Synthesis and biological evaluation of cytotoxic 6(7)-alkyl-2-hydroxy-1,4-naphthoquinones

被引：0
作者：
del Corral, JMM [1 ]
Castro, MA
Gordaliza, M
Martin, ML
Oliveira, AB
Gualberto, SA
García-Grávalos, MD
San Feliciano, A
机构：
[1] Univ Salamanca, Fac Farm, Dept Quim Farmaceut, E-37007 Salamanca, Spain
[2] Univ Fed Minas Gerais, Fac Farm, Dept Prod Farmaceut, Belo Horizonte, MG, Brazil
[3] BioMar SA, E-28760 Madrid, Spain
来源：
ARCHIV DER PHARMAZIE | 2002年 / 335卷 / 09期
关键词：
Diels-Alder cycloaddition; 1,4-naphthoquinones; cytotoxicity;
D O I：
10.1002/1521-4184(200212)335:9<427::AID-ARDP427>3.0.CO;2-M
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Various Diels Alder cycloaddition conditions have been used to optimise the preparation of cytotoxic 6-alkyl-1,4-naphthoquinones, which were subsequently transformed into 6(7)-alkyl-2-hydroxy-1,4-naphthoquinones. The compounds thus prepared were evaluated for their cytotoxic activity against several neoplastic cultured cell lines and some of them showed IC50 values below the muM level.
引用
收藏
页码：427 / 437
页数：11
相关论文
共 32 条
  • [1] STUDIES ON INDIAN MEDICINAL-PLANTS .79. SYNTHESIS PROVES THE STRUCTURE OF ARISTOLINDIQUINONE
    ACHARI, B
    BANDYOPADHYAY, S
    BASU, K
    PAKRASHI, SC
    [J]. TETRAHEDRON, 1985, 41 (01) : 107 - 110
  • [2] REMARKABLE INVITRO AND INVIVO ACTIVITIES OF THE HYDROXYNAPHTHOQUINONE 566C80 AGAINST TACHYZOITES AND TISSUE CYSTS OF TOXOPLASMA-GONDII
    ARAUJO, FG
    HUSKINSON, J
    REMINGTON, JS
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1991, 35 (02) : 293 - 299
  • [3] ANTINEOPLASTIC AND ANTIHERPETIC ACTIVITY OF SPERMIDINE CATECHOLAMIDE IRON CHELATORS
    BERGERON, RJ
    CAVANAUGH, PF
    KLINE, SJ
    HUGHES, RG
    ELLIOTT, GT
    PORTER, CW
    [J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1984, 121 (03) : 848 - 854
  • [4] INVITRO ACTIVITY OF 2-ALKYL-3-HYDROXY-1,4-NAPHTHOQUINONES AGAINST THEILERIA-PARVA
    BOEHM, P
    COOPER, K
    HUDSON, AT
    ELPHICK, JP
    MCHARDY, N
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (03) : 295 - 299
  • [5] REGIOSPECIFIC ADDITION OF MONOOXYGENATED DIENES TO HALO QUINONES
    BOISVERT, L
    BRASSARD, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) : 4052 - 4059
  • [6] MICROWAVE-ASSISTED ORGANIC-REACTIONS
    CADDICK, S
    [J]. TETRAHEDRON, 1995, 51 (38) : 10403 - 10432
  • [7] REGIOSELECTIVE BROMINATION OF 1,4-NAPHTHOQUINONES
    CAMERON, DW
    FEUTRILL, GI
    GRIFFITHS, PG
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (07) : 1513 - 1522
  • [8] THE ACTIVITY OF HYDROXYNAPHTHOQUINONES AGAINST LEISHMANIA-DONOVANI
    CROFT, SL
    HOGG, J
    GUTTERIDGE, WE
    HUDSON, AT
    RANDALL, AW
    [J]. JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 1992, 30 (06) : 827 - 832
  • [9] Further antineoplastic terpenylquinones and terpenylhydroquinones
    del Corral, JM
    Gordaliza, M
    Castro, A
    Mahiques, MM
    San Feliciano, A
    Garcia-Gravalos, MD
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (01) : 31 - 41
  • [10] Microwave activation in phase transfer catalysis
    Deshayes, S
    Liagre, M
    Loupy, A
    Luche, JL
    Petit, A
    [J]. TETRAHEDRON, 1999, 55 (36) : 10851 - 10870
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