Synthesis of Novel Vitamin K2 Analogues with Modification at the 蠅-Terminal Position and Their Biological Evaluation as Potent Steroid and Xenobiotic Receptor (SXR) Agonists

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• 作者：Yoshitomo Suhara ; Masato Watanabe ; Kimie Nakagawa ; Akimori Wada ; Yoichi Ito ; Kazuyoshi Takeda ; Kazuhiko Takahashi ; Toshio Okano
• 刊名：Journal of Medicinal Chemistry
• 出版年：2011
• 出版时间：June 23, 2011
• 年：2011
• 卷：54
• 期：12
• 页码：4269-4273
• 全文大小：777K
• 年卷期：v.54,no.12(June 23, 2011)
• ISSN：1520-4804

文摘

Vitamin K₂ is a ligand for a nuclear receptor, steroid and xenobiotic receptor (SXR), that induces the gene expressions of CYP3A4. We synthesized vitamin K₂ analogues with hydroxyl or phenyl groups at the 蠅-terminal of the side chain. The up-regulation of SXR-mediated transcription of the target gene by the analogues was dependent on the length of the side chain and the hydrophobicity of the 蠅-terminal residues. Phenyl analogue menaquinone-3 was as active as the known SXR ligand rifampicin.