Synthèse Des Premiers Esters Sulfamiques Adamantyles

  2010cites this paper
• cis-Bis[(1-adamantylmethyl)amine-κN]dichloridoplatinum(II) N,N-dimethylformamide solvate

  2009cites this paper
• Preparation and Preliminary Evaluation of Novel β-Cyclodextrin/IUDR Prodrug Formulations

  2008cites this paper
• Dihydrofolate reductase as a target for chemotherapy in parasites.

  2007cites this paper
• Substituted 4-hydroxyproline di- and tri-peptides as cytotoxic agents

  2005cites this paper
• Metabolic effects of novel N-1-sulfonylpyrimidine derivatives on human colon carcinoma cells.

  2005cites this paper
• SYNTHESIS AND ANTITUMOR ACTIVITY OF 5-BROMO-1-MESYLURACIL

  2005cites this paper
• Phase I clinical trial and human pharmacokinetics of 2,4-diamino-5-adamantyl-6-methyl pyrimidine ethane sulfonate (DAMP-ES): a lipid-soluble antifolate

  2004cites this paper
• Structural studies on bioactive compounds. 39. Biological consequences of the structural modification of DHFR-inhibitory 2,4-diamino-6-(4-substituted benzylamino-3-nitrophenyl)-6-ethylpyrimidines ('benzoprims').

  2004cites this paper
• Cytotoxicity and mode of action of vanada- and niobatricarbadecaboranyl monohalide complexes in human HL-60 promyelocytic leukemia cells.

  2003cites this paper
• Synthesis and Cytotoxicity of Cyanoborane Adducts of N 6 -Benzoyladenine and 6-Triphenylphosphonylpurine

  2002cites this paper
• Analysis of the in vitro inhibition of murine and human tumor cell growth by pyrazole derivatives and a substituted azabicyclo [3.1.0] hexane-2,4-dione.

  2001cites this paper
• Investigations on the biological properties of the lipophilic DHFR-inhibitory benzoprims reveal non-folate modes of action and opportunities for anti-cancer drug design.

  2001cites this paper
• The Cytotoxicity of Symmetrical and Unsymmetrical Bis(thiosemicarbazones) and Their Metal Complexes in Murine and Human Tumor Cells

  2000cites this paper
• Cytotoxicity of tantalum(V) and niobium(V) small carborane complexes and mode of action in P388 lymphocytic leukemia cells

  2000cites this paper
• The cytotoxicity of trifluoromethyl boron derivatives and mode of action in human Tmolt3 T leukemic cells

  2000cites this paper
• Cytotoxicity of Metallic Complexes of Furan Oximes in Murine and Human Tissue Cultured Cell Lines

  1999cites this paper
• Multiple mechanisms for cytotoxicity induced by copper(II) complexes of 2‐acetylpyrazine‐N‐substituted thiosemicarbazones

  1999cites this paper
• Investigations on the Mechanism of Action of the Novel Antitumor Agents 2‐Benzothiazolyl, 2‐Benzoxazolyl, and 2‐Benzimidazolyl Hydrazones Derived from 2‐Acetylpyridine

  1999cites this paper
• The cytotoxic action of 1,3,5-triazabicyclo[3.1.0]hexane-2,4-diones and 1,3,5-triazine-4,6-(1 H,5 H)-diones in murine and human tumor cells.

  1998cites this paper
• Antineoplastic and cytotoxic activity of beta-alkylamino-(para-substituted)propiophenone and beta-alkylamino-(6-methyl)-naphthone derivatives in murine and human tissue culture cells.

  1998cites this paper
• The synthesis and antitumor activity of metal complexes of amine-carboxyborane adducts

  1998cites this paper
• Cytotoxicity of copper complexes of 2-furaldehyde oxime derivatives in murine and human tissue cultured cell lines.

  1997cites this paper
• Synthesis and antitumor activity of boronated dipeptides containing aromatic amino acids.

  1997cites this paper
• Synthesis and Cytotoxic Action of 3,5‐Isoxazolidinediones and 2‐Isoxazolin‐5‐ones in Murine and Human Tumors

  1997cites this paper
• Antineoplastic activities of alpha-methyl-beta-alkylaminopropiophenone derivatives in tissue culture cells.

  1996cites this paper
• Cytoxicity of [(5,6-dichloro-9a-n-propyl-2,3,9,9a-tetrahydro-3-oxo-1H fluoren-7-yl)oxy]acetic acid, an agent known to reduce brain edema.

  1996cites this paper
• Antineoplastic activities of 2,3,4-chloro-substituted beta-alkylaminopropiophenone derivatives in CF1 mice and in murine and human tumor cells.

  1996cites this paper
• Antineoplastic activities of alpha-, beta-, and gamma-alkylaminopropiophenone derivatives in mice and in murine and human tissue culture cells.

  1996cites this paper
• Cytotoxicity and Antineoplastic Activities of Alkylamines and Their Borane Derivatives

  1996cites this paper
• The cytotoxicity of 3'-aminocyanoborane-2', 3'-dideoxypyrimidines in murine and human tissue cultured cell lines.

  1995cites this paper
• The cytotoxic activity of 1-acyl- and 1,2-diacyl-4,4-diethyl-3,5-pyrazolidinediones.

  1995cites this paper
• The cytotoxicity of N-Pyridinyl and N-quinolinyl substituted derivatives of phthalimide and succinimide.

  1995cites this paper
• Cytotoxicity of boron containing dipeptide analogs

  1995cites this paper
• The cytotoxic activity of cyclic imido alkyl ethers, thioethers, sulfoxides, sulfones and related derivatives.

  1994cites this paper
• Cytotoxicity and mode of action of substituted indan-1, 3-diones in murine and human tissue cultured cells.

  1994cites this paper
• Cytotoxicity of ribo-and arabinoside boron nucleosides in tissue culture cells.

  1994cites this paper
• Synthesis, antifungal, antibacterial and antiviral effects of some adamantaneketoxime ethers.

  1993cites this paper
• The effects of boron containing peptides on L1210 lymphoid leukemia metabolism

  1993cites this paper
• The cytotoxicity of heterocyclic thiosemicarbazones and their metal complexes on human and murine tissue culture cells.

  1993cites this paper
• The cytotoxicity of N‐substituted indazolones in murine and human tumor cells

  1993cites this paper
• The cytotoxicity of copper(II) complexes of heterocyclic thiosemicarbazones and 2-substituted pyridine N-oxides.

  1993cites this paper
• Nucleosides, nucleotides and nucleic acids

  1993cites this paper
• The synthesis and anti-neoplastic activity of N2-isobutyryl-2'-deoxyguanosine-N7-cyanoborane derivatives.

  1992cites this paper
• The anti‐neoplastic activity of 2,3‐dihydrophthalazine‐1,4‐dione and N‐butyl‐2,3‐dihydrophthalazine‐1,4‐dione in human and murine tumor cells

  1992cites this paper
• The anti‐neoplastic activity of ethylamine‐carboxyborane and triphenylphosphine‐carboxyborane in L‐1210 lymphoid leukemia cells

  1992cites this paper
• Antineoplastic activity of boron-containing thymidine nucleosides in Tmolt3 leukemic cells.

  1992cites this paper
• The synthesis and antineoplastic activity of 2'-deoxy-nucleoside-cyanoboranes in murine and human culture cells.

  1992cites this paper
• Inhibition of DNA synthesis in P388 lymphocytic leukemia cells of BDF1 mice by cis-diamminedichloroplatinum(II) and its derivatives.

  1990cites this paper
• INTRODUCTION DE SYSTÈMES CAGE DANS LES MOLÉCULES D'INTÉRĚT BIOLOGIQUE. 2. ALKYLATION DES ESTERS SULFAMIQUES AU MOYEN D'UN DÉRIVÉ DE L'ADAMANTANE

  1988cites this paper
• Inhibition of nucleic acid synthesis in P-388 lymphocytic leukemia tumor cells by helenalin and bis(helenalinyl)malonate in vivo.

  1988cites this paper
• The effects of genkwadaphnin and gnidilatidin on the growth of P-388, L-1210 leukemia and KB carcinoma cells in vitro.

  1986cites this paper
• Inhibition of metabolism of the 'nonclassical' antifolate, trimetrexate (2,4-diamino-5-methyl-6-[(3,4,5-trimethoxyanilino)methyl]quinazoline) by drugs containing an imidazole moiety.

  1985cites this paper
• Dihydrofolate reductase. The stereochemistry of inhibitor selectivity.

  1985cites this paper
• Antineoplastic activity of a series of boron analogues of alpha-amino acids.

  1985cites this paper
• Cytotoxic chemotherapeutic agents under development with a possible future role in prostate cancer

  1984cites this paper
• Antineoplastic activity of tetrakis-mu-(trimethylamine-boranecarboxylato)-bis (trimethylamine-carboxyborane)dicopper (II) in Ehrlich ascites carcinoma.

  1984cites this paper
• Inhibition of dihydrofolate reductase and cell growth by antifolates in a methotrexate-resistant cell line.

  1984cites this paper
• [Compounds with potential antitumor activity. II. N,N'-(1-Diadamantandicarboxyamides)].

  1983cites this paper
• CNDO/2 molecular orbital calculations on the antifolate DAMP and some related species: structural geometries, ring distortions, change distributions and conformational characteristics.

  1983cites this paper
• Inhibitors of Dihydrofolate Reductase

  1983cites this paper
• Antitumor agents LXIII: the effects of microlenin on nucleic acid and protein syntheses of Ehrlich ascites cells.

  1983cites this paper
• Theory and application of molecular potential energy fields in molecular shape analysis: a quantitative structure--activity relationship study of 2,4-diamino-5-benzylpyrimidines as dihydrofolate reductase inhibitors.

  1983cites this paper
• Antitumor agents LV: Effects of genkwadaphnin and yuanhuacine on nucleic acid synthesis of P-388 lymphocytic leukemia cells.

  1982cites this paper
• Effects of 3-chloromethylthiochromone-1,1-dioxide on nucleic acid, protein, and aerobic and anaerobic metabolism of Ehrlich ascites tumor cells.

  1982cites this paper
• Antitumor agents XLVI: In vitro effects of esters of brusatol, bisbrusatol, and related compounds on nucleic acid and protein synthesis of P-388 lymphocytic leukemia cells.

  1982cites this paper
• Molecular structures of 2,4-diaminopyrimidine antifolates with antineoplastic activity.

  1982cites this paper
• Antitumor agents LIII: The effects of daphnoretin on nucleic acid and protein synthesis of Ehrlich ascites tumor cells.

  1982cites this paper
• Antitumor agents LII: The effects of molephantinin on nucleic acid and protein synthesis of Ehrlich ascites cells.

  1982cites this paper
• Antitumor agents XLVII: The effects of bisbrusatolyl malonate on P-388 lymphocytic leukemia cell metabolism.

  1982cites this paper
• Toxicity and pharmacokinetics of a new antifolate, 2,4-diamino-5-adamantyl-6-methylpyrimidine, in dogs.

  1982cites this paper
• Recent progress in the medicinal chemistry of 2,4-diaminopyrimidines.

  1982cites this paper
• Preparation of tritiated 2,4-diamino-5-adamantyl-6-methylpyrimidine

  1981cites this paper
• Biochemical pharmacology of lipophilic diaminopyrimidine antifolates in mouse and human cells in vitro.

  1980cites this paper
• Antitumor agents XLI: Effects of eupaformosanin on nucleic acid, protein, and anaerobic and aerobic glycolytic metabolism of Ehrlich ascites cells.

  1980cites this paper
• Cellular pharmacokinetics of lipophilic diaminopyrimidine antifolates.

  1980cites this paper
• Quantitative structure-selectivity relationships. Comparison of the inhibition of Escherichia coli and bovine liver dihydrofolate reductase by 5-(substituted-benzyl)-2,4-diaminopyrimidines.

  1980cites this paper
• Effects of cis-malonato-diammino platinum (II) on P-388 lymphocytic leukemia cell metabolism.

  1980cites this paper
• Inhibition of histamine-metabolizing enzymes and elevation of histamine levels in tissues by lipid-soluble anticancer folate antagonists.

  1980cites this paper
• Antitumor agents. XXXIV: Mechanism of action of bruceoside A and brusatol on nucleic acid metabolism of P-388 lymphocytic leukemia cells.

  1979cites this paper
• Comparison of the antitumor activity and toxicity of 2,4-diamino-5-(1-adamantyl)-6-methylpyrimidine and 2,4-diamino-5-(1-adamantyl)-6-ethylpyrimidine.

  1978cites this paper
• Studies with a new antifolate 2,4-diamino-5-adamantyl-6-methylpyrimidine (DAMP): tissue distribution and disposition of 2,4-diamino-5-adamantyl-6-methylpyrimidine and its metabolite.

  1978cites this paper
• Synthesis and antifolate activity of new diaminopyrimidines and diaminopurines in enzymatic and cellular systems.

  1975cites this paper
• Comparison of some diaminopyrimidines and amethopterin as inhibitors of insect cell proliferation and of insect folate-metabolizing enzymes.

  1974cites this paper
• Transport of Antineoplastic Agents

  1974cites this paper
• Chapter 19 Analysis of Nucleotide Pools in Animal Cells

  1974cites this paper
• Medicinal properties of adamantane derivatives.

  1973cites this paper
• Hydrophobic interactions between the 5-alkyl group of 2,4-diamino-6-methylpyrimidines and dihydrofolate reductase.

  1973cites this paper