Synthesis and Structure-Activity Relationships of Novel Ecdysteroid Dioxolanes as MDR Modulators in Cancer

Ana Martins; József Csábi; Attila Balázs; Diána Kitka; Leonard Amaral; József Molnár; András Simon; Gábor Tóth; Attila Hunyadi

doi:10.3390/molecules181215255

Molecules (Dec 2013)

Synthesis and Structure-Activity Relationships of Novel Ecdysteroid Dioxolanes as MDR Modulators in Cancer

Ana Martins,
József Csábi,
Attila Balázs,
Diána Kitka,
Leonard Amaral,
József Molnár,
András Simon,
Gábor Tóth,
Attila Hunyadi

Affiliations

Ana Martins: Department of Medical Microbiology and Immunobiology, University of Szeged, Dóm tér 9, Szeged 6720, Hungary
József Csábi: Institute of Pharmacognosy, Faculty of Pharmacy, University of Szeged, Eötvös u. 6, Szeged 6720, Hungary
Attila Balázs: Ubichem Research Ltd., Illatos út 33, Budapest H-1097, Hungary
Diána Kitka: Department of Medical Microbiology and Immunobiology, University of Szeged, Dóm tér 9, Szeged 6720, Hungary
Leonard Amaral: Center for Malaria and Other Tropical Diseases (CMDT), Institute of Hygiene and Tropical Medicine, Universidade Nova de Lisboa, Rua da Junqueira 100, Lisbon 1349-008, Portugal
József Molnár: Department of Medical Microbiology and Immunobiology, University of Szeged, Dóm tér 9, Szeged 6720, Hungary
András Simon: Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Szt. Gellért tér 4, Budapest H-1111, Hungary
Gábor Tóth: Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Szt. Gellért tér 4, Budapest H-1111, Hungary
Attila Hunyadi: Institute of Pharmacognosy, Faculty of Pharmacy, University of Szeged, Eötvös u. 6, Szeged 6720, Hungary

DOI: https://doi.org/10.3390/molecules181215255
Journal volume & issue: Vol. 18, no. 12
pp. 15255 – 15275

Abstract

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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.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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