Total Synthesis and Antibacterial Activity of 5-Geranyloxy-7-hydroxycoumarin and Murrayacoumarin A

Coumarins are widely found in medicinal plants and exhibit diverse biological properties, including antibacterial activities. Herein, we report the total synthesis of 5-geranyloxy-7-hydroxycoumarin, 5-geranyloxy-7-methoxycoumarin, and Murrayacoumarin A. The asymmetric synthesis of (+)-Murrayacoumarin A was achieved via regioselective asymmetric dihydroxylation, allowing the determination of absolute configuration at the C7'-position. In addition, the antibacterial activities of the synthesized natural products and their derivatives were evaluated.

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Publication Details

Journal
Chemical and Pharmaceutical Bulletin
Published
2025-05-23
DOI
https://doi.org/10.1248/cpb.c25-00127
Citations
3
Primary Topic
Bioactive Compounds and Antitumor Agents
Type
article
Field-Weighted Citation Impact
3.92

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Total Synthesis and Antibacterial Activity of 5-Geranyloxy-7-hydroxycoumarin and Murrayacoumarin A

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3 citations
Chemical and Pharmaceutical Bulletin
Bioactive Compounds and Antitumor Agents
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article

Total Synthesis and Antibacterial Activity of 5-Geranyloxy-7-hydroxycoumarin and Murrayacoumarin A

Akiko Takaya, Masami Ishibashi, Tetsuhiro Nemoto, Takahito Kuribara, Honoka Yuba, Hiroki Saito
article en
3 citations

Abstract

Coumarins are widely found in medicinal plants and exhibit diverse biological properties, including antibacterial activities. Herein, we report the total synthesis of 5-geranyloxy-7-hydroxycoumarin, 5-geranyloxy-7-methoxycoumarin, and Murrayacoumarin A. The asymmetric synthesis of (+)-Murrayacoumarin A was achieved via regioselective asymmetric dihydroxylation, allowing the determination of absolute configuration at the C7'-position. In addition, the antibacterial activities of the synthesized natural products and their derivatives were evaluated.

Chemical and Pharmaceutical BulletinVol. 73(5)
Chiba University (JP), Chiba University Hospital (JP)
Japan Agency for Medical Research and Development, Japan Society for the Promotion of Science, Core Research for Evolutional Science and Technology
Zero hunger
Openalex Percentile: Top 7%
Bioactive Compounds and Antitumor Agents
3.92
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