Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid: Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities

Naoki Yamakawa; Shintaro Suemasu; Masaaki Matoyama; Ayumi Kimoto; Miho Takeda; Ken Ichiro Tanaka; Tomoaki Ishihara; Takashi Katsu; Yoshinari Okamoto; Masami Otsuka; Tohru Mizushima

doi:10.1021/jm101116s

Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid: Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities

Naoki Yamakawa, Shintaro Suemasu, Masaaki Matoyama, Ayumi Kimoto, Miho Takeda, Ken Ichiro Tanaka, Tomoaki Ishihara, Takashi Katsu, Yoshinari Okamoto, Masami Otsuka, Tohru Mizushima

研究成果: Article › 査読

17 被引用数 (Scopus)

抄録

We previously proposed that membrane permeabilization activity of NSAIDs is involved in NSAID-induced gastric lesions. We here synthesized derivatives of loxoprofen that have lower membrane permeabilization activity than other NSAIDs. Compared to loxoprofen, the derivatives 10a and 10b have lower membrane permeabilization activity and their oral administration produced fewer gastric lesions but showed an equivalent anti-inflammatory effect. These results suggest that 10a and 10b are likely to be therapeutically beneficial as safer NSAIDs.

本文言語	English
ページ（範囲）	7879-7882
ページ数	4
ジャーナル	Journal of Medicinal Chemistry
巻	53
号	21
DOI	https://doi.org/10.1021/jm101116s
出版ステータス	Published - 2010 11 11

ASJC Scopus subject areas

分子医療
創薬

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10.1021/jm101116s

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「Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid: Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル

Yamakawa, N., Suemasu, S., Matoyama, M., Kimoto, A., Takeda, M., Tanaka, K. I., Ishihara, T., Katsu, T., Okamoto, Y., Otsuka, M., & Mizushima, T. (2010). Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid: Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities. Journal of Medicinal Chemistry, 53(21), 7879-7882. https://doi.org/10.1021/jm101116s

Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid : Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities. / Yamakawa, Naoki; Suemasu, Shintaro; Matoyama, Masaaki; Kimoto, Ayumi; Takeda, Miho; Tanaka, Ken Ichiro; Ishihara, Tomoaki; Katsu, Takashi; Okamoto, Yoshinari; Otsuka, Masami; Mizushima, Tohru.

In: Journal of Medicinal Chemistry, Vol. 53, No. 21, 11.11.2010, p. 7879-7882.

研究成果: Article › 査読

Yamakawa, N, Suemasu, S, Matoyama, M, Kimoto, A, Takeda, M, Tanaka, KI, Ishihara, T, Katsu, T, Okamoto, Y, Otsuka, M & Mizushima, T 2010, 'Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid: Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities', Journal of Medicinal Chemistry, vol. 53, no. 21, pp. 7879-7882. https://doi.org/10.1021/jm101116s

Yamakawa N, Suemasu S, Matoyama M, Kimoto A, Takeda M, Tanaka KI et al. Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid: Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities. Journal of Medicinal Chemistry. 2010 11 11;53(21):7879-7882. https://doi.org/10.1021/jm101116s

Yamakawa, Naoki ; Suemasu, Shintaro ; Matoyama, Masaaki ; Kimoto, Ayumi ; Takeda, Miho ; Tanaka, Ken Ichiro ; Ishihara, Tomoaki ; Katsu, Takashi ; Okamoto, Yoshinari ; Otsuka, Masami ; Mizushima, Tohru. / Properties and synthesis of 2-{2-fluoro (or bromo)-4-[(2-oxocyclopentyl) methyl]phenyl}propanoic acid : Nonsteroidal anti-inflammatory drugs with low membrane permeabilizing and gastric lesion-producing activities. In: Journal of Medicinal Chemistry. 2010 ; Vol. 53, No. 21. pp. 7879-7882.

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