title: Design, synthesis and biological evaluation of novel glycosylated diphyllin derivatives as topoisomerase II inhibitors.
abstract: Recently, a novel glycosylated diphyllin derivative 11 which exhibiting potent anticancer activity by targeting topoisomerase IIα was reported by our group. In order to provide more molecules for structure-activity relationship (SAR) studies, 12 new glycosylated diphyllin analogs have been designed, synthesized, and evaluated for their biological activities. The SAR analysis revealed that (i) the sugar moiety on the diphyllin is essential for the anticancer activity; (ii) equatorial C4'-OH on the sugar is superior to the axial one, and (iii) a proper cyclic lipophilic group at the C4' and C6' of sugar might enhance the anticancer activity.
authors: School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
authors: Da-Kuo
authors: DK
authors: Shi
authors: Wei
authors: W
authors: Zhang
authors: Ning
authors: N
authors: Ding
authors: Ming
authors: M
authors: Li
authors: Ying-Xia
authors: YX
authors: Li
mesh_terms: D017209:Apoptosis / Q000187:drug effects; D052117:Benzodioxoles; D059447:Cell Cycle Checkpoints / Q000187:drug effects; D045744:Cell Line, Tumor; D053938:DNA Fragmentation / Q000187:drug effects; D004250:DNA Topoisomerases, Type II / Q000378:metabolism*; D004148:Dioxolanes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D018432:Drug Resistance, Multiple / Q000187:drug effects; D006031:Glycosylation; D006801:Humans; D017705:Lignans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D059005:Topoisomerase II Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D052117:Benzodioxoles; D004148:Dioxolanes; D017705:Lignans; D059005:Topoisomerase II Inhibitors; D004250:DNA Topoisomerases, Type II; C010130:diphyllin