Prodrugs of 4'-demethyl-4-deoxypodophyllotoxin: synthesis and evaluation of the antitumor activity.
A series of prodrugs of 4'-demethyl-4-deoxypodophyllotoxin (DDPT) including carbamates (3-8), a carbonate (9) and water-soluble amino acid derivatives (10-17) were prepared and tested for their antitumor activity. The carbamate 6 (2-hydroxyethylcarbamoyl-DDPT), carbonate 9 (2-chloroethyloxycarbonyl-DDPT), and most of amino acid prodrugs (12-17) showed enhanced antitumor activity.
Kim
Yong
Y
College of Pharmacy, Chungnam National University, Taejon, South Korea.
You
Young-Jae
YJ
Nam
Nguyen Hai
NH
Ahn
Byung-Zun
BZ
D000596:Amino Acids / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002219:Carbamates / Q000737:chemistry; D002254:Carbonates / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal; D006801:Humans; D006868:Hydrolysis; D007928:Lethal Dose 50; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000494:pharmacology*; D011355:Prodrugs / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000596:Amino Acids; D000970:Antineoplastic Agents; D002219:Carbamates; D002254:Carbonates; D004365:Drugs, Chinese Herbal; D011355:Prodrugs; C014451:deoxypodophyllotoxin; D011034:Podophyllotoxin