Chemical and Pharmaceutical Bulletin p. 1165 - 1168 (1998)
Update date:2022-07-30
Topics:
Miyachi, Hiroyuki
Koiso, Yukiko
Shirai, Ryuichi
Niwayama, Satomi
Liu, Jun O.
Hashimoto, Yuichi
The synthesis and tumor necrosis factor (TNF)-α production enhancing activity of substituted 3'-methyl-thalidomides on human leukemia cell line HL-60 stimulated with 12-O-tetradecanoyl-phorbol 13-acetate (TPA) are described. Though the introduction of an electron-donating amino group at the phthaloyl moiety of α-methylthalidomides enhanced the activity, substituted α-methylthalidomides showed decreased stereoselectivity as compared to that of non-substituted α-methylthalidomide. The data indicates that the TNF-α production enhancing activity of thalidomide derivatives depends on both the electronic-state of substituents at the fused benzene ring and the stereochemistry of the glutarimide moiety.
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