Synthesis and antitumor activity of water-soluble duocarmycin B1 prodrugs.
The water-soluble duocarmycin B1 prodrugs such as glycoside 3, phosphate 4 and carbamate 5 were synthesized for improving biological and pharmaceutical profiles of duocarmycin. Among these prodrugs, N-methylpiperazinylcarbamoyl derivative 5 exhibited potent antitumor activity against several human tumors in vivo.
Asai
A
A
Tokyo Research Laboratories, Kyowa Hakko Kogyo Co., Japan.
Nagamura
S
S
Kobayashi
E
E
Gomi
K
K
Saito
H
H
D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D000080890:Duocarmycins; D006801:Humans; D007211:Indoles; D051379:Mice; D011355:Prodrugs / Q000138:chemical synthesis* / Q000494:pharmacology*; D011760:Pyrrolidinones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D012995:Solubility; D014407:Tumor Cells, Cultured; D014867:Water
D000903:Antibiotics, Antineoplastic; D000080890:Duocarmycins; D007211:Indoles; D011355:Prodrugs; D011760:Pyrrolidinones; D014867:Water; C060648:duocarmycin B1