Synthesis and photobiological activity of N-substituted 2-oxo-2H-1-benzopyran-3-(thio)carboxamides.

被引:0
|
作者
ElAhmad, Y [1 ]
Brion, JD [1 ]
Reynaud, P [1 ]
Averbeck, D [1 ]
Averbeck, S [1 ]
机构
[1] INST CURIE, SECT RECH, CNRS, UMR 218, F-75231 PARIS 05, FRANCE
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several polyfunctional coumarins and the corresponding quaternary ammoniums, associated with a coplanar structure have been synthesized in order to test the relationships between structure and photobiological activity. In vitro studies on their phototoxic effects in yeasts suggest that five of them are able to intercalate in DNA and to covalently photobind to DNA.
引用
收藏
页码:2169 / 2177
页数:9
相关论文
共 50 条
  • [1] Synthesis and anti-inflammatory activity of N-substituted 2-oxo-2H-1-benzopyran-3-carboxamides and their 2-iminoanalogues
    Bylov, IE
    Vasylyev, MV
    Bilokin, YV
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1999, 34 (11) : 997 - 1001
  • [2] Synthesis and in vitro selective anti-Helicobacter pylori activity of N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides
    Chimenti, F
    Bizzarri, B
    Bolasco, A
    Secci, D
    Chimenti, P
    Carradori, S
    Granese, A
    Rivanera, D
    Lilli, D
    Scaltrito, MM
    Brenciaglia, MI
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2006, 41 (02) : 208 - 212
  • [3] Synthesis, selective anti-Helicobacter pylori activity, and cytotoxicity of novel N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides
    Chimenti, Franco
    Bizzarri, Bruna
    Bolasco, Adriana
    Secci, Daniela
    Chimenti, Paola
    Granese, Arianna
    Carradori, Simone
    Rivanera, Daniela
    Zicari, Alessandra
    Scaltrito, M. Maddalena
    Sisto, Francesca
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (16) : 4922 - 4926
  • [4] Efficient Synthesis of Novel Coumarin-3-carboxamides (=2-Oxo-2H-1-benzopyran-3-carboxamides) Containing Lipophilic Spacers
    Balalaie, Saeed
    Bigdeli, Mohammad Ali
    Sheikhhosseini, Enayatollah
    Habibi, Azizollah
    Moghadam, Hamed Piri
    Naderi, Mehrnoush
    HELVETICA CHIMICA ACTA, 2012, 95 (03) : 528 - 535
  • [5] Synthesis, selective anti-Helicobacter pylori activity, and cytotoxicity of novel N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides (vol 20, pg 4922, 2010)
    Chimenti, Franco
    Bizzarri, Bruna
    Bolasco, Adriana
    Secci, Daniela
    Chimenti, Paola
    Granese, Arianna
    Carradori, Simone
    Rivanera, Daniela
    Zicari, Alessandra
    Scaltrito, M. Maddalena
    Sisto, Francesca
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (12) : 2786 - 2786
  • [6] A NOVEL SYNTHESIS OF N-SUBSTITUTED 3-ACYLAMINO-2-OXO-1,2-DIHYDROQUINOLINE-4-CARBOXAMIDES
    JAIN, A
    MUKERJEE, AK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1987, 26 (11): : 1102 - 1103
  • [7] NOVEL REACTIONS OF CARBON SUBOXIDE .4. SYNTHESIS OF SOME N-HYDROXY-2-OXO-2H-1-BENZOPYRAN-3-CARBOXAMIDES
    BONSIGNORE, L
    LOY, G
    SECCI, M
    CABIDDU, S
    TETRAHEDRON LETTERS, 1983, 24 (45) : 5013 - 5016
  • [8] Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of N,N′-bis[2-oxo-2H-benzopyran]-3-carboxamides
    Chimenti, Franco
    Secci, Daniela
    Bolasco, Adriana
    Chimenti, Paola
    Granese, Arianna
    Carradori, Simone
    Befani, Olivia
    Turini, Paola
    Alcaro, Stefano
    Ortuso, Francesco
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (15) : 4135 - 4140
  • [9] N-cyclohexyl-2-oxo-2H-1-benzopyran-3-carboxamide
    Magaña-Vergara, NE
    Martínez-Martínez, FJ
    Padilla-Martínez, II
    Höpfl, H
    García-Báez, EV
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2004, 60 : O2306 - O2308
  • [10] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2-OXO-(2H) 1-BENZOPYRAN-3-CARBOXAMIDE DERIVATIVES
    BONSIGNORE, L
    LOY, G
    SECCI, D
    CALIGNANO, A
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (06) : 517 - 520