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Indole‐Fused Epoxy‐1,5‐Diazocines as Cancer‐Selective Cytotoxic Agents
Author(s) -
Faraj Fadhil Lafta,
Khaledi Hamid,
Karimian Hamed,
Ali Hapipah Mohd
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2772
Subject(s) - chemistry , cytotoxicity , indole test , cytotoxic t cell , molecule , epoxy , cancer cell lines , stereochemistry , chloride , combinatorial chemistry , cancer cell , organic chemistry , cancer , biochemistry , in vitro , medicine
Dimerization of 2‐(diformylmethylene)‐3,3‐dimethylindole by the action of tosyl chloride (TsCl) led to the creation of an epoxy‐[1,5]‐diazocine bicycle. The structure of the molecule resembles that of the naturally occurring C‐curarine‐I. The molecule shows significant cytotoxicity against cancer lines MCF‐7 and MDA‐MB‐231, but not toward the normal cell line CCD‐841. A series of substituted 2‐(diformylmethylene)‐3,3‐dimethylindoles was accordingly dimerized, and the products were studied for their cytotoxic activities.