Design, synthesis and antitumor activities of novel 7-arylseleno-7-deoxydaunomycinone derivatives.
7-Arylseleno-7-deoxydaunomycinone derivatives 3a-e and 7-thiophenyl-7-deoxydaunomycinones (7 and 8) were synthesized and the antitumor activities of them were evaluated against human stomach cancer SGC-7901 and human leukaemia HL60. The cytotoxic assay show that seleno daunomycinone derivatives are much better inhibitory activity than thiodaunomycinone and the structure-activity relationship was discussed. 7-Deoxydaunomycinone 4 was obtained when selenophenols were used in excess and the possible mechanism was proposed.
Zhang
Shu-Jia
SJ
Department of Chemistry, Zhejiang University, Hangzhou, China.
Jia
Zheng-Ping
ZP
Wang
Yan-Guang
YG
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D001555:Benzene Derivatives / Q000737:chemistry; D002470:Cell Survival / Q000187:drug effects; D003630:Daunorubicin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D016566:Organoselenium Compounds / Q000737:chemistry; D013329:Structure-Activity Relationship; D013438:Sulfhydryl Compounds / Q000737:chemistry; D014407:Tumor Cells, Cultured
D000903:Antibiotics, Antineoplastic; D001555:Benzene Derivatives; D016566:Organoselenium Compounds; D013438:Sulfhydryl Compounds; C035452:7-deoxydaunomycinone; C018846:benzeneselenol; D003630:Daunorubicin