Relationship between cytotoxic activity and radical intensity of isoflavones from Sophora species.

Abstract

Among 11 isoflavones tested, genistein [YS13] produced higher cytotoxic activity against human oral tumor cell lines (HSC-2, HSG) than against normal cells (human gingival fibroblast, HGF), suggesting its tumor-specific action. Electron spin resonance (ESR) spectroscopy showed that YS13 did not produce radical, nor scavenged O2*- generated by hypoxanthine-xanthine oxidase reaction system, suggesting that radical-mediated oxidation mechanism is not be involved in the YS13-induced cytotoxicity. Addition of one prenyl group produced YS18 and YS19 with higher anti-Helicobacter pylori activity. Addition of two prenyl groups produced YS21 with the highest cytotoxic activity but lower tumor-specificity. Since YS21 produced the highest amount of radical and most efficiently scavenged O2*-, this compound may induce cytotoxicity by radical-mediated oxidation mechanism. All isoflavones failed to induce anti-human immunodeficiency virus (HIV) activity. These data suggest the medicinal efficacy of isoflavones.

• Authors: Y Shirataki, S Tani, H Sakagami, K Satoh, H Nakashima, K Gotoh, N Motohashi
• Journal: Anticancer research (Anticancer Res) 2001 Jul-Aug Vol. 21 Issue 4A Pg. 2643-8 ISSN: 0250-7005 [Print] Greece
• PMID: 11724333 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Anti-Bacterial Agents
• Anti-HIV Agents
• Anti-Infective Agents
• Antineoplastic Agents
• Free Radical Scavengers
• Isoflavones
• Superoxides

Topics

• Animals
• Anti-Bacterial Agents
• Anti-HIV Agents (chemistry, pharmacology)
• Anti-Infective Agents (chemistry, pharmacology)
• Antineoplastic Agents (chemistry, toxicity)
• Carcinoma, Squamous Cell (drug therapy)
• Cattle
• Drug Screening Assays, Antitumor
• Fibroblasts (cytology, drug effects)
• Free Radical Scavengers (chemistry, pharmacology)
• Gingiva (cytology, drug effects)
• HIV (drug effects)
• Helicobacter pylori (drug effects)
• Humans
• Isoflavones (chemistry, toxicity)
• Mouth Neoplasms (drug therapy)
• Salivary Gland Neoplasms (drug therapy)
• Structure-Activity Relationship
• Superoxides (metabolism)