从越南采集的Kaempferia champasakensis中发现的一种新的3,4-seco-isopimarane和三种新的isopimarane二萜类化合物及其细胞毒性活性。

IF 2.5 4区 医学 Q3 CHEMISTRY, MEDICINAL
Kiep Minh Do, Shotaro Hoshino, Takeshi Kodama, Hien Minh Nguyen, Son Van Le, Naotaka Ikumi, Hiroyasu Onaka, Hiroyuki Morita
{"title":"从越南采集的Kaempferia champasakensis中发现的一种新的3,4-seco-isopimarane和三种新的isopimarane二萜类化合物及其细胞毒性活性。","authors":"Kiep Minh Do,&nbsp;Shotaro Hoshino,&nbsp;Takeshi Kodama,&nbsp;Hien Minh Nguyen,&nbsp;Son Van Le,&nbsp;Naotaka Ikumi,&nbsp;Hiroyasu Onaka,&nbsp;Hiroyuki Morita","doi":"10.1007/s11418-024-01789-z","DOIUrl":null,"url":null,"abstract":"<div><p>A phytochemical investigation of <i>Kaempferia champasakensis</i> rhizomes led to the isolation of a new 3,4-seco-isopimarane diterpene, kaempferiol A (<b>1</b>), and three new isopimarane diterpenes, kaempferiols B–D (<b>2</b>–<b>4)</b>, together with six known isopimarane diterpenes (<b>5–10)</b>. The structures of <b>1</b>–<b>4</b> were elucidated by extensive spectroscopic analyses, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of <b>1</b>,<b> 3</b>, and<b> 4</b> were determined by ECD calculations, while that of <b>2</b> was established using the modified Mosher method. All isolated compounds were tested for cytotoxicity against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7). Among them, <b>6</b> and <b>7</b> showed moderate cytotoxic activities against the three tested cell lines, with IC<sub>50</sub> values ranging from 38.04 to 27.77 μM, respectively.</p><h3>Graphical abstract</h3>\n<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"78 3","pages":"537 - 546"},"PeriodicalIF":2.5000,"publicationDate":"2024-03-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A new 3,4-seco-isopimarane and three new isopimarane diterpenoids from Kaempferia champasakensis collected from Vietnam and their cytotoxic activities\",\"authors\":\"Kiep Minh Do,&nbsp;Shotaro Hoshino,&nbsp;Takeshi Kodama,&nbsp;Hien Minh Nguyen,&nbsp;Son Van Le,&nbsp;Naotaka Ikumi,&nbsp;Hiroyasu Onaka,&nbsp;Hiroyuki Morita\",\"doi\":\"10.1007/s11418-024-01789-z\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A phytochemical investigation of <i>Kaempferia champasakensis</i> rhizomes led to the isolation of a new 3,4-seco-isopimarane diterpene, kaempferiol A (<b>1</b>), and three new isopimarane diterpenes, kaempferiols B–D (<b>2</b>–<b>4)</b>, together with six known isopimarane diterpenes (<b>5–10)</b>. The structures of <b>1</b>–<b>4</b> were elucidated by extensive spectroscopic analyses, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of <b>1</b>,<b> 3</b>, and<b> 4</b> were determined by ECD calculations, while that of <b>2</b> was established using the modified Mosher method. All isolated compounds were tested for cytotoxicity against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7). Among them, <b>6</b> and <b>7</b> showed moderate cytotoxic activities against the three tested cell lines, with IC<sub>50</sub> values ranging from 38.04 to 27.77 μM, respectively.</p><h3>Graphical abstract</h3>\\n<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":654,\"journal\":{\"name\":\"Journal of Natural Medicines\",\"volume\":\"78 3\",\"pages\":\"537 - 546\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2024-03-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Medicines\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11418-024-01789-z\",\"RegionNum\":4,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Medicines","FirstCategoryId":"3","ListUrlMain":"https://link.springer.com/article/10.1007/s11418-024-01789-z","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

摘要

通过对山奈根茎进行植物化学研究,分离出了一种新的 3,4-seco-isopimarane(山奈酚)二萜,即山奈酚 A(1)和三种新的异山奈酚二萜,即山奈酚 B-D(2-4),以及六种已知的异山奈酚二萜(5-10)。通过广泛的光谱分析,包括 HR-ESI-MS、紫外光谱、红外光谱以及一维和二维核磁共振,阐明了 1-4 的结构。1、3 和 4 的绝对构型是通过 ECD 计算确定的,而 2 的绝对构型则是通过改进的 Mosher 方法确定的。所有分离出的化合物都对三种人类癌细胞系(肺癌(A549)、宫颈癌(HeLa)和乳腺癌(MCF-7))进行了细胞毒性测试。其中,6 号和 7 号化合物对三种受试细胞株具有中等程度的细胞毒性活性,IC50 值分别为 38.04 至 27.77 μM。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

A new 3,4-seco-isopimarane and three new isopimarane diterpenoids from Kaempferia champasakensis collected from Vietnam and their cytotoxic activities

A new 3,4-seco-isopimarane and three new isopimarane diterpenoids from Kaempferia champasakensis collected from Vietnam and their cytotoxic activities

A new 3,4-seco-isopimarane and three new isopimarane diterpenoids from Kaempferia champasakensis collected from Vietnam and their cytotoxic activities

A phytochemical investigation of Kaempferia champasakensis rhizomes led to the isolation of a new 3,4-seco-isopimarane diterpene, kaempferiol A (1), and three new isopimarane diterpenes, kaempferiols B–D (24), together with six known isopimarane diterpenes (5–10). The structures of 14 were elucidated by extensive spectroscopic analyses, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of 1, 3, and 4 were determined by ECD calculations, while that of 2 was established using the modified Mosher method. All isolated compounds were tested for cytotoxicity against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7). Among them, 6 and 7 showed moderate cytotoxic activities against the three tested cell lines, with IC50 values ranging from 38.04 to 27.77 μM, respectively.

Graphical abstract

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
6.90
自引率
3.00%
发文量
79
审稿时长
1.7 months
期刊介绍: The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers: -chemistry of natural products -biochemistry of medicinal plants -pharmacology of natural products and herbs, including Kampo formulas and traditional herbs -botanical anatomy -cultivation of medicinal plants. The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.
×
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:481959085
Book学术官方微信