Synthesis and antimicrobial activity of derivatives of 1H-benzo[de]isoquinoline-1,3(2H)-dione

被引:3
作者
Kuran, Bozena [1 ]
Krawiecka, Mariola [1 ]
Kossakowski, Jerzy [1 ]
Szymanek, Ksenia [2 ]
Kierzkowska, Marta [2 ]
Mlynarczyk, Grazyna [2 ]
机构
[1] Med Univ Warsaw, Dept Med Chem, PL-02007 Warsaw, Poland
[2] Med Univ Warsaw, Dept Med Microbiol, PL-02004 Warsaw, Poland
关键词
antifungal activity; antimicrobial activity; 1H-benzo[de]isoquinoline-1,3(2H)-dione; ANTINEOPLASTIC AGENTS; ANTITUMOR-ACTIVITY; DNA; ANALOGS; METRONIDAZOLE; INHIBITION; AMONAFIDE; ACID;
D O I
10.1515/hc-2012-0115
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Five aminoalkyl 1H-benzo[de]isoquinoline-1,3(2H)-diones were synthesized and evaluated for antimicrobial activity. Microorganisms used in this study included aerobic and facultative anaerobic bacteria Staphylococcus aureus, Escherichia coli and Stenotrophomonas maltophilia, and obligatory anaerobes Bacteroides fragilis, Bacteroides thetaiotaomicron and Propionibacterium acnes. Moreover, Candida albicans yeast was used. The minimum inhibitory concentration (MIC) was determined for the test compounds. Among the tested derivatives, two compounds 1 and 2 have shown the most potent antibacterial as well as antifungal activities.
引用
收藏
页码:275 / 278
页数:4
相关论文
共 37 条
[1]   Chromophore-modified bisnaphthalimides:: DNA recognition, topoisomerase inhibition, and cytotoxic properties of two mono- and bisfuronaphthalimides [J].
Bailly, C ;
Carrasco, C ;
Joubert, A ;
Bal, C ;
Wattez, N ;
Hildebrand, MP ;
Lansiaux, A ;
Colson, P ;
Houssier, C ;
Cacho, M ;
Ramos, A ;
Braña, MF .
BIOCHEMISTRY, 2003, 42 (14) :4136-4150
[2]   New analogues of amonafide and elinafide, containing aromatic heterocycles:: Synthesis, antitumor activity, molecular modeling, and DNA binding properties [J].
Braña, MF ;
Cacho, M ;
García, MA ;
de Pascual-Teresa, B ;
Ramos, A ;
Domínguez, MT ;
Pozuelo, JM ;
Abradelo, C ;
Rey-Stolle, MF ;
Yuste, M ;
Bánez-Coronel, M ;
Lacal, JC .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (06) :1391-1399
[3]   Intercalators as anticancer drugs [J].
Braña, MF ;
Cacho, M ;
Gradillas, A ;
de Pascual-Teresa, B ;
Ramos, A .
CURRENT PHARMACEUTICAL DESIGN, 2001, 7 (17) :1745-1780
[4]  
Cechine Filho V.C., 1994, FARMACO, V49, P675
[5]  
Clinical and Laboratory Standards Institute, PERF STAND ANT DISC
[6]   Do we still need the aminoglycosides? [J].
Durante-Mangoni, Emanuele ;
Grammatikos, Alexandros ;
Utili, Riccardo ;
Falagas, Matthew E. .
INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS, 2009, 33 (03) :201-205
[7]   BIS-AMMONIUM SALTS - UNSYMMETRICAL DERIVATIVES OF SOME ISOQUINOLINES AND RELATED HETEROCYCLIC BASES [J].
GRAY, AP ;
ARCHER, WL ;
SCHLIEPER, DC ;
SPINNER, EE ;
CAVALLITO, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (13) :3536-3541
[8]   DETERMINATION OF METRONIDAZOLE AND ITS 2 MAJOR METABOLITES IN BIOLOGICAL-FLUIDS BY HIGH-PRESSURE LIQUID-CHROMATOGRAPHY [J].
GULAID, A ;
HOUGHTON, GW ;
LEWELLEN, ORW ;
SMITH, J ;
THORNE, PS .
BRITISH JOURNAL OF CLINICAL PHARMACOLOGY, 1978, 6 (05) :430-432
[9]  
Haeberle N., 1982, Patent EP, Patent No. [46274 02 24, 462740224]
[10]   Optimization of naphthalimide-imidazoacridone with potent antitumor activity leading to clinical candidate (HKH40A, RTA 502) [J].
Hariprakasha, Humcha K. ;
Kosakowska-Cholody, Teresa ;
Meyer, Colin ;
Cholody, Wieslaw M. ;
Stinson, Sherman F. ;
Tarasova, Nadya I. ;
Michejda, Christopher. J. .
JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (23) :5557-5560