Medullins A-H, Sesquiterpenes from Perenniporia medulla-panis, and Their Cellular Signaling Mechanism in HDF Cells

IF 3.3 2区 生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2024-09-18 DOI:10.1021/acs.jnatprod.4c00436
Dae-Won Ki, Ji-Yul Kim, Young-Hee Lee, Dae-Cheol Choi, Ho-Keun Yi, In-Kyoung Lee, Bong-Sik Yun
{"title":"Medullins A-H, Sesquiterpenes from Perenniporia medulla-panis, and Their Cellular Signaling Mechanism in HDF Cells","authors":"Dae-Won Ki, Ji-Yul Kim, Young-Hee Lee, Dae-Cheol Choi, Ho-Keun Yi, In-Kyoung Lee, Bong-Sik Yun","doi":"10.1021/acs.jnatprod.4c00436","DOIUrl":null,"url":null,"abstract":"A chemical investigation of an ethyl acetate-soluble layer in the culture broth of <i>Perenniporia medulla-panis</i> resulted in the isolation of eight novel sesquiterpenes conjugated Gly (<b>1</b>), <span>l</span>-Val (<b>2</b>), <span>l</span>-Ala (<b>3</b>), <span>l</span>-Tyr (<b>4</b>), <span>l</span>-Thr (<b>5</b>), <span>l</span>-Ile (<b>6</b>), <span>l</span>-Leu (<b>7</b>), and <span>l</span>-Phe (<b>8</b>). Elucidation of their structures was performed through comprehensive spectroscopic analysis. The absolute configuration of the sesquiterpene skeleton was ascertained using modified Mosher’s methods. The configurations of the amino acid units in compounds <b>2</b>–<b>8</b> were identified through acid hydrolysis followed by LC-MS analysis employing Marfey’s method. Compounds <b>1</b>–<b>3</b> and <b>5</b>–<b>8</b> showed significant regulating effect on MAP kinase activity (p-ERK and p-JNK) in human diploid fibroblast (HDF) cells.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"13 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1021/acs.jnatprod.4c00436","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

Abstract

A chemical investigation of an ethyl acetate-soluble layer in the culture broth of Perenniporia medulla-panis resulted in the isolation of eight novel sesquiterpenes conjugated Gly (1), l-Val (2), l-Ala (3), l-Tyr (4), l-Thr (5), l-Ile (6), l-Leu (7), and l-Phe (8). Elucidation of their structures was performed through comprehensive spectroscopic analysis. The absolute configuration of the sesquiterpene skeleton was ascertained using modified Mosher’s methods. The configurations of the amino acid units in compounds 28 were identified through acid hydrolysis followed by LC-MS analysis employing Marfey’s method. Compounds 13 and 58 showed significant regulating effect on MAP kinase activity (p-ERK and p-JNK) in human diploid fibroblast (HDF) cells.

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
髓苷 A-H(来自秘鲁髓苷的倍半萜)及其在 HDF 细胞中的细胞信号机制
通过对髓质长春花(Perenniporia medulla-panis)培养液中的乙酸乙酯可溶层进行化学研究,分离出了八种新的倍半萜类化合物,它们分别与 Gly (1)、l-Val (2)、l-Ala (3)、l-Tyr (4)、l-Thr (5)、l-Ile (6)、l-Leu (7) 和 l-Phe (8) 共轭。通过全面的光谱分析阐明了它们的结构。倍半萜骨架的绝对构型是用改进的莫舍方法确定的。化合物 2-8 中氨基酸单元的构型是通过酸水解,然后采用 Marfey 方法进行 LC-MS 分析确定的。化合物 1-3 和 5-8 对人二倍体成纤维细胞(HDF)中的 MAP 激酶活性(p-ERK 和 p-JNK)具有显著的调节作用。
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 去求助
来源期刊
CiteScore
9.10
自引率
5.90%
发文量
294
审稿时长
2.3 months
期刊介绍: The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
期刊最新文献
Genome-informed Discovery of Monchicamides A-K: Cyanobactins from the Microcoleaceae Cyanobacterium LEGE 16532. Iodide Enhances the Production of Pseurotin D over Pseurotin A by Inverting the Preference for the SN2 versus the SN2' Product in the Final Nonenzymatic Step. Natural and Semisynthetic Immunomodulatory Luakuliide Labdane Diterpenoids. The Paradox of Antimalarial Terpenoid Isonitrile Biosynthesis Explained. Proposal of Cyanoformate as an NC Delivery Vector. Metabologenomics-Driven Discovery of Nocardimicins from a Psychrophilic Nocardia sp. Strain.
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1