Efficient synthesis and biological evaluation of ω-oxygenated analogues of vitamin K2: Study of modification and structure-activity relationship of vitamin K2 metabolites

Yoshitomo Suhara; Aya Murakami; Maya Kamao; Shino Mimatsu; Kimie Nakagawa; Naoko Tsugawa; Toshio Okano

doi:10.1016/j.bmcl.2006.12.082

Efficient synthesis and biological evaluation of ω-oxygenated analogues of vitamin K₂: Study of modification and structure-activity relationship of vitamin K₂ metabolites

Yoshitomo Suhara, Aya Murakami, Maya Kamao, Shino Mimatsu, Kimie Nakagawa, Naoko Tsugawa, Toshio Okano

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

Novel ω-oxygenated vitamin K₂ analogues, which are candidates for metabolites of vitamin K₂ homologues, were efficiently synthesized and their apoptosis-inducing activity was evaluated. We revealed that some of those analogues were biologically active and the side-chain part played an important role in apoptosis-inducing activity. Our results can provide useful information to develop the structure-activity relationship of vitamin K₂ analogues for new drugs based on vitamin K.

Original language	English
Pages (from-to)	1622-1625
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	17
Issue number	6
DOIs	https://doi.org/10.1016/j.bmcl.2006.12.082
Publication status	Published - 2007 Mar 15
Externally published	Yes

Keywords

Analogue
Apoptosis
Menaquinone-4
Metabolite
Vitamin K

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/j.bmcl.2006.12.082

Cite this

Suhara, Y., Murakami, A., Kamao, M., Mimatsu, S., Nakagawa, K., Tsugawa, N., & Okano, T. (2007). Efficient synthesis and biological evaluation of ω-oxygenated analogues of vitamin K₂: Study of modification and structure-activity relationship of vitamin K₂ metabolites. Bioorganic and Medicinal Chemistry Letters, 17(6), 1622-1625. https://doi.org/10.1016/j.bmcl.2006.12.082

Efficient synthesis and biological evaluation of ω-oxygenated analogues of vitamin K₂: Study of modification and structure-activity relationship of vitamin K₂ metabolites. / Suhara, Yoshitomo; Murakami, Aya; Kamao, Maya et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 17, No. 6, 15.03.2007, p. 1622-1625.

Research output: Contribution to journal › Article › peer-review

Suhara, Y, Murakami, A, Kamao, M, Mimatsu, S, Nakagawa, K, Tsugawa, N & Okano, T 2007, 'Efficient synthesis and biological evaluation of ω-oxygenated analogues of vitamin K₂: Study of modification and structure-activity relationship of vitamin K₂ metabolites', Bioorganic and Medicinal Chemistry Letters, vol. 17, no. 6, pp. 1622-1625. https://doi.org/10.1016/j.bmcl.2006.12.082

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abstract = "Novel ω-oxygenated vitamin K2 analogues, which are candidates for metabolites of vitamin K2 homologues, were efficiently synthesized and their apoptosis-inducing activity was evaluated. We revealed that some of those analogues were biologically active and the side-chain part played an important role in apoptosis-inducing activity. Our results can provide useful information to develop the structure-activity relationship of vitamin K2 analogues for new drugs based on vitamin K.",

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note = "Funding Information: We are grateful to Dr. Makiko Sugiura and Dr. Atsuko Takeuchi for the spectroscopic measurements. We are also grateful to Eisai Co., Ltd. for the gift of vitamin K standards. This study was supported in part by a Grant-in-Aid for Scientific Research from the Japan Society for the Promotion of Science. ",

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AU - Mimatsu, Shino

AU - Nakagawa, Kimie

AU - Tsugawa, Naoko

AU - Okano, Toshio

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