• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

来自红海柳珊瑚的具有抗增殖作用的异戊烯衍生物。

Antiproliferative Isoprenoid Derivatives from the Red Sea Alcyonacean .

机构信息

Department of Chemistry, Faculty of Science, University of Jeddah, P.O. Box 13151, Jeddah 21493, Saudi Arabia.

Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia.

出版信息

Molecules. 2021 Mar 1;26(5):1311. doi: 10.3390/molecules26051311.

DOI:10.3390/molecules26051311
PMID:33804495
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7957567/
Abstract

From the soft coral seven isoprenoid derivatives were isolated, including a new xenicane diterpene, xeniolide O () and a new gorgostane derivative gorgst-3β,5α,6β,11α,20()-pentol-3-monoacetate (), along with three known sesquiterpenes (), a known diterpene (), and a known steroid (). The extensive analyses of the NMR, IR, and MS spectral data led to determination of their chemical structures. Compounds displayed a cytotoxic effect against breast adenocarcinoma (MCF-7), hepatocellular carcinoma (HepG2), and cervix adenocarcinoma (HeLa), with IC values ranging between 1.5 ± 0.1-23.2 ± 1.5; 1.8 ± 0.1-30.6 ± 1.1 and 0.9 ± 0.05-12.8 ± 0.5 μg/mL, respectively. Compound showed potent cytotoxic effects against MCF-7, HepG2, and HeLa with IC values = 2.4 ± 0.20, 3.1 ± 0.10 and 0.9 ± 0.05 μg/mL, respectively. Compounds , , and displayed cytotoxic effect against Hela cells with IC values = 12.8 ± 0.50, 6.7 ± 1.00 and 11.5 ± 2.20 μg/mL, respectively. Two DNA binding dyes, acridine orange (AO) and ethidium bromide (EtBr) were used for the detection of viable, apoptotic, and necrotic cells. The early apoptotic cell death was observed in all types of treated cells. The late apoptotic cells were highly present in HepG2 cells. Compounds and induced a high percentage of necrosis towards HepG2 and HeLa cells. The late apoptosis was recorded as a high rate after treatment with on all cancer cells.

摘要

从软珊瑚中分离得到了 7 种异戊烯衍生化合物,包括一种新的 xenicane 二萜 xeniolide O () 和一种新的 gorgostane 衍生物 gorgst-3β,5α,6β,11α,20()-pentol-3-monoacetate (), 以及三种已知的倍半萜 (), 一种已知的二萜 (), 和一种已知的甾体 (). 通过对 NMR、IR 和 MS 光谱数据的广泛分析,确定了它们的化学结构。化合物 对乳腺癌(MCF-7)、肝癌(HepG2)和宫颈癌(HeLa)具有细胞毒性作用,IC 值范围在 1.5±0.1-23.2±1.5;1.8±0.1-30.6±1.1 和 0.9±0.05-12.8±0.5 μg/mL 之间。化合物 对 MCF-7、HepG2 和 HeLa 的细胞毒性作用最强,IC 值分别为 2.4±0.20、3.1±0.10 和 0.9±0.05 μg/mL。化合物 、 、 和 对 Hela 细胞具有细胞毒性作用,IC 值分别为 12.8±0.50、6.7±1.00 和 11.5±2.20 μg/mL。两种 DNA 结合染料吖啶橙(AO)和溴化乙锭(EtBr)用于检测活细胞、凋亡细胞和坏死细胞。在所有类型的处理细胞中都观察到早期凋亡细胞死亡。晚期凋亡细胞在 HepG2 细胞中大量存在。化合物 和 对 HepG2 和 HeLa 细胞诱导了高比例的坏死。在所有癌细胞上,用 处理后记录到晚期凋亡率很高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/9050817ac1c1/molecules-26-01311-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/47373cb1dbc7/molecules-26-01311-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/118d5ee771dd/molecules-26-01311-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/9050817ac1c1/molecules-26-01311-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/47373cb1dbc7/molecules-26-01311-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/118d5ee771dd/molecules-26-01311-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c0a7/7957567/9050817ac1c1/molecules-26-01311-g003.jpg

相似文献

1
Antiproliferative Isoprenoid Derivatives from the Red Sea Alcyonacean .来自红海柳珊瑚的具有抗增殖作用的异戊烯衍生物。
Molecules. 2021 Mar 1;26(5):1311. doi: 10.3390/molecules26051311.
2
New cytotoxic isoprenoid derivatives from the Red Sea soft coral Sarcophyton glaucum.来自红海软珊瑚肉芝软珊瑚的新型细胞毒性类异戊二烯衍生物。
Nat Prod Res. 2015;29(1):24-30. doi: 10.1080/14786419.2014.952637. Epub 2014 Aug 30.
3
New terpenes from the Egyptian soft coral Sarcophyton ehrenbergi.来自埃及软珊瑚埃氏肉芝软珊瑚的新型萜类化合物。
Mar Drugs. 2014 Apr 2;12(4):1977-86. doi: 10.3390/md12041977.
4
New cytotoxic xenia diterpenoids from the Formosan soft coral Xenia umbellata.来自台湾软珊瑚伞花柳珊瑚的新型细胞毒性异株二萜类化合物。
J Nat Prod. 2002 Dec;65(12):1882-5. doi: 10.1021/np020268z.
5
Bioactive terpenoids from the Red Sea soft coral Sinularia polydactyla.红海软珊瑚 Sinularia polydactyla 的生物活性萜类化合物。
Nat Prod Res. 2013;27(23):2224-6. doi: 10.1080/14786419.2013.805333. Epub 2013 Jun 14.
6
Cytotoxic xenia diterpenoids from the soft coral Xenia umbellata.来自软珊瑚伞花异柳珊瑚的细胞毒性异株二萜类化合物。
J Nat Prod. 2006 Mar;69(3):338-41. doi: 10.1021/np058093r.
7
Diverse bioactive compounds from Sarcophtyton glaucom: structure elucidation and cytotoxic activity studies.从 Sarcophtyton glaucom 中分离得到的多种生物活性化合物:结构解析和细胞毒性活性研究。
Z Naturforsch C J Biosci. 2018 Sep 25;73(9-10):325-334. doi: 10.1515/znc-2017-0106.
8
Three new cembranoid-type diterpenes from Red Sea soft coral Sarcophyton glaucum: isolation and antiproliferative activity against HepG2 cells.从红海软珊瑚灰肉参中分离得到的三种新的西松烷型二萜:及其对肝癌细胞HepG2的增殖抑制活性
Eur J Med Chem. 2014 Jun 23;81:314-22. doi: 10.1016/j.ejmech.2014.05.016. Epub 2014 May 5.
9
15-deoxy-isoxeniolide-A, new diterpenoid from a bornean soft coral, Xenia sp.15-脱氧异西尼内酯-A,一种来自婆罗洲软珊瑚Xenia sp.的新型二萜类化合物
Nat Prod Res. 2018 Jan;32(2):202-207. doi: 10.1080/14786419.2017.1346638. Epub 2017 Jul 10.
10
Two new polyhydroxylated steroids from Egyptian soft coral (Fam.; Xeniidae).两种新的多羟基甾醇来自埃及软珊瑚(科; Xeniidae)。
Nat Prod Res. 2021 Jan;35(2):236-243. doi: 10.1080/14786419.2019.1624958. Epub 2019 Jun 6.

引用本文的文献

1
An Overview of Secondary Metabolites from Soft Corals of the Genus over the Five Decades: Chemical Structures, Pharmacological Activities, NMR Data, and Chemical Synthesis.五十年来软珊瑚属次生代谢产物概述:化学结构、药理活性、NMR 数据和化学合成。
Mar Drugs. 2024 Sep 2;22(9):402. doi: 10.3390/md22090402.
2
Chemical Review of Gorgostane-Type Steroids Isolated from Marine Organisms and Their C-NMR Spectroscopic Data Characteristics.海洋生物中分离的 Gorgostane 型甾体的化学综述及其 C-NMR 光谱数据特征。
Mar Drugs. 2022 Feb 14;20(2):139. doi: 10.3390/md20020139.
3
Naproxen Based 1,3,4-Oxadiazole Derivatives as EGFR Inhibitors: Design, Synthesis, Anticancer, and Computational Studies.

本文引用的文献

1
Sesquiterpenes and their derivatives-natural anticancer compounds: An update.倍半萜及其衍生物——天然抗癌化合物:最新研究进展。
Pharmacol Res. 2020 Nov;161:105165. doi: 10.1016/j.phrs.2020.105165. Epub 2020 Aug 22.
2
Matrix metalloproteinase-9 (MMP-9) and its inhibitors in cancer: A minireview.基质金属蛋白酶-9(MMP-9)及其在癌症中的抑制剂:综述
Eur J Med Chem. 2020 May 15;194:112260. doi: 10.1016/j.ejmech.2020.112260. Epub 2020 Mar 21.
3
Sarco/Endoplasmic Reticulum Calcium ATPase Inhibitors: Beyond Anticancer Perspective.肌浆/内质网钙 ATP 酶抑制剂:超越抗癌视角。
基于萘普生的 1,3,4-恶二唑衍生物作为表皮生长因子受体抑制剂:设计、合成、抗癌及计算研究
Pharmaceuticals (Basel). 2021 Aug 28;14(9):870. doi: 10.3390/ph14090870.
J Med Chem. 2020 Mar 12;63(5):1937-1963. doi: 10.1021/acs.jmedchem.9b01509. Epub 2020 Feb 17.
4
Cheminformatic Insight into the Differences between Terrestrial and Marine Originated Natural Products.化学生态学视角下的陆地来源和海洋来源天然产物的差异。
J Chem Inf Model. 2018 Jun 25;58(6):1182-1193. doi: 10.1021/acs.jcim.8b00125. Epub 2018 Jun 7.
5
Drugs from the Oceans: Marine Natural Products as Leads for Drug Discovery.海洋药物:作为药物研发先导的海洋天然产物
Chimia (Aarau). 2017 Oct 25;71(10):646-652. doi: 10.2533/chimia.2017.646.
6
Isolation, antimicrobial and antitumor activities of a new polyhydroxysteroid and a new diterpenoid from the soft coral Xenia umbellata.从软珊瑚伞花异柳珊瑚中分离出的一种新型多羟基甾体和一种新型二萜的抗菌及抗肿瘤活性
Z Naturforsch C J Biosci. 2017 Jan 1;72(1-2):27-34. doi: 10.1515/znc-2015-0228.
7
Trilobolide-steroid hybrids: Synthesis, cytotoxic and antimycobacterial activity.三叶虫内酯 - 甾体杂合物:合成、细胞毒性及抗分枝杆菌活性
Steroids. 2017 Jan;117:97-104. doi: 10.1016/j.steroids.2016.08.011. Epub 2016 Aug 17.
8
Recent advances and applications of experimental technologies in marine natural product research.海洋天然产物研究中实验技术的最新进展与应用
Mar Drugs. 2015 Apr 29;13(5):2694-713. doi: 10.3390/md13052694.
9
Tailor-made fluorescent trilobolide to study its biological relevance.定制荧光雷公藤甲素以研究其生物学相关性。
J Med Chem. 2014 Oct 9;57(19):7947-54. doi: 10.1021/jm500690j. Epub 2014 Sep 17.
10
Selective cytotoxic effects on human breast carcinoma of new methoxylated flavonoids from Euryops arabicus grown in Saudi Arabia.从生长在沙特阿拉伯的阿拉伯茶中提取的新型甲氧基黄酮对人乳腺癌细胞具有选择性细胞毒性作用。
Eur J Med Chem. 2013 Aug;66:204-10. doi: 10.1016/j.ejmech.2013.05.025. Epub 2013 Jun 5.