SEARCH

SEARCH BY CITATION

References

  • 1
    Schreiber, S. L. ( 2000) Target-oriented and diversity-oriented synthesis in drug discovery. Science 287, 19641969.
  • 2
    Welsch, M. R., Snyder, S. A., and Stockwell, B. R. ( 2010) Privileged scaffolds for library design and drug discovery. Curr. Opin. Chem. Biol. 14, 347361.
  • 3
    O'Connor, C. J., Beckmann, S. J. G., and Spring, D. R. ( 2012) Diversity-oriented synthesis: producing chemical tools for dissecting biology. Chem. Soc. Rev. 41, 44444456.
  • 4
    Suckling, C. J., Gibson, C. L., and Huggan, J. K. ( 2008) Bicyclic 6–6 systems: pteridines. InComprehensive Heterocyclic Chemistry III, vol. 10. ( Katritzky, A. R., Ramsden, C. A., Scriven, E. F. V., and Taylor, R. J. K., eds.). pp 915976, Elsevier, Oxford.
  • 5
    Pfleiderer, W. and Hutzenlaub, W. ( 1973) Pteridine, L VIII. Synthese und Eigenschaften von Pterin- und 2,4-Diaminopteridin-mono- und -di-N-oxiden. Chem. Ber. 106, 31493156.
  • 6
    Taylor, E.C. and Kobayashi, T. ( 1973) Pteridines. XXXII. 2-amino-3-cyano-5-chloromethylpyrazine 1-oxide and its conversion to 6-alkenyl- substituted pteridines. J. Org. Chem. 38, 28172821.
  • 7
    Steinlin, T., Sonati, T., and Vasella, A.( 2008) Synthesis and reactivity in [3+2] cycloadditions of isoxanthopterin N-5-oxides—a new synthesis of 6-substituted pteridinediones. Helv. Chim. Acta 91, 18791887.
  • 8
    Kujime, M., Kudoh, K., and Murata, S.( 2002) Regioselective preparation of pterin 6-triflate and its application to 6-substituted pterin syntheses. Heterocycles 57, 18411850.
  • 9
    Jungmann, O.and Pfleiderer, W. ( 1997) A new efficient method of nucleotide synthesis. Tetrahedron Lett. 37, 83558358.
  • 10
    Duncton, M. A. J. ( 2011) Minisci reactions: versatile CH-functionalizations for medicinal chemists. Med. Chem. Commun. 2, 11351161.
  • 11
    Sugimoto, T. and Pfleiderer, W. ( 1997) Arylation of 1,3-dimethyllumazines by arenediazonium salts. Heterocycles 45, 765772.
  • 12
    Döring, T., Boruah, R. C., and Pfleiderer, W. ( 2004) Synthesis of 7-acyl-2,4-disubstituted pteridines by radical nucleophilic substitution and displacement reactions. Pteridines 15, 129148.
  • 13
    Pruet, J. M., Robertus, J. D., and Anslyn, E. V. ( 2010) Acyl radical insertion for the direct formation of new seven-substituted pterin analogs. Tetrahedron Lett. 51, 25392540.
  • 14
    Dumas, J. P., Boyer, S. J., Joe, T. K., Natoum-Mokdad, H., Kluender, H. C. E., et al. 2005. Substituted pyridazines and fused pyridazines with angiogenesis inhibiting activity. US Patent 6,903,101.
  • 15
    Sugimoto, T. and Pfleiderer, W. ( 1995) Pteridines. CIV: regioselective alkoxylation of pteridines at the 6-position by N-bromosuccinimide and alcohol. Heterocycles 41, 781788.
  • 16
    Duncton, M. A. J., Estiarte, M. A., Cox, M., O'Mahony, D. J. R., Johnson, R. J., et al. ( 2009) Preparation of substituted pyrimido[4,5-b]-1,4-benzoxazepines, thiazepines, and diazepines via a pictet–spengler cyclization. J. Org. Chem. 74, 63546357.
  • 17
    Taylor, E. C., Harrington, P. J., Fletcher, S. R., Beardsley, G. P., and Moran, R. G. ( 1985) Synthesis of the antileukemic agents 5,10-dideazaaminopterin and 5,10-dideaza-5,6,7,8-tetrahydroaminopterin. J. Med. Chem. 28, 914921.
  • 18
    Heckel, A. and Pfleiderer, W. ( 1986) Pteridine. Teil LXXXII. Synthese und Reaktivität von Lumazin-7-sulfensäuren. Helv. Chim. Acta 69, 708717.
  • 19
    Abou-Hadeed, K. and Pfleiderer, W. ( 1996) Pteridines CVIII Reactions of 6,7-dichloro-1,3,-dimethyllumazine with sulfur-nucleophiles. Pteridines. 7, 113122.
  • 20
    Dollinger, H., Mack, J., Martyres, D., Jung, B., and Nickolaus, P. ( 2006) Substituted pteridines for the treatment of inflammatory diseases. US Patent application. 117,370.
  • 21
    Wagner, B., Jacobs, S., Habermeyer, M., Hippe, F., Cho-Chung, Y.-S., et al. ( 2002) 7-Benzylamino-6-chloro-2-piperazino-4-pyrrolidino-pteridine, a potent inhibitor of cAMP-specific phosphodiesterase, enhancing nuclear protein binding to the CRE consensus sequence in human tumour cells. Biochem. Pharmacol. 63, 659668.
  • 22
    Ding, Y., Girardet, J. L., Smith, K. L., Larson, G., Prigaro, B., et al. ( 2005) Parallel synthesis of pteridine derivatives as potent inhibitors for hepatitis C virus NS5B RNA-dependent RNA polymerase. Bioorg. Med. Chem. Lett. 15, 675678.
  • 23
    Reynolds, R. C., Srivastava, S., Ross, L. J., Suling, W. J., and White, E. L. ( 2004) A new 2-carbamoyl pteridine that inhibits mycobacterial Fts Z. Bioorg. Med. Chem. Lett. 14, 31613164.
  • 24
    Baxter, A. D., Boyd, A., Cox, P. B., Loh, V.Jr., Monteils, C., et al. ( 2000) 4,6-Dichloro-5-nitropyrimidine: a versatile building block for the solid phase synthesis of pteridinones. Tetrahedron Lett. 41, 81778181.
  • 25
    Murata, S. and Chen, N. ( 2006) Difference of DNA compaction performed by two kinds of oncopterin-mimic pteridine - polyamine conjugates. Pteridines 17, 14.
  • 26
    Marchal, A., Nogueras, M., Sánchez, A., Low, J. N., Naesens, L., et al. ( 2010) Alkoxy-5-nitrosopyrimidines: useful building block for the generation of biologically active compounds. Eur. J. Org. Chem. 38233830.
  • 27
    Adcock, J., Gibson, C. L., Huggan, J. K., and Suckling, C. J. ( 2011) Diversity-oriented synthesis: substitution at C5 in unreactive pyrimidines by Claisen rearrangement and reactivity in nucleophilic substitution at C2 and C4 in pteridines and pyrrolo[2,3-d]pyrimidines. Tetrahedron 67, 32263237.
  • 28
    Yao, Q. H. and Pfleiderer, W. ( 2003) Pteridines part CXII, Protection of pteridines. Helv. Chim. Acta 86, 112.
  • 29
    Murata, S., Sugimoto, T., and Murakami, K. ( 1997) Preparation and synthetic application of highly reactive 6-trifluoromethanesulfonyloxylumazine; a novel method for 6-substituted lumazines. Pteridines, 8, 19.
  • 30
    Guiney, D., Gibson, C. L., and Suckling, C.J. ( 2003) Syntheses of highly functionalised pteridines. Org. Biomol. Chem. 1, 664675.
  • 31
    Marisiak, S., Waldscheck, B., and Pfleiderer, W. ( 2004) Nucleosides. LXV. Synthesis of new pteridine-N8-nucleosides. Nucleosides Nucleotides Nucleic Acids 23, 5166.
  • 32
    Gibson, C. L., La Rosa, S., and Sucking, C. J. ( 2003) A prototype solid phase synthesis of pteridines and related heterocyclic compounds. Org. Biomol. Chem. 1, 19091918.
  • 33
    Gibson, C. L., Huggan, J. K., Kennedy, A., Kiefer, L., Lee, J.-H., et al. ( 2009) Pyrrolopyrimidines diversity oriented syntheses of fused pyrimidines designed as potential antifolates. Org. Biomol. Chem. 7, 18291842.
  • 34
    Sato, J. and Fukuya, S. ( 2000) Studies on pyrazines: part 37. Synthesis of 6-propionylpteridine-2,4(1H,3H)-dione and its 1- and/or 3-methyl derivatives from marine natural products. J. Chem. Soc. Perkin Trans. 1, 8995.
  • 35
    Bradshaw, B., Dinsmore, A., Ajana, W., Collison, D., Garner, C. D., et al. ( 2001) Synthesis of the organic ligand of the molybdenum cofactor, in protected form. J. Chem. Soc. Perkin Trans. 1, 32393244.
  • 36
    Gulevskaya, A. V., Nguyen, H. T. L., Tyaglivy, A. S., and Pozharskii, A. F. ( 2012) New insight into anionic cyclizations of alkynyl- and ortho-dialkynylarenes: a specific reactivity of 3-alkynyl-2-chloro- and 2,3-dialkynylquinoxalines and related compounds toward CH-acids' carbanions. Tetrahedron, 68, 488498.
  • 37
    Soyka, R., Pfleiderer, W., and Prevo, R. ( 1990) Pteridine. Teil XCIV. Synthese und Eigenschaften von 5,6-Dihydro-6-(1,2,3-trihydroxypropyl)pteridinen: Kovalente intramolekulare Addukte. Helv. Chim. Acta 73, 808826.
  • 38
    Chan, D. C. M. and Anderson, A. C. ( 2006) Towards species-specific antifolates. Curr. Med. Chem. 13, 377398.
  • 39
    De Graw, J. I., Colwell, W. T., Crase, J., Smith, R. L., Piper, J. R., et al. ( 1997) Analogues of methotrexate in rheumatoid arthritis. I. Effects of 10-deazaaminopterin analogues on type ii collagen-induced arthritis in mice. J. Med. Chem. 40, 370376.
  • 40
    Hart, B. P., Haile, W. H., Licato, N. J., Bolanowska, W. E., McGuire, J. J., et al. ( 1996) Synthesis and biological activity of folic acid and methotrexate analogues containing L-threo-(2S,4S)4-fluoroglutamic acid and DL-3,3-difluoroglutamate. J. Med. Chem. 39, 5665.
  • 41
    Rosowsky, A., Fu, H. N., Chan, D. C. M., and Queener, S. F. ( 2004) Synthesis of 2,4-Diamino-6-[2′-O-(w-carboxyalkyl)oxydibenz[b,f]azepin-5-yl]-methylpteridines as potent and selective inhibitors of Pneumocystis carinii, Toxoplasma gondii, and Mycobacterium avium dihydrofolate reductase. J. Med. Chem. 47, 24752485.
  • 42
    Marques, S. M., Enyedy, E. A., Supuran, C. T., Krupenko, N. I., Krupenko, S. A., et al. ( 2010) Pteridine-sulfonamide conjugates as dual inhibitors of carbonic anhydrases and dihydrofolate reductase with potential antitumor activity. Bioorg. Med. Chem. 18, 50815089.
  • 43
    Yang, Y. and Coward, J. K. ( 2007) Synthesis of p-aminophenyl aryl H-phosphinic acids and esters via cross-coupling reactions: elaboration to phosphinic acid pseudopeptide analogues of pteroyl glutamic acid and related antifolates. J. Org. Chem. 72, 57485758.
  • 44
    Heizmann, G. and Pfleiderer, W. ( 2007) Methanopterin: chemical approach and partial synthesis. Helv. Chim. Acta 90, 18561873.
  • 45
    Muranishi, S., Soyka, R., and Pfleiderer, W. ( 2004) Aldol-type and claisen condensation reactions of 1,3,6- and 1,3,7-trimethyllumazines. Pteridines, 15, 1019.
  • 46
    Gibson, C. L., Lang, A., Ohta, K., Rice, M. J., and Suckling, C. J. ( 1999) The synthesis of highly functionalised 6-substituted pterins. J. Chem. Soc. Perkin Trans. 1, 163169.
  • 47
    Suckling, C. J., Huggan, J. K., Rao, R. M., Kiefer, L., and Gibson, C. L. ( 2005) Highly flexible syntheses of pteridines and related compounds. Pteridines, 16, 5304.
  • 48
    Torigoe, K., Kariya, N., Soranaka, K., and Pfleiderer, W. ( 2007) Side-chain transformations of 6- and 7-substituted 1,3-dimethyllumazines. Helv. Chim. Acta 90, 11901205.
  • 49
    Nelson, M. E., Loktionova, N. A., Pegg, A. E., and Moschel, R. C. ( 2004) 2-Amino-O4-benzylpteridine derivatives: potent inactivators of O6-alkylguanine-DNA alkyltransferase. J. Med. Chem. 47, 38873891.