2-triazenopyrroles: synthesis and biological activity

被引:19
作者
Diana, P
Barraja, P
Lauria, A
Almerico, AM
Cirrincione, G
Loi, AG
Musiu, C
Pani, A
La Colla, P
Marongiu, ME
机构
[1] Univ Palermo, Ist Farmacochim, I-90123 Palermo, Italy
[2] Univ Cagliari, Dipartimento Biol Sperimentale, Sez Microbiol, I-09124 Cagliari, Italy
关键词
2-triazenopyrroles; synthesis; cytotoxic activity; antifungal activity;
D O I
10.1016/S0223-5234(99)80085-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
2-Triazenopyrroles were synthesized by coupling the corresponding 2-diazopyrroles with secondary amines and tested for antiproliferative, antifungal, antiviral and antibacterial activities. Derivative 9m was the most cytotoxic, showing, against leukaemia, lymphoma and carcinoma cell lines, IC50 3.9-21 mu M and inhibited Cox-B2 and VSV with EC50 10 mu M. Derivative 9j, instead, was active against C. albicans with a selectivity index higher than that of miconazole. (C) Elsevier, Paris.
引用
收藏
页码:353 / 360
页数:8
相关论文
共 31 条
[1]   REACTION OF AMINO-SUBSTITUTED HETEROCYCLES WITH ONE HETEROATOM IN A 5-MEMBERED RING AS ENAMINES - A REVISION [J].
ALMERICO, AM ;
CIRRINCIONE, G ;
DIANA, P ;
GRIMAUDO, S ;
DATTOLO, G ;
AIELLO, E ;
MINGOIA, F .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (03) :985-989
[2]  
AUGHAN K, 1977, J CHEM SOC P2, P17
[3]   C-13-NMR AND N-15-NMR - STUDY OF SOME 1-ARYL-3,3-DIMETHYL TRIAZENE DERIVATIVES [J].
AXENROD, T ;
MANGIARACINA, P ;
PREGOSIN, PS .
HELVETICA CHIMICA ACTA, 1976, 59 (05) :1655-1660
[4]   CANCER-RESEARCH CAMPAIGN PHASE-II TRIAL OF TEMOZOLOMIDE IN METASTATIC MELANOMA [J].
BLEEHEN, NM ;
NEWLANDS, ES ;
LEE, SM ;
THATCHER, N ;
SELBY, P ;
CALVERT, AH ;
RUSTIN, GJS ;
BRAMPTON, M ;
STEVENS, MFG .
JOURNAL OF CLINICAL ONCOLOGY, 1995, 13 (04) :910-913
[5]   3-TRIAZENOINDOLES - SYNTHESIS AND ANTILEUKEMIC ACTIVITY [J].
CIRRINCIONE, G ;
ALMERICO, AM ;
DATTOLO, G ;
AIELLO, E ;
DIANA, P ;
GRIMAUDO, S ;
BARRAJA, P ;
MINGOIA, F ;
GANCITANO, RA .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1994, 29 (11) :889-891
[6]   SYNTHESIS OF 3-TRIAZENOPYRROLES [J].
CIRRINCIONE, G ;
ALMERICO, AM ;
AIELLO, E ;
DATTOLO, G ;
GRIMAUDO, S ;
DIANA, P .
SYNTHETIC COMMUNICATIONS, 1993, 23 (12) :1627-1631
[7]   Reactivity of aminopyrroles: Protonation [J].
Cirrincione, G ;
Almerico, AM ;
Diana, P ;
Barraja, P ;
Mingoia, F ;
Grimaudo, S ;
Dattolo, G ;
Aiello, E .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (01) :161-168
[8]  
Cirrincione G, 1996, FARMACO, V51, P275
[9]  
Cirrincione G., 1990, ADV HETEROCYCL CHEM, V48, P65, DOI [10.1016/s0065-2725(08)60338-4, DOI 10.1016/S0065-2725(08)60338-4]
[10]  
CLARK AS, 1990, ANTI-CANCER DRUG DES, V5, P63