title: Synthesis and structure-activity relationships of novel ecdysteroid dioxolanes as MDR modulators in cancer.
abstract: Ecdysteroids, molting hormones of insects, can exert several mild, non-hormonal bioactivities in mammals, including humans. In a previous study, we have found a significant effect of certain derivatives on the ABCB1 transporter mediated multi-drug resistance of a transfected murine leukemia cell line. In this paper, we present a structure-activity relationship study focused on the apolar dioxolane derivatives of 20-hydroxyecdysone. Semi-synthesis and bioactivity of a total of 32 ecdysteroids, including 20 new compounds, is presented, supplemented with their complete 1H- and 13C-NMR signal assignment.
authors: Department of Medical Microbiology and Immunobiology, University of Szeged, Dóm tér 9, Szeged 6720, Hungary. martins.a@pharm.u-szeged.hu.
authors: Ana
authors: A
authors: Martins
authors: József
authors: J
authors: Csábi
authors: Attila
authors: A
authors: Balázs
authors: Diána
authors: D
authors: Kitka
authors: Leonard
authors: L
authors: Amaral
authors: József
authors: J
authors: Molnár
authors: András
authors: A
authors: Simon
authors: Gábor
authors: G
authors: Tóth
authors: Department of Medical Microbiology and Immunobiology, University of Szeged, Dóm tér 9, Szeged 6720, Hungary. csjoco88@gmail.com.
authors: Attila
authors: A
authors: Hunyadi
mesh_terms: D018435:ATP Binding Cassette Transporter, Subfamily B / Q000037:antagonists & inhibitors*; D000818:Animals; D000970:Antineoplastic Agents / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D020650:Combinatorial Chemistry Techniques; D004148:Dioxolanes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004317:Doxorubicin / Q000494:pharmacology; D004357:Drug Synergism; D026461:Ecdysteroids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D008223:Lymphoma / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D009369:Neoplasms / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular; D013329:Structure-Activity Relationship
chemical_list: D018435:ATP Binding Cassette Transporter, Subfamily B; D000970:Antineoplastic Agents; D004148:Dioxolanes; D026461:Ecdysteroids; D004317:Doxorubicin; C010962:formal glycol