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  • Title: Synthesis of taxoids 5. Synthesis and evaluation of novel water-soluble prodrugs of a 3'-desphenyl-3'-cyclopropyl analogue of docetaxel.
    Author: Yamaguchi T, Harada N, Ozaki K, Arakawa H, Oda K, Nakanishi N, Tsujihara K, Hashiyama T.
    Journal: Bioorg Med Chem Lett; 1999 Jun 21; 9(12):1639-44. PubMed ID: 10397492.
    Abstract:
    A novel 3'-desphenyl-3'-cyclopropyl analogue of docetaxel was synthesized from 10-deacetyl-baccatin III. The cytotoxicity of the new taxoid was evaluated against several human tumor cell lines, and it had ca. 20 times stronger activity against human colon cancer cell lines (WiDr and Colon 320) than that of docetaxel. This taxoid was converted to its water-soluble prodrugs that have 2'-substituted amino acid derivatives with spacer. The prodrugs had good solubility in saline and showed more potent antitumor activity against B 16 melanoma in mice than that of docetaxel.
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