2018年2月16日
Photoinduced Generation of Acyl Radicals from Simple Aldehydes, Access to 3-Acyl-4-arylcoumarin Derivatives, and Evaluation of Their Antiandrogenic Activities
Journal of Organic Chemistry
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- 巻
- 83
- 号
- 4
- 開始ページ
- 1988
- 終了ページ
- 1996
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acs.joc.7b02933
- 出版者・発行元
- American Chemical Society
A novel photocatalysis to construct the 3-acyl-4-arylcoumarin framework from simple aldehyde with ynoate is described. The reaction proceeded through an acyl radical intermediate generated by hydrogen atom abstraction from aldehyde, followed by reaction with ynoate and then cyclization to afford coumarins. This valuable radical cyclization reaction gave over 20 coumarin derivatives in moderate to good yields with inexpensive 2-tBu-anthraquinone as a catalyst. In addition, synthetic coumarins were investigated for 5α-dihydrotestosterone (DHT)-induced secretion of prostate-specific antigen (PSA) levels and cell proliferation of androgen-dependent CWR22Rv1 cells.
- ID情報
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- DOI : 10.1021/acs.joc.7b02933
- ISSN : 1520-6904
- ISSN : 0022-3263
- PubMed ID : 29327585
- SCOPUS ID : 85042189319