dc.contributor.author | Hanson, Robert N. | |
dc.contributor.author | Hua, Edward | |
dc.contributor.author | Labaree, David | |
dc.contributor.author | Hochberg, Richard B. | |
dc.contributor.author | Proffitt, Kyle | |
dc.contributor.author | Essigmann, John M. | |
dc.contributor.author | Croy, Robert G. | |
dc.date.accessioned | 2014-08-19T17:55:17Z | |
dc.date.available | 2014-08-19T17:55:17Z | |
dc.date.issued | 2012-09 | |
dc.date.submitted | 2012-05 | |
dc.identifier.issn | 1477-0520 | |
dc.identifier.issn | 1477-0539 | |
dc.identifier.uri | http://hdl.handle.net/1721.1/88910 | |
dc.description.abstract | 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. | en_US |
dc.description.sponsorship | National Institutes of Health (U.S.) (Grant PHS 5R01 CA 086061-09) | en_US |
dc.language.iso | en_US | |
dc.publisher | Royal Society of Chemistry | en_US |
dc.relation.isversionof | http://dx.doi.org/10.1039/c2ob25902h | en_US |
dc.rights | Creative Commons Attribution-Noncommercial-Share Alike | en_US |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-sa/4.0/ | en_US |
dc.source | PMC | en_US |
dc.title | Convergent synthesis of a steroidal antiestrogen-mitomycin C hybrid using “click” chemistry | en_US |
dc.type | Article | en_US |
dc.identifier.citation | Hanson, Robert N., Edward Hua, David Labaree, Richard B. Hochberg, Kyle Proffitt, John M. Essigmann, and Robert G. Croy. “Convergent Synthesis of a Steroidal Antiestrogen-Mitomycin C Hybrid Using ‘click’ Chemistry.” Organic & Biomolecular Chemistry 10, no. 42 (2012): 8501. | en_US |
dc.contributor.department | Massachusetts Institute of Technology. Department of Biological Engineering | en_US |
dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
dc.contributor.mitauthor | Proffitt, Kyle | en_US |
dc.contributor.mitauthor | Essigmann, John M. | en_US |
dc.contributor.mitauthor | Croy, Robert G. | en_US |
dc.relation.journal | Organic & Biomolecular Chemistry | en_US |
dc.eprint.version | Author's final manuscript | en_US |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
dspace.orderedauthors | Hanson, Robert N.; Hua, Edward; Labaree, David; Hochberg, Richard B.; Proffitt, Kyle; Essigmann, John M.; Croy, Robert G. | en_US |
dc.identifier.orcid | https://orcid.org/0000-0002-2196-5691 | |
mit.license | OPEN_ACCESS_POLICY | en_US |
mit.metadata.status | Complete | |