Montmorillonite K-10 catalyzed cyclization of N-ethoxycarbonyl-N'-arylguanidines: access to pyrimido[4,5-c]carbazole and pyrimido[5,4-b]indole derivatives.

Abstract:

:Two new heterocycles, pyrimido[4,5-c]carbazole and pyrimido[5,4-b]indole, were prepared in three steps from 3-aminocarbazole and 3-aminoindole, respectively. The key Friedel-Crafts intramolecular cyclization was realized under microwave irradiation using montmorillonite K-10 clay as a catalyst. The pyrimido[4,5-c]carbazole derivative shows significant micromolar IC(50) against cancer cell lines. Unlike similar carbazole and indolocarbazole compounds, the molecule does not interfere with topoisomerase activity.

journal_name

Bioorg Med Chem Lett

authors

Debray J,Zeghida W,Baldeyrou B,Mahieu C,Lansiaux A,Demeunynck M

doi

10.1016/j.bmcl.2010.05.028

subject

Has Abstract

pub_date

2010-07-15 00:00:00

pages

4244-7

issue

14

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(10)00669-4

journal_volume

20

pub_type

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