Structure-activity relationship of novel menaquinone-4 analogues: Modification of the side chain affects their biological activities

Yoshitomo Suhara; Norika Hanada; Takashi Okitsu; Miho Sakai; Masato Watanabe; Kimie Nakagawa; Akimori Wada; Kazuyoshi Takeda; Kazuhiko Takahashi; Hiroaki Tokiwa; Toshio Okano

doi:10.1021/jm2013166

Structure-activity relationship of novel menaquinone-4 analogues: Modification of the side chain affects their biological activities

Yoshitomo Suhara, Norika Hanada, Takashi Okitsu, Miho Sakai, Masato Watanabe, Kimie Nakagawa, Akimori Wada, Kazuyoshi Takeda, Kazuhiko Takahashi, Hiroaki Tokiwa, Toshio Okano^*

^*この論文の責任著者

分子合成化学研究室

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

14 被引用数 (Scopus)

抄録

We synthesized new vitamin K analogues with demethylation or reduction of the double bonds of the side chain of menaquinone-4 (MK-4) and evaluated their SXR-mediated transcriptional activity as well as the extent of their conversion to MK-4. The results indicated that the analogue with the methyl group deleted at the 7′ site of the side chain part affected conversion activity to MK-4. In contrast, a decrease in the number of the double bonds in the side chain moiety appeared to decrease the SXR-mediated transcriptional activity.

本文言語	英語
ページ（範囲）	1553-1558
ページ数	6
ジャーナル	Journal of Medicinal Chemistry
巻	55
号	4
DOI	https://doi.org/10.1021/jm2013166
出版ステータス	出版済み - 2012/02/23

ASJC Scopus 主題領域

分子医療
創薬

文献へのアクセス

10.1021/jm2013166

フィンガープリント

「Structure-activity relationship of novel menaquinone-4 analogues: Modification of the side chain affects their biological 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

@article{c69b50eb9a614e06b7142d4ebc94d29c,

title = "Structure-activity relationship of novel menaquinone-4 analogues: Modification of the side chain affects their biological activities",

abstract = "We synthesized new vitamin K analogues with demethylation or reduction of the double bonds of the side chain of menaquinone-4 (MK-4) and evaluated their SXR-mediated transcriptional activity as well as the extent of their conversion to MK-4. The results indicated that the analogue with the methyl group deleted at the 7′ site of the side chain part affected conversion activity to MK-4. In contrast, a decrease in the number of the double bonds in the side chain moiety appeared to decrease the SXR-mediated transcriptional activity.",

author = "Yoshitomo Suhara and Norika Hanada and Takashi Okitsu and Miho Sakai and Masato Watanabe and Kimie Nakagawa and Akimori Wada and Kazuyoshi Takeda and Kazuhiko Takahashi and Hiroaki Tokiwa and Toshio Okano",

year = "2012",

month = feb,

day = "23",

doi = "10.1021/jm2013166",

language = "英語",

volume = "55",

pages = "1553--1558",

journal = "Journal of Medicinal Chemistry",

issn = "0022-2623",

publisher = "American Chemical Society",

number = "4",

}

TY - JOUR

T1 - Structure-activity relationship of novel menaquinone-4 analogues

T2 - Modification of the side chain affects their biological activities

AU - Suhara, Yoshitomo

AU - Hanada, Norika

AU - Okitsu, Takashi

AU - Sakai, Miho

AU - Watanabe, Masato

AU - Nakagawa, Kimie

AU - Wada, Akimori

AU - Takeda, Kazuyoshi

AU - Takahashi, Kazuhiko

AU - Tokiwa, Hiroaki

AU - Okano, Toshio

PY - 2012/2/23

Y1 - 2012/2/23

N2 - We synthesized new vitamin K analogues with demethylation or reduction of the double bonds of the side chain of menaquinone-4 (MK-4) and evaluated their SXR-mediated transcriptional activity as well as the extent of their conversion to MK-4. The results indicated that the analogue with the methyl group deleted at the 7′ site of the side chain part affected conversion activity to MK-4. In contrast, a decrease in the number of the double bonds in the side chain moiety appeared to decrease the SXR-mediated transcriptional activity.

AB - We synthesized new vitamin K analogues with demethylation or reduction of the double bonds of the side chain of menaquinone-4 (MK-4) and evaluated their SXR-mediated transcriptional activity as well as the extent of their conversion to MK-4. The results indicated that the analogue with the methyl group deleted at the 7′ site of the side chain part affected conversion activity to MK-4. In contrast, a decrease in the number of the double bonds in the side chain moiety appeared to decrease the SXR-mediated transcriptional activity.

UR - http://www.scopus.com/inward/record.url?scp=84863175443&partnerID=8YFLogxK

U2 - 10.1021/jm2013166

DO - 10.1021/jm2013166

M3 - 学術論文

C2 - 22250752

AN - SCOPUS:84863175443

SN - 0022-2623

VL - 55

SP - 1553

EP - 1558

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 4

ER -