A Structure–Activity Guided Strategy for Fluorescent Labeling of Annonaceous Acetogenin Mimetics and their Application in Cell Biology

Abstract

The potent anticancer agent AA005 has been successfully biolabeled with fluorescein. Of the two compounds synthesized, only AA005-flu retained the selectivity of AA005 for cancerous (e.g., BEL-7404) over normal (e.g., LO2) cells. Fluorescent-imaging studies revealed that AA005-flu's distribution in human normal cells was significantly difference from that in cancer cells, where AA005-flu accumulates in the mitochondria. This direct and visible evidence suggests that membrane recognition of AA005 is involved in its selective action. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2268/2007/z600411_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.