@article{oai:repo.qst.go.jp:00046097,
 author = {Kikuchi, Tatsuya and Okada, Maki and Nengaki, Nobuki and Furutsuka, Kenji and Wakizaka, Hidekatsu and Okamura, Toshimitsu and Zhang, Ming-Rong and Kato, Koichi and 菊池 達矢 and 岡田 真希 and 念垣 信樹 and 古塚 賢士 and 脇坂 秀克 and 岡村 敏充 and 張 明栄 and 加藤 孝一},
 issue = {10},
 journal = {Bioorganic & Medicinal Chemistry},
 month = {May},
 note = {The pharmacological mechanisms focusing on chiral isomer of ibuprofen are not fully understood. Only the (S)-isomer of ibuprofen inhibits cyclooxygenases, which mediates the generation of prostanoids and thromboxanes. Consequently, (S)-isomers represent a major promoter of the anti-inflammatory effect,and the effects of the (R)-isomers have not been widely discussed. However, more recently, the cyclooxygenase-independent pharmacological effects of ibuprofen have been lucidated. Pharmacokinetic studies with individual isomers of ibuprofen by positron emission tomography should aid our understanding of the pharmacological mechanisms of ibuprofen. The efficient 11C-labeling of ibuprofen for chiral separation
via the TBAF-promoted a-[11C]methylation was achieved by using DMSO rather than THF as the reaction solvent. The robust production of the radiochemically labile 11C-labeled ibuprofen ester was realized by the protective effect of DMSO on radiolysis. After intravenous injection of each enantiomer of [11C]ibuprofen, significantly high radioactivity was observed in the joints of arthritis mice when compared to the levels observed in normal mice. However, the high accumulation was equivalent between the enantiomers, indicating that ibuprofen is accumulated in the arthritic joints regardless of the expression of cyclooxygenases.},
 pages = {3265--3273},
 title = {Efficient synthesis and chiral separation of 11C-labeled ibuprofen assisted by DMSO for imaging of in vivo behavior of the individual isomers by positron emission tomography},
 volume = {19},
 year = {2011}
}