+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Design, synthesis, and evaluation of the antiproliferative activity of hydantoin-derived antiandrogen-genistein conjugates



Design, synthesis, and evaluation of the antiproliferative activity of hydantoin-derived antiandrogen-genistein conjugates



Bioorganic and Medicinal Chemistry 26(8): 1481-1487



Androgen receptor (AR) signaling is vital to the viability of all forms of prostate cancer (PCa). With the goal of investigating the effect of simultaneous inhibition and depletion of AR on viability of PCa cells, we designed, synthesized and characterized the bioactivities of bifunctional agents which incorporate the independent cancer killing properties of an antiandrogen and genistein, and the AR downregulation effect of genistein within a single molecular template. We observed that a representative conjugate, 9b, is much more cytotoxic to both LNCaP and DU145 cells relative to the antiandrogen and genistein building blocks as single agents or their combination. Moreover, conjugate 9b more effectively down regulates cellular AR protein levels relative to genistein and induces S phase cell cycle arrest. The promising bioactivities of these conjugates warrant further investigation.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 057790235

Download citation: RISBibTeXText

PMID: 29456113

DOI: 10.1016/j.bmc.2018.01.009


Related references

Synergistic antiproliferative effect of chemo-phototherapy: Synthesis and photodynamic activity evaluation of novel Chlorin e6-artesunate conjugates as antiproliferative agents. Bioorganic and Medicinal Chemistry Letters 27(19): 4548-4551, 2017

Design, synthesis and evaluation of genistein-polyamine conjugates as multi-functional anti-Alzheimer agents. Acta Pharmaceutica Sinica. B 5(1): 67-73, 2015

Design, synthesis and antiproliferative activity of the new conjugates of E7010 and resveratrol as tubulin polymerization inhibitors. Organic and Biomolecular Chemistry 14(4): 1382-1394, 2016

Design, synthesis and antiproliferative activity of functionalized flavone-triazole-tetrahydropyran conjugates against human cancer cell lines. European Journal of Medicinal Chemistry 82: 552-564, 2014

Copper-catalyzed three-component synthesis of aminonaphthoquinone-sulfonylamidine conjugates and in vitro evaluation of their antiproliferative activity. Bioorganic and Medicinal Chemistry Letters 26(8): 2072-2076, 2016

Synthesis and structure-activity relationships of the first ferrocenyl-aryl-hydantoin derivatives of the nonsteroidal antiandrogen nilutamide. Journal of Medicinal Chemistry 51(6): 1791-1799, 2008

Design, Synthesis and Evaluation of Antiproliferative Activity of New Benzimidazolehydrazones. Molecules 21(5):, 2016

Design, synthesis, and in vitro evaluation of new naphthylnitrobutadienes with potential antiproliferative activity: toward a structure/activity correlation. Bioorganic and Medicinal Chemistry 16(1): 240-247, 2008

Novel NO-releasing plumbagin derivatives: Design, synthesis and evaluation of antiproliferative activity. European Journal of Medicinal Chemistry 137: 88-95, 2017

Design, synthesis and evaluation of antiproliferative activity of fluorinated betulinic acid. Bioorganic and Medicinal Chemistry 27(13): 2871-2882, 2019

Design, synthesis and antiproliferative activity evaluation of m-(4-morpholinyl-1,3,5-triazin-2-yl)benzamides in vitro. Bioorganic and Medicinal Chemistry Letters 25(8): 1730-1735, 2015

Novel Podophyllotoxin Derivatives as Potential Tubulin Inhibitors: Design, Synthesis, and Antiproliferative Activity Evaluation. Chemistry and Biodiversity 15(11): E1800289, 2018

Design, synthesis and evaluation of antiproliferative activity of melanoma-targeted histone deacetylase inhibitors. Bioorganic and Medicinal Chemistry Letters 27(4): 744-749, 2017

Synthesis, Characterization, Antimicrobial and Antiproliferative Activity Evaluation of Cu(II), Co(II), Zn(II), Ni(II) and Pt(II) Complexes with Isoniazid-Derived Compound. Molecules 22(4):, 2017

Design and multi-step synthesis of chalcone-polyamine conjugates as potent antiproliferative agents. Bioorganic and Medicinal Chemistry Letters 27(18): 4354-4357, 2017