Convergent synthesis of a steroidal antiestrogen-mitomycin C hybrid using “click” chemistry
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 d...
Main Authors: | , , , , , , |
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Other Authors: | |
Format: | Article |
Language: | en_US |
Published: |
Royal Society of Chemistry
2014
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Online Access: | http://hdl.handle.net/1721.1/88910 https://orcid.org/0000-0002-2196-5691 |
Summary: | 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. |
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