Halohydrin and Oxime Derivatives of Radicicol: Synthesis and Antitumor Activities

• Published in: Bioorganic & medicinal chemistry Vol. 10; no. 11; pp. 3445 - 3454
• Main Authors: Agatsuma, Tsutomu, Ogawa, Harumi, Akasaka, Kazuhito, Asai, Akira, Yamashita, Yoshinori, Mizukami, Tamio, Akinaga, Shiro, Saitoh, Yutaka
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 01-11-2002; Elsevier Science
• Subjects: Antineoplastic agents; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - pharmacokinetics; Antineoplastic Agents - pharmacology; Biological and medical sciences; Breast Neoplasms - drug therapy; Breast Neoplasms - pathology; Carcinoma, Squamous Cell - drug therapy; Carcinoma, Squamous Cell - pathology; Chemotherapy; Chromatography, High Pressure Liquid; Drug Screening Assays, Antitumor; Enzyme Inhibitors - chemical synthesis; Enzyme Inhibitors - pharmacology; Female; Humans; Indicators and Reagents; Lactones - chemical synthesis; Lactones - pharmacokinetics; Lactones - pharmacology; Macrolides; Medical sciences; Oximes - chemical synthesis; Oximes - pharmacology; Pharmacology. Drug treatments; src-Family Kinases - antagonists & inhibitors; Structure-Activity Relationship; Tumor Cells, Cultured; Antineoplastic agent; Cell proliferation; Oxime; Oxygen heterocycle; Screening test; Signal transduction; Structure activity relation; Conjugated dienic compound; Halohydrin; Aromatic compound; Mammary gland; Chemical synthesis; Protein-tyrosine kinase; Human; Enzyme; Transferases; Enzyme inhibitor; Lactone; Malignant tumor; Tricyclic compound; In vitro; Mammary gland diseases; In vivo; Chemotherapy; Experimental disease; Cell line; Treatment; Animal; Epoxide; Inhibitor
• ISSN: 0968-0896; 1464-3391
• DOI: 10.1016/S0968-0896(02)00260-2

Novel halohydrin and oxime derivatives of radicicol (
1) were prepared and evaluated for their v-src tyrosine kinase inhibitory, antiproliferative, and antitumor activities. Some of the resulting derivatives showed significantly improved antitumor activities than those of
1 in vitro as tested in a cell proliferation assay and in vivo using sc-inoculated human breast carcinoma and epidermoid tumor models. Design and synthesis of radicicol-based novel affinity probes are also described.
Novel halohydrin and oxime derivatives of radicicol (
1) were prepared and evaluated for their antitumor activities. Design and synthesis of radicicol-based novel affinity probes are also reported.