Synthesis and Antiproliferative Activity of 2,5-bis(3′-Indolyl)pyrroles, Analogues of the Marine Alkaloid Nortopsentin
نویسندگان
چکیده
2,5-bis(3'-Indolyl)pyrroles, analogues of the marine alkaloid nortopsentin, were conveniently prepared through a three step procedure in good overall yields. Derivatives 1a and 1b exhibited concentration-dependent antitumor activity towards a panel of 42 human tumor cell lines with mean IC50 values of 1.54 μM and 0.67 μM, respectively. Investigating human tumor xenografts in an ex-vivo clonogenic assay revealed selective antitumor activity, whereas sensitive tumor models were scattered among various tumor histotypes.
منابع مشابه
The bis(indolyl)imidazole alkaloid nortopsentin a exhibits antiplasmodial activity.
A library of enriched marine natural product fractions was screened for their antiplasmodial activity using a SYBR green I fluorescence-based assay. Fractions derived from a sponge of the genus Spongosorites exhibited potent inhibition of Plasmodium falciparum growth. This genus of sponge has been reported to contain the nortopsentin and topsentin class of bis-indole imidazole alkaloids. This i...
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Bis(indolyl)methanes are important group of bioactive metabolites of terrestrial and marine regions. They were synthesized by different methods. Herein, a clean, one-pot synthesis of bis(indolyl)methane derivatives by cyclo-condensation reaction of indole and various aldehydes using Sulfonic acid functionalized silica (SiO2-Pr-SO3H) in aqueous media is reported. The advantages of this new metho...
متن کاملGreen synthesis of bis(indolyl)methanes in water using sulfonic acid functionalized silica (SiO2-Pr-SO3H)
Bis(indolyl)methanes are important group of bioactive metabolites of terrestrial and marine regions. They were synthesized by different methods. Herein, a clean, one-pot synthesis of bis(indolyl)methane derivatives by cyclo-condensation reaction of indole and various aldehydes using Sulfonic acid functionalized silica (SiO2-Pr-SO3H) in aqueous media is reported. The advantages of this new metho...
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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) ...
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