3-[4-(1H-Indol-3-yl)-1,3-thiazol-2-yl]-1H-pyrrolo[2,3-b]pyridines, Nortopsentin Analogues with Antiproliferative Activity

被引：46

作者：

Parrino, Barbara ^{[1
]}

Carbone, Anna ^{[1
]}

Di Vita, Gloria ^{[1
]}

Ciancimino, Cristina ^{[1
]}

Attanzio, Alessandro ^{[1
]}

Spano, Virginia ^{[1
]}

Montalbano, Alessandra ^{[1
]}

Barraja, Paola ^{[1
]}

Tesoriere, Luisa ^{[1
]}

Livrea, Maria Antonia ^{[1
]}

Diana, Patrizia ^{[1
]}

Cirrincione, Girolamo ^{[1
]}

机构：

[1] STEBICEF, Dipartimento Sci & Tecnol Biol Chim & Farmaceut, I-90123 Palermo, Italy

来源：

MARINE DRUGS | 2015年 / 13卷 / 04期

关键词：

MARINE ALKALOID NORTOPSENTIN; SPONGE SPONGOSORITES SP; BIS-INDOLE ALKALOIDS; RING-SYSTEM; ANTITUMOR-ACTIVITY; CYTOTOXICITY EVALUATION; BIS(INDOLE) ALKALOIDS; BISINDOLE ALKALOIDS; NATURAL-PRODUCTS; HEXADELLA SP;

D O I：

10.3390/md13041901

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new series of nortopsentin analogues, in which the imidazole ring of the natural product was replaced by thiazole and the indole unit bound to position 2 of the thiazole ring was substituted by a 7-azaindole moiety, was efficiently synthesized. Two of the new nortopsentin analogues showed good antiproliferative effect against the totality of the NCI full panel of human tumor cell lines (~60) having GI(50) values ranging from low micromolar to nanomolar level. The mechanism of the antiproliferative effect of these derivatives, investigated on human hepatoma HepG2 cells, was pro-apoptotic, being associated with externalization of plasma membrane phosphatidylserine and mitochondrial dysfunction. Moreover, the compounds induced a concentration-dependent accumulation of cells in the subG0/G1phase, while confined viable cells in G2/M phase.

引用

页码：1901 / 1924

页数：24

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