A convergent synthesis of a novel estrogen receptor-targeted drug hybrid was developed based on structures of the potent anti-proliferative mitomycin C and the steroidal anti-estrogen RU 39411. The steroidal antiestrogen was prepared with an azido-triethylene glycoloxy linker while the mitomycin C derivative (porfirimycin) incorporated a complementary 7-N-terminal alkyne. The two components were ligated using the Huisgen [3 + 2] cycloaddition ("click") reaction. Preliminary biological assays demonstrated that the final hybrid compound retained both potent anti-estrogenic and anti-proliferative activities.
A convergent synthesis of a novel n class="Gene">estrogen receptor-targeted drug hybrid was developed based on structures of the potent anti-proliferative mitomycin C and the steroidal anti-estrogen RU 39411. The steroidal antiestrogen was prepared with an azido-triethylene glycoloxy linker while the mitomycin C derivative (porfirimycin) incorporated a complementary 7-N-terminal alkyne. The two components were ligated using the Huisgen [3 + 2] cycloaddition ("click") reaction. Preliminary biological assays demonstrated that the final hybrid compound retained both potent anti-estrogenic and anti-proliferative activities.
Authors: Simon E Aspland; Carlo Ballatore; Rosario Castillo; Joel Desharnais; Trisha Eustaquio; Philip Goelet; Zijian Guo; Qing Li; David Nelson; Chengzao Sun; Angelo J Castellino; Michael J Newman Journal: Bioorg Med Chem Lett Date: 2006-07-25 Impact factor: 2.823
Authors: Changhui Liu; Jeannine S Strobl; Susan Bane; Jennifer K Schilling; Meredith McCracken; Sabarni K Chatterjee; Rayhana Rahim-Bata; David G I Kingston Journal: J Nat Prod Date: 2004-02 Impact factor: 4.050
Authors: J Adam Hendricks; Robert N Hanson; Michael Amolins; John M Mihelcic; Brian S Blagg Journal: Bioorg Med Chem Lett Date: 2013-04-04 Impact factor: 2.823