Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 14, Issue -, Pages 364-372Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.24
Keywords
biological activity; diaryliodonium salt; fluorine; hypervalent iodine; lymphoma; pentafluorosulfanyl
Categories
Funding
- Tokyo Chemical Industry Foundation
- Pesticide Science Society of Japan
- JSPS KAKENHI [JP 16H01142]
- Grants-in-Aid for Scientific Research [16H01142] Funding Source: KAKEN
Ask authors/readers for more resources
Conscious of the potential bioactivity of fluorine, an investigation was conducted using various fluorine-containing diaryliodonium salts in order to study and compare their biological activity against human lymphoma U937 cells. Most of the compounds tested are well-known reagents for fluoro-functionalized arylation reactions in synthetic organic chemistry, but their biological properties are not fully understood. Herein, after initially investigating 18 fluoro-functionalized reagents, we discovered that the ortho-fluoro-functionalized diaryliodonium salt reagents showed remarkable cytotoxicity in vitro. These results led us to synthesize more compounds, previously unknown sterically demanding diaryliodonium salts having a pentafluorosulfanyl (SF5) functional group at the ortho-position, that is, unsymmetrical ortho-SF5 phenylaryl-lambda(3)-iodonium salts. Newly synthesized mesityl(2-(pentafluoro-lambda(6)-sulfanyl) phenyl) iodonium exhibited the greatest potency in vitro against U937 cells. Evaluation of the cytotoxicity of selected phenylaryl-lambda(3)-iodonium salts against AGLCL (a normal human B cell line) was also examined.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available