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Publication Details
AFRICAN RESEARCH NEXUS
SHINING A SPOTLIGHT ON AFRICAN RESEARCH
chemistry
Synthesis and in vitro antiproliferative activity of new 11-aminoalkylamino-substituted chromeno[2,3-b]indoles
European Journal of Medicinal Chemistry, Volume 58, Year 2012
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Description
To search for new biological activities of the chromeno[2,3-b]indoles, the 5-oxa analog of the indolo[2,3-b]quinolines that are known to have a potent antitumor activity, a series of 11-amino derivatives with various substituents at the C-2 position were prepared. The synthesis of the chromeno[2,3-b]indole structure involves the cyclization of 2-phenoxy-3-indolecarboxylates 3, accessible from the indole-3-carboxylate 1 and phenols 2, producing the chromeno[2,3-b]indol-11(6H)-ones 4, which is followed by dehydroxychlorination with phosphorus oxychloride to afford the 11-chlorochromeno[2,3-b]indoles 5. The treatment of 5 with various amines produced the corresponding 11-aminated chromeno[2,3-b]indoles 6, while some of the 11-ω-aminoalkylamino derivatives 6 were transformed into the 11-ω-sulfonylaminoalkylamino derivatives 8. The antiproliferative activity of these 11-aminochromeno[2,3-b] indoles 6 and 8 in vitro were tested using MV4-11 (human leukemia), A549 (lung cancer), HCT116 (colon cancer), and the normal mice fibroblast (BALB/3T3) and their potencies were described. © 2012 Elsevier Masson SAS. All rights reserved.
Authors & Co-Authors
Peng, Wei
Japan, Okayama
Okayama University
Świtalska, Marta
Poland, Wroclaw
Ludwik Hirszfeld Institute of Immunology and Experimental Therapy of the Polish Academy of Sciences
Wang, Li
Japan, Okayama
Okayama University
Mei, Zhen Wu
Japan, Okayama
Okayama University
Edazawa, Yoshiki
Japan, Okayama
Okayama University
Pang, Cui Qing
Japan, Okayama
Okayama University
El-Tantawy El-Sayed, Ibrahim Tantawy
Japan, Okayama
Okayama University
Egypt, Shibin el Kom
Menoufia University
Wietrzyk, Joanna
Poland, Wroclaw
Ludwik Hirszfeld Institute of Immunology and Experimental Therapy of the Polish Academy of Sciences
Inokuchi, Tsutomu
Japan, Okayama
Okayama University
Statistics
Citations: 44
Authors: 9
Affiliations: 3
Identifiers
Doi:
10.1016/j.ejmech.2012.10.023
ISSN:
02235234
e-ISSN:
17683254
Research Areas
Cancer