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Volumn 40, Issue 12, 1997, Pages 1894-1900

Design and synthesis of potent antitumor 5,4'-diaminoflavone derivatives based on metabolic considerations

Author keywords

[No Author keywords available]

Indexed keywords

4',5 DIAMINO 3',6,8 TRIFLUOROFLAVONE; 5,4' DIAMINOFLAVONE; ESTROGEN RECEPTOR; FLAVONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 15444358404     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9700326     Document Type: Article
Times cited : (67)

References (22)
  • 1
    • 0029792884 scopus 로고    scopus 로고
    • Novel 5-Aminoflavone Derivatives as Specific Antitumor Agents in Breast Cancer
    • Akama, T.; Shida, Y.; Sugaya, T.; Ishida, H.; Gomi, K.; Kasai, M. Novel 5-Aminoflavone Derivatives as Specific Antitumor Agents in Breast Cancer. J. Med. Chem. 1996, 39, 3461-3469.
    • (1996) J. Med. Chem. , vol.39 , pp. 3461-3469
    • Akama, T.1    Shida, Y.2    Sugaya, T.3    Ishida, H.4    Gomi, K.5    Kasai, M.6
  • 2
    • 0002640711 scopus 로고
    • Mammalian Metabolism of Flavonoids
    • Harborne, J. B., Mabry, T. J., Eds.; Chappmann & Hall: London
    • Griffiths, L. A. Mammalian Metabolism of Flavonoids. In Flavonoids: Advanced Research; Harborne, J. B., Mabry, T. J., Eds.; Chappmann & Hall: London, 1982; pp 681-718.
    • (1982) Flavonoids: Advanced Research , pp. 681-718
    • Griffiths, L.A.1
  • 4
    • 0016685233 scopus 로고
    • Methods for Detecting Carcinogens and Mutagens with the Salmonella/Mammalian-Microsome Mutagenicity Test
    • Ames, B. M.; McCann, J.; Yamasaki, E. Methods for Detecting Carcinogens and Mutagens with the Salmonella/Mammalian-Microsome Mutagenicity Test. Mutat. Res. 1975, 31, 347-364.
    • (1975) Mutat. Res. , vol.31 , pp. 347-364
    • Ames, B.M.1    McCann, J.2    Yamasaki, E.3
  • 5
    • 15444341415 scopus 로고    scopus 로고
    • The details of the metabolism of compound 1 will be published separately
    • The details of the metabolism of compound 1 will be published separately.
  • 6
    • 0001608903 scopus 로고
    • Theory of Substitution in Conjugated Molecules
    • Fukui, K.; Yonezawa, T.; Nagata, C. Theory of Substitution in Conjugated Molecules. Bull. Chem. Soc. Jpn. 1964, 27, 423-427.
    • (1964) Bull. Chem. Soc. Jpn. , vol.27 , pp. 423-427
    • Fukui, K.1    Yonezawa, T.2    Nagata, C.3
  • 7
    • 0003322135 scopus 로고
    • Introduction of Fluorine into Organic Molecules: Why and How
    • Schlosser, M. Introduction of Fluorine into Organic Molecules: Why and How. Tetrahedron 1978, 34, 3-17.
    • (1978) Tetrahedron , vol.34 , pp. 3-17
    • Schlosser, M.1
  • 8
    • 0014105040 scopus 로고
    • Organic Fluorine Compounds. III. Action of Perchloryl Fluoride on Substituted Ethyl Cyanoacetates and Animal Toxicities of the Fluorinated Products
    • Gershon, H.; Schulman, S. G.; Spevack, A. D. Organic Fluorine Compounds. III. Action of Perchloryl Fluoride on Substituted Ethyl Cyanoacetates and Animal Toxicities of the Fluorinated Products. J. Med. Chem. 1967, 10, 536-541.
    • (1967) J. Med. Chem. , vol.10 , pp. 536-541
    • Gershon, H.1    Schulman, S.G.2    Spevack, A.D.3
  • 10
    • 0001888675 scopus 로고
    • MOPAC: A General Molecular Orbital Package (Ver. 6.0)
    • (a) Stewart, J. J. P. MOPAC: A General Molecular Orbital Package (Ver. 6.0). QCPE Bull. 1990, 10, 86-87.
    • (1990) QCPE Bull. , vol.10 , pp. 86-87
    • Stewart, J.J.P.1
  • 11
    • 15444356690 scopus 로고
    • MOPAC Version 6: Revised as Version 6.01 by Hirano for UNIX Machines
    • (b) Hirano, T. MOPAC Version 6: Revised as Version 6.01 by Hirano for UNIX Machines. JCPE Newslett. 1991, 3, 28-29.
    • (1991) JCPE Newslett. , vol.3 , pp. 28-29
    • Hirano, T.1
  • 12
    • 15444339633 scopus 로고    scopus 로고
    • note
    • 2,3
  • 13
    • 0028323438 scopus 로고
    • Synthesis of 6H-Pyrazolo[4,5,1-de]acridin-6-one Derivative: A Useful Intermediate of Antitumor Agents
    • Sugaya, T.; Mimura, Y.; Kato, N.; Ikuta, M.; Mimura, T.; Kasai, M.; Tomioka, S. Synthesis of 6H-Pyrazolo[4,5,1-de]acridin-6-one Derivative: A Useful Intermediate of Antitumor Agents. Synthesis 1994, 73-76.
    • (1994) Synthesis , pp. 73-76
    • Sugaya, T.1    Mimura, Y.2    Kato, N.3    Ikuta, M.4    Mimura, T.5    Kasai, M.6    Tomioka, S.7
  • 14
    • 15444346438 scopus 로고    scopus 로고
    • note
    • Compound 4b was prepared from 4-bromo-2-fluoroaniline as follows: (a) pivaloyl chloride, pyridine, room temperature (99%);
  • 15
    • 15444343974 scopus 로고    scopus 로고
    • 2, THF, -78 °C (66%)
    • 2, THF, -78 °C (66%).
  • 16
    • 0000601660 scopus 로고
    • Power and Structure-Variable Fluorinating Agents. The N-Fluoropyridinium Salt System
    • Umemoto, T.; Fukami, S.; Tomizawa, G.; Harasawa, K.; Kawada, K.; Tomita, K. Power and Structure-Variable Fluorinating Agents. The N-Fluoropyridinium Salt System. J. Am. Chem. Soc. 1990, 112, 8563-8575.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 8563-8575
    • Umemoto, T.1    Fukami, S.2    Tomizawa, G.3    Harasawa, K.4    Kawada, K.5    Tomita, K.6
  • 17
    • 15444339193 scopus 로고    scopus 로고
    • note
    • 16 with pivaloyl chloride in pyridine (72%).
  • 18
    • 0005352966 scopus 로고
    • Repartitioning Agents: 5-[1-Hydroxy-2-(isopropylamino)ethyl]anthranilonitrile and Related Phenethanolamines; Agents for Promoting Growth, Increasing Muscle Accretion and Reducing Fat Deposition in Meat-producing Animals
    • Asato, G.; Baker, P. K.; Bass, R. T.; Bentley, T. J.; Chari, S.; Dalrymple, R. H.; France, D. J.; Gingher, P. E.; Lences, B. L.; Pascavage, J. J.; Pensack, J. M.; Ricks, C. A. Repartitioning Agents: 5-[1-Hydroxy-2-(isopropylamino)ethyl]anthranilonitrile and Related Phenethanolamines; Agents for Promoting Growth, Increasing Muscle Accretion and Reducing Fat Deposition in Meat-producing Animals. Agric. Biol. Chem. 1984, 48, 2883-2888.
    • (1984) Agric. Biol. Chem. , vol.48 , pp. 2883-2888
    • Asato, G.1    Baker, P.K.2    Bass, R.T.3    Bentley, T.J.4    Chari, S.5    Dalrymple, R.H.6    France, D.J.7    Gingher, P.E.8    Lences, B.L.9    Pascavage, J.J.10    Pensack, J.M.11    Ricks, C.A.12
  • 19
    • 0029780539 scopus 로고    scopus 로고
    • Antitumor Benzothiazoles. 3. Synthesis of 2-(4-Aminophenyl)benzothiazoles and Evaluation of Their Activities against Breast Cancer Cell Lines in Vitro and in Vivo
    • Shi, D.-F.; Bradshaw, T. D.; Wrigley, S.; McCall, C. J.; Lelieveld, P.; Fichtner, I.; Stevens, M. F. G. Antitumor Benzothiazoles. 3. Synthesis of 2-(4-Aminophenyl)benzothiazoles and Evaluation of Their Activities against Breast Cancer Cell Lines in Vitro and in Vivo. J. Med. Chem. 1996, 39, 3375-3384.
    • (1996) J. Med. Chem. , vol.39 , pp. 3375-3384
    • Shi, D.-F.1    Bradshaw, T.D.2    Wrigley, S.3    McCall, C.J.4    Lelieveld, P.5    Fichtner, I.6    Stevens, M.F.G.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.