Synthesis of 2H,9H-naphtho[2,3-b:7,6-b′]dipyran-2,9-diones as potential DNA-reactive agents

被引:4
|
作者
Zagotto, G
Palumbo, M
Uriarte, E
Bonsignore, L
Delogu, G
Podda, G
机构
[1] Univ Padua, Dept Pharmaceut Sci, I-35131 Padua, Italy
[2] Univ Santiago de Compostela, Dept Organ Chem, Santiago De Compostela, Spain
[3] Univ Cagliari, Dept Pharmaceut Chem & Technol, Cagliari, Italy
来源
FARMACO | 1998年 / 53卷 / 10-11期
关键词
nucleic acids; intercalation; naphthopyrone; tetracyclo; carbon suboxide;
D O I
10.1016/S0014-827X(98)00085-8
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
New 2H,9H-naphtho[2,3-b:7,6-b']dipyran-2,9-diones have been synthesized. The tetracyclic derivatives were obtained by two different synthetic pathways, both having, as a common intermediate, the 3,6-dihydroxynaphthalene-2,7-dicarboxaldehyde. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:675 / 679
页数:5
相关论文
共 50 条
  • [1] Synthesis and cytotoxicity of acetyl-4H,9H-naphtho[2,3-b]thiophene-4,9-diones
    Huang, LJ
    Kuo, SC
    Perng, CY
    Chao, YH
    Wu, TS
    McPhail, AT
    Mauger, A
    Cheng, HH
    Lee, KH
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (19) : 2763 - 2768
  • [2] CONVENIENT METHOD FOR THE SYNTHESIS OF NAPHTHO[2,3-B]FURAN-4,9-DIONES
    KUO, HS
    HOTTA, K
    YOGO, M
    YOSHINA, S
    [J]. SYNTHESIS-STUTTGART, 1979, (03): : 188 - 189
  • [3] SELENIUM REAGENT IN THE SYNTHESIS OF NAPHTHO[2,3-B]FURAN-4,9-DIONES
    DEOLIVEIRA, AB
    RASLAN, DS
    KHUONGHUU, F
    [J]. TETRAHEDRON LETTERS, 1990, 31 (47) : 6873 - 6876
  • [4] EFFICIENT SYNTHESIS OF CYTO-TOXIC QUINONES - 2-ACETYL-4H,9H-NAPHTHO[2,3-B]FURAN-4,9-DIONE(6) AND (+/-)-2-(1-HYDROXYETHYL)-4H,9H-NAPHTHO[2,3-B]FURAN-4,9-DIONE(7)
    LOPES, CC
    LOPES, RSC
    PINTO, AV
    COSTA, PRR
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (02) : 621 - 622
  • [5] NIS-Induced Enone Difunctionalization for the Synthesis of Naphtho[2,3-b]furan-4,9-diones
    Liu, Yun
    Ge, Wen-Hui
    Zhu, You-Quan
    Hu, Hua-You
    Fan, Hui
    Shi, Yan-Hui
    Wu, Hui
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (03) : 551 - 559
  • [6] SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF 13H-NAPHTHO[1',2'-7,6] [1,4] DIAZEPINO[2,3-B] PYRIDINES
    KACZMAREK, L
    NANTKANAMIRSKI, P
    DEREN, A
    CHOJNACKAWOJCIK, E
    [J]. POLISH JOURNAL OF PHARMACOLOGY AND PHARMACY, 1990, 42 (02): : 165 - 175
  • [7] 1H-NAPHTHO[2,1-B]THIETE AND 2H-NAPHTHO[2,3-B]THIETE - SYNTHESIS AND REACTIVITY
    MAYER, A
    MEIER, H
    [J]. TETRAHEDRON LETTERS, 1994, 35 (14) : 2161 - 2164
  • [8] SYNTHESIS AND BIOLOGICAL PROPERTIES OF SUBSTITUTED 2H-1-BENZOPYRAN-2-ONES AND 2H,10H-BENZO[1,2-B-3,4-B']DIPYRAN-2,10-DIONES
    SANGWAN, NK
    VERMA, BS
    DHINDSA, KS
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE, 1988, 330 (01): : 137 - 141
  • [9] SYNTHESIS OF NEW HETEROCYCLIC-COMPOUNDS 2H,7H-THIOPYRANO[2,3-B]THIOPYRAN AND 2H,7H-DITHIOPYRANO[2,3-B-3',2'-D]THIOPHENE
    GRAFING, R
    BRANDSMA, L
    [J]. SYNTHESIS-STUTTGART, 1978, (08): : 578 - 579
  • [10] DABCO-catalyzed three-component reaction for the synthesis of naphtho[2,3-b]thiophene-4,9-diones
    Liu, Yun
    Ge, Wenhui
    Han, Junwen
    Zhu, Youquan
    Shi, Yanhui
    Wu, Hui
    [J]. TETRAHEDRON LETTERS, 2017, 58 (27) : 2665 - 2669