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Communication | Regular issue | Vol 16, No. 10, 1981, pp.1713-1717
Published online, 1st January, 1970
DOI: 10.3987/R-1981-10-1713
A Selective One-step Introduction of Hydroxylic Functions at the C-5 and C-7 Positions of 20(S)-Camptothecin, an Alkaloid Having Antitumor Activity

Tadashi Miyasaka,* Seigo Sawada, and Ken’ichiro Nokata

*School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan


20(S)-Camptothecin was selectively hydroxymethylated at the C-7 position by a simple process using hydrogen peroxide-methanol in the presence of ferrous ion as the radical source. Formation of diastereomers of 5-hydroxycamptothecin was observed by using ammonium persulfate-bromoacetic acid in the presence of ferrous or silver ion. The hydroxylic compounds prepared by the processes were converted further into acyloxyl, alkoxyl, and carboxylic acid derivatives.