Quinone methide derivatives: important intermediates to DNA alkylating and DNA cross-linking actions.

Abstract

Induced DNA interstrand cross-links by chemical agents or photoactivation play very important roles for cancer therapy. Several important clinical drugs (e.g. cisplatin, psoralens, and mitomycin C) are known to induce DNA ISC formation, which can disrupt cell maintenance and replication. Among these anti-tumor agents, one mechanism was involved in quinone methide intermediate. Quinone methide derivative has played important roles in organic syntheses as well as in chemical and biological processes. This review is concerned with current efforts of quinone methide derivatives to DNA alkylation and DNA cross-links. The latest advances in this field will be reviewed in this article. The chemical and physical properties of quinone methide derivatives, the interactions between nucleobases and quinone methide derivatives, the reactions with phosphodiester, DNA alkylation and cross-link via quinone methide intermediate action will be discussed.

• Authors: Ping Wang, Yang Song, Lixia Zhang, Hanping He, Xiang Zhou
• Journal: Current medicinal chemistry (Curr Med Chem) Vol. 12 Issue 24 Pg. 2893-913 ( 2005) ISSN: 0929-8673 [Print] United Arab Emirates
• PMID: 16305478 (Publication Type: Journal Article, Review)

Chemical References

• Alkylating Agents
• Cross-Linking Reagents
• DNA Adducts
• Indolequinones
• quinone methide
• DNA

Topics

• Alkylating Agents (chemical synthesis, chemistry, pharmacology)
• Alkylation (drug effects)
• Cross-Linking Reagents (chemical synthesis, chemistry, pharmacology)
• DNA (chemistry)
• DNA Adducts (chemistry)
• Humans
• Indolequinones (chemical synthesis, chemistry, pharmacology)
• Models, Chemical
• Technology, Pharmaceutical (methods, trends)