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Synthesis of new camptothecin analogs with improved antitumor activities. 2009
Satoshi Niizuma, and
Masao Tsukazaki, and
Hitomi Suda, and
Takeshi Murata, and
Jun Ohwada, and
Sawako Ozawa, and
Hiroshi Fukuda, and
Chikako Murasaki, and
Masami Kohchi, and
Kenji Morikami, and
Kiyoshi Yoshinari, and
Mika Endo, and
Masako Ura, and
Hiromi Tanimura, and
Yoko Miyazaki, and
Tsuyoshi Takasuka, and
Akira Kawashima, and
Eitaro Nanba, and
Kounosuke Nakano, and
Kotaro Ogawa, and
Kazuko Kobayashi, and
Hisafumi Okabe, and
Isao Umeda, and
Nobuo Shimma
Kamakura Research Laboratories, Chugai Pharmaceutical Co., Ltd, 200 Kajiwara, Kamakura, Kanagawa 247-8530, Japan.
Novel hexacyclic camptothecin analogs containing cyclic amidine, urea, or thiourea moiety were designed and synthesized based on the proposed 3D-structure of the topoisomerase I (Topo I)/DNA/camptothecin ternary complex. The analogs were prepared from 9-nitrocamptothecin via 7,9-diaminocamptothecin derivatives as a key intermediate. Among them, 7c exhibited in vivo antitumor activities superior to CPT-11 in human cancer xenograft models in mice at their maximum tolerated doses though its in vitro antiproliferative activity was comparable to SN-38 against corresponding cell lines.
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