title: Synthesis and preliminary evaluation steroidal antiestrogen-geldanamycin conjugates.
abstract: Three novel steroidal antiestrogen-geldanamycin conjugates were prepared using a convergent strategy. The antiestrogenic component utilized the 11β-(4-functionalized-oxyphenyl) estradiol scaffold, while the geldanamycin component was derived by replacement of the 17-methoxy group with an appropriately functionalized amine. Ligation was achieved in high yield using azide alkyne cyclization reactions. Evaluation of the products against two breast cancer cell lines indicated that the conjugates retained significant antiproliferative activity.
authors: Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA, USA.
authors: J
authors: J
authors: Adam Hendricks
authors: Robert N
authors: RN
authors: Hanson
authors: Michael
authors: M
authors: Amolins
authors: John M
authors: JM
authors: Mihelcic
authors: Brian S
authors: BS
authors: Blagg
mesh_terms: D016227:Benzoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001943:Breast Neoplasms / Q000188:drug therapy* / Q000378:metabolism; D057930:Click Chemistry; D004354:Drug Screening Assays, Antitumor; D004965:Estrogen Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D005260:Female; D006801:Humans; D047029:Lactams, Macrocyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D061986:MCF-7 Cells; D015394:Molecular Structure
chemical_list: D016227:Benzoquinones; D004965:Estrogen Antagonists; D047029:Lactams, Macrocyclic; C001277:geldanamycin
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