Triaryl (Z)-olefins suitable for radiolabeling with carbon-11 or fluorine-18 radionuclides for positron emission tomography imaging of cyclooxygenase-2 expression in pathological disease

✍ Scribed by Khaled R.A. Abdellatif; Carlos A. Velázquez; Zhangjian Huang; Morshed A. Chowdhury; Edward E. Knaus

• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 345 KB
• Volume: 20
• Category: Article
• ISSN: 0960-894X
• DOI: 10.1016/j.bmcl.2010.06.155

✦ Synopsis

A group of (Z)-1,1-diphenyl-2-(4-methylsulfonylphenyl)alk-1-enes were synthesized using methodologies that will allow incorporation of a [ 11 C]OCH 3 substituent at the para-position of the C-1 phenyl ring, a [ 11 C]SO 2 CH 3 substituent at the para-position of the C-2 phenyl ring, a [ 18 F]OCH 2 CH 2 F substituent at the para-position of the C-1 phenyl ring, and a [ 18 F]CH 2 CH 2 F substituent at the C-2 position of the olefinic bond. The [ 11 C] and [ 18 F] radiotracers are designed as potential radiopharmaceuticals to image cyclooxygenase-2 (COX-2) expression in any organ where COX-2 is upregulated. The COX-1/COX-2 inhibition data acquired suggest that compounds having a [ 11 C]OMe or [ 18 F]OCH 2 CH 2 F substituent at the para-position of the C-1 phenyl ring may be more suitable for imaging COX-2 expression in view of their ability to exclusively inhibit the COX-2 isozyme.