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

IF 1.5 4区 医学 Q4 CHEMISTRY, MEDICINAL
Takahito Kuribara, Honoka Yuba, Hina Saito, Akiko Takaya, Masami Ishibashi, Tetsuhiro Nemoto
{"title":"Total Synthesis and Antibacterial Activity of 5-Geranyloxy-7-hydroxycoumarin and Murrayacoumarin A.","authors":"Takahito Kuribara, Honoka Yuba, Hina Saito, Akiko Takaya, Masami Ishibashi, Tetsuhiro Nemoto","doi":"10.1248/cpb.c25-00127","DOIUrl":null,"url":null,"abstract":"<p><p>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.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 5","pages":"484-487"},"PeriodicalIF":1.5000,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical & pharmaceutical bulletin","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1248/cpb.c25-00127","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

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.

5-香叶氧基-7-羟基香豆素和木耳香豆素A的合成及抗菌活性研究
香豆素广泛存在于药用植物中,具有多种生物学特性,包括抗菌活性。本文报道了5-香叶氧基-7-羟基香豆素、5-香叶氧基-7-甲氧基香豆素和Murrayacoumarin A的全合成。(+)-Murrayacoumarin A的不对称合成是通过区域选择性不对称二羟基化实现的,可以确定C7'-位置的绝对构型。此外,还对合成的天然产物及其衍生物的抗菌活性进行了评价。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
3.20
自引率
5.90%
发文量
132
审稿时长
1.7 months
期刊介绍: The CPB covers various chemical topics in the pharmaceutical and health sciences fields dealing with biologically active compounds, natural products, and medicines, while BPB deals with a wide range of biological topics in the pharmaceutical and health sciences fields including scientific research from basic to clinical studies. For details of their respective scopes, please refer to the submission topic categories below. Topics: Organic chemistry In silico science Inorganic chemistry Pharmacognosy Health statistics Forensic science Biochemistry Pharmacology Pharmaceutical care and science Medicinal chemistry Analytical chemistry Physical pharmacy Natural product chemistry Toxicology Environmental science Molecular and cellular biology Biopharmacy and pharmacokinetics Pharmaceutical education Chemical biology Physical chemistry Pharmaceutical engineering Epidemiology Hygiene Regulatory science Immunology and microbiology Clinical pharmacy Miscellaneous.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信