| Molecular design, chemical synthesis, and biological evaluation of agents that selectively photo-degrade the transcription factor estrogen receptor-α | |
| | |
MedLine Citation:
|
PMID: 21789304 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
|
2-Phenylquinoline (1) degraded proteins under photo-irradiation with long-wavelength UV light without additives and under neutral conditions. We designed and synthesized a 2-phenylquinoline-estrogen receptor-α (ER-α) agonist (hybrid 2) and a 2-phenylquinoline-ER-α antagonist (hybrid 3) containing estradiol and 4-hydroxytamoxifen moieties, respectively. These 2-phenylquinoline hybrids effectively and selectively photo-degraded the target transcription factor, ER-α, which has a high affinity for estradiol and 4-hydroxytamoxifen. Target-selective photo-degradation was examined in both glass vessels and MCF-7 breast cancer cells, which are dependent upon ER-α for growth. In addition, 2-phenylquinoline-estradiol hybrid 2 functioned as an agonist of ER-α and promoted growth of MCF-7 in the absence of photo-irradiation, while it inhibited the growth of MCF-7 cells upon photo-irradiation due to the photo-degradation of ER-α. In contrast, 2-phenylquinoline-4-hydroxytamoxifen hybrid 3 inhibited growth of MCF-7 cells in the absence of photo-irradiation due to the antagonist effect of the 4-hydroxytamoxifen moiety against ER-α, and upon photo-irradiation significantly inhibited cell growth due to the dual antagonist effect of the 4-hydroxytamoxifen moiety and photo-degradation of ER-α. |
| | |
Authors:
|
Kana Tsumura; Akane Suzuki; Takeo Tsuzuki; Shuho Tanimoto; Hajime Kaneko; Shuichi Matsumura; Masaya Imoto; Kazuo Umezawa; Daisuke Takahashi; Kazunobu Toshima |
Related Documents
:
|
9459554 - Dual ultrastructural immunocytochemical labeling of mu and delta opioid receptors in th... 12176174 - Comparative distribution of nk1, nk2, and nk3 receptors in the rat brainstem auditory n... 8782874 - Differential responses of oxytocin and vasopressin neurons to the osmotic and stressful... 11840474 - Vesicular glutamate transporter dnpi/vglut2 mrna is present in c1 and several other gro... 16269534 - Constraining the expression of nicotinic acetylcholine receptors by using pentameric co... 11033004 - The role of activity blockade on glutamate receptor subunit expression in the spinal cord. |
Publication Detail:
|
Type: JOURNAL ARTICLE Date: 2011-7-25 |
Journal Detail:
|
Title: Organic & biomolecular chemistry Volume: - ISSN: 1477-0539 ISO Abbreviation: - Publication Date: 2011 Jul |
Date Detail:
|
Created Date: 2011-7-26 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 101154995 Medline TA: Org Biomol Chem Country: - |
Other Details:
|
Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
|
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Rotovibrational spectroscopy of hydrogen peroxide embedded in superfluid helium nanodroplets.
Next Document: Carotene location in processed food samples measured by Cryo In-SEM Raman.