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

Molecules

Ana Martins⁵  József Csปi¹  Attila Balázs²  Diána Kitka⁵  Leonard Amaral⁴  József Molnár⁵  András Simon³  Gปor Tóth³ 

[1] Institute of Pharmacognosy, Faculty of Pharmacy, University of Szeged, Eötvös u. 6, Szeged 6720, Hungary; E-Mail:;Ubichem Research Ltd., Illatos út 33, Budapest H-1097, Hungary; E-Mail:;Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Szt. Gellért tér 4, Budapest H-1111, Hungary; E-Mails:;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; E-Mail:;Department of Medical Microbiology and Immunobiology, University of Szeged, Dóm tér 9, Szeged 6720, Hungary; E-Mails:

关键词: ecdysteroids;    20-hydroxyecdysone;    acetonide;    dioxolane;    stereochemistry;    cancer;    multi-drug resistance;    P-glycoprotein;    ABCB1 transporter;    efflux pump;   

DOI  :  10.3390/molecules181215255

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.