Issue 4, 2007
From the journal:

Organic & Biomolecular Chemistry

Synthesis and biological activities of novel furo[2,3,4-jk][2]benzazepin-4(3H)-one derivatives†

Kumiko Ando,a   Yukiko Akai,a   Jun-ichi Kunitomo,a   Takehiko Yokomizo,b   Hidemitsu Nakajima,c   Tadayoshi Takeuchi,c   Masayuki Yamashita,d   Shunsaku Ohta,d   Takahiro Ohishie  and  Yoshitaka Ohishi*a  

* Corresponding authors

a School of Pharmaceutical Sciences, Mukogawa Women's University, 11–68 Koshien Kyuban-cho, Nishinomiya 663-8179, Japan
E-mail: yohishi@mukogawa-u.ac.jp
Fax: +798 45 9953
Tel: +798 45 9953

b Department of Medical Biochemistry, Graduate School of Medical Sciences, Kyushu University, Maidashi 3-1-1, Higashi-ku, Fukuoka, Japan

c Department of Veterinary Pharmacology, Graduate School of Life and Environmental Science, Osaka Prefecture University, 1-1 Gakuen-cho, Sakai, Japan

d Kyoto Pharmaceutical University, Misasagi-Nakauchicho 5, Yamashinaku, Kyoto 607-8414, Japan

e Science of Environment and Mathematical Modeling, Graduate School of Engineering, Doshisha University, Kyotanabe, Kyoto 610-0394, Japan

Abstract

A novel seven-membered lactam formation method has been established by intramolecular ring closure reaction of 4-bromo-(E)-3-[(2-alkylvinyl)carbonylamino]benzo[b]furans (17) under Heck coupling conditions. A number of furo[2,3,4-jk][2]benzazepin-4(3H)-ones (20), tricyclicbenzo[b]furans, have been prepared by this method and evaluated for their leukotriene B4 (LTB4) receptor and poly(ADP-ribose)polymerase-1 (PARP-1) inhibitory activities.

Graphical abstract: Synthesis and biological activities of novel furo[2,3,4-jk][2]benzazepin-4(3H)-one derivatives

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Article information

DOI
https://doi.org/10.1039/B614510H
Article type
Paper
Submitted
05 Oct 2006
Accepted
11 Dec 2006
First published
18 Jan 2007

Org. Biomol. Chem., 2007,5, 655-663

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Synthesis and biological activities of novel furo[2,3,4-jk][2]benzazepin-4(3H)-one derivatives

K. Ando, Y. Akai, J. Kunitomo, T. Yokomizo, H. Nakajima, T. Takeuchi, M. Yamashita, S. Ohta, T. Ohishi and Y. Ohishi, Org. Biomol. Chem., 2007, 5, 655 DOI: 10.1039/B614510H

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