Issue 32, 2010
From the journal:

Chemical Communications

Synthesis of bicyclic enediynes that possess a photosensitive triggering device and exhibit strong DNA cleaving activity†

Hiroshi Tanaka,*a   Yoshikazu Tanaka,a   Masafumi Minoshima,b   Sho Yamaguchi,a   Shinichiro Fuse,a   Takayuki Doi,‡a   Susumu Kawauchi,c   Hiroshi Sugiyamab  and  Takashi Takahashi*a  

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-101 Ookayama, Meguro, Tokyo 152-8552, Japan
E-mail: thiroshi@apc.titech.ac.jp
Fax: (+) 81-3-5734-2884
Tel: (+) 81-3-5734-2471

b Department of Chemistry, Graduate School of Science, Kyoto University, Kitashirakawa-Oiwakecho, Sakyo-Ku, Kyoto 606-8502, Japan
E-mail: hs@kuchem.kyoto-u.ac.jp
Fax: (+) 81-75-753-4002
Tel: (+) 81-75-753-3670

c Department of Polymer Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-E6-4 Ookayama, Meguro, Tokyo 152-8552, Japan
E-mail: skawauchi@polymer.titech.ac.jp
Fax: (+) 81-3-5734-2888
Tel: (+) 81-3-5734-3757

Abstract

The synthesis of a bicyclic enediyne capable of photosensitive triggering and conjugated to a pyrrole-imidazole polyamide is described. Using UV irradiation, this hybrid molecule is shown to exhibit 100-fold stronger potency for DNA cleavage, in an in vitro assay, as compared to the enediyne without the DNA-localizing pyrrole-imidazole.

Graphical abstract: Synthesis of bicyclic enediynes that possess a photosensitive triggering device and exhibit strong DNA cleaving activity

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Article information

DOI
https://doi.org/10.1039/C0CC01286F
Article type
Communication
Submitted
07 May 2010
Accepted
21 Jun 2010
First published
02 Jul 2010

Chem. Commun., 2010,46, 5942-5944

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Synthesis of bicyclic enediynes that possess a photosensitive triggering device and exhibit strong DNA cleaving activity

H. Tanaka, Y. Tanaka, M. Minoshima, S. Yamaguchi, S. Fuse, T. Doi, S. Kawauchi, H. Sugiyama and T. Takahashi, Chem. Commun., 2010, 46, 5942 DOI: 10.1039/C0CC01286F

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