Artificial Anthraquinone–Carbohydrate Hybrids: Design, Synthesis, DNA Binding, and Cytotoxicity

✍ Scribed by Prof. Dr. Kazunobu Toshima; Hiromi Ouchi; Yoriko Okazaki; Takaaki Kano; Makoto Moriguchi; Prof. Dr. Shuichi Matsumura; Akira Asai

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 482 KB
• Volume: 36
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.199727481

✦ Synopsis

Novel DNA-binding molecules, particularly those with high efficiency and sequence-specificity, are very interesting from the chemical and biological standpoint and offer considerable potential in

The design and synthesis of artificial molecules that exhibit such interactions with DNA is therefore an important goal in contemporary chemistry. Certain clinically important antitumor antibiotics such as anthracyclines,[s] aureolic and pluramycins,""l which strongly bind to DNA in a sequence-selective manner, have already been found in nature (Scheme 1). Although these various agents have been regarded as belonging to distinct classes of antibiotics, from a chemical standpoint they are commonly Aclacinomycin Pluramycin A 0 (an anthracycline) (a pluramycin) Me I HO Olivomvcin A (an aurklic acid) Scheme 1. Representative naturally occurring DNA-binding antitumor antibiotics constructed from arene and carbohydrate building blocks.