Synthesis and Anticancer Evaluation of 2,3‐Disubstituted Indoles Derived from Azobenzenes and Internal Olefins | Zendy

Oh Yongguk | Zendy; Han Sang Hoon | Zendy; Mishra Neeraj Kumar | Zendy; De Umasankar | Zendy; Lee Junho | Zendy; Kim Hyung Sik | Zendy; Jung Young Hoon | Zendy; Kim In Su | Zendy

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Synthesis and Anticancer Evaluation of 2,3‐Disubstituted Indoles Derived from Azobenzenes and Internal Olefins

Author(s) -

Oh Yongguk,

Han Sang Hoon,

Mishra Neeraj Kumar,

De Umasankar,

Lee Junho,

Kim Hyung Sik,

Jung Young Hoon,

Kim In Su

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201701001

Subject(s) - chemistry , doxorubicin , intramolecular force , stereochemistry , annulation , in vitro , selectivity , combinatorial chemistry , biochemistry , chemotherapy , catalysis , medicine , surgery

Azo‐directed rhodium(III)‐catalysed C–H functionalization and intramolecular annulation reactions between azobenzenes and internal olefins are described. This transformation leads to 2,3‐disubstituted free (NH)‐indoles with excellent site‐selectivity and functional‐group compatibility. The resulting indoles were evaluated for in‐vitro anticancer activity against human endometrial adenocarcinoma cells (Ishikawa), triple negative human breast cancer cells (MDA‐MB‐231), and human renal cancer cells (Caki‐1). 2,3‐Disubstituted indoles 3b , 3k , and 5b were found to show potent cytotoxic effects that were competitive with the anticancer agent doxorubicin.

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