Cytotoxic activity of tropolones against human oral tumor cell lines.

Abstract

Twenty-seven tropolone derivatives were investigated for their tumor-specific cytotoxicity, using 3 normal human cells and 3 human oral tumor cell lines. Tropolone derivatives with phenolic OH group, hinokithiol, its tosylate and methyl ethers have relatively higher tumor specificity. 5-Aminotropolone showed the highest specificity, whereas 2-aminotropone and its derivatives showed little or no specificity. 5-Aminotropolone induced apoptotic cell death characterized by internucleosomal DNA fragmentation and caspase 3 activation in the human promyelocytic leukemic HL-60 cell line. ESR spectroscopy showed that 5-aminotropolone produced radical under alkaline condition, and efficiently scavenged O2- and NO produced by HX-XOD reaction and NOC-7, respectively. These data suggest that 5-aminotropolone may induce cytotoxicity by radical-mediated redox reaction.

• Authors: Hidetsugu Wakabayashi, Keiko Yokoyama, Kana Hashiba, Ken Hashimoto, Hirotaka Kikuchi, Hirofumi Nishikawa, Teruo Kurihara, Kazue Satoh, Seiji Shioda, Shinji Muto, Shigemi Terakubo, Hideki Nakashima, Noboru Motohashi, Hiroshi Sakagami
• Journal: Anticancer research (Anticancer Res) 2003 Nov-Dec Vol. 23 Issue 6C Pg. 4757-63 ISSN: 0250-7005 [Print] Greece
• PMID: 14981923 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Tropolone

Topics

• Apoptosis (drug effects)
• Cell Line
• Cell Survival (drug effects)
• Humans
• Models, Molecular
• Molecular Structure
• Mouth Neoplasms
• Structure-Activity Relationship
• Tropolone (chemistry, toxicity)
• Tumor Cells, Cultured