• 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

一种内生真菌 sp. 经化学表观遗传操作诱导的二萜类混合生源倍半萜。

Hybrid Diterpenic Meroterpenoids from an Endophytic sp. Induced by Chemical Epigenetic Manipulation.

机构信息

School of Pharmaceutical Science & Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming, Yunnan 650031, People's Republic of China.

Zhuhai Key Laboratory of Fundamental and Applied Research in Traditional Chinese Medicine, Zhuhai Campus of Zunyi Medical University, Zhuhai, Guangdong 519000, People's Republic of China.

出版信息

J Nat Prod. 2022 Jun 24;85(6):1486-1494. doi: 10.1021/acs.jnatprod.1c01155. Epub 2022 Jun 6.

DOI:10.1021/acs.jnatprod.1c01155
PMID:35658485
Abstract

Cultivation of an endophytic fungus sp. KMU18029 with suberanilohydroxamic acid (SAHA), a histone deacetylase inhibitor, led to the isolation of two pairs of diterpenic meroterpenoids with a unique natural product framework combining features of pyripyropenes and decaturins/oxalicines, pyrandecarurins A () and B (), pileotin A () and B (), along with their potential precursor decaturenoid (). Compounds , , , and were new. The structures of - were elucidated by extensive spectroscopic analyses. The absolute configurations of - were determined by single-crystal X-ray diffraction, NOESY spectra, ECD calculations, and biogenetic considerations. The absolute configuration of compound was confirmed for the first time. Compound showed moderate activity against AChE with an IC value of 13.9 ± 1.1 μM.

摘要

内生真菌 sp. KMU18029 的培养物与组蛋白去乙酰化酶抑制剂 (SAHA) 一起,导致了两种二萜类混合萜类化合物的分离,它们具有独特的天然产物骨架,结合了吡喃吡咯烯和 decaturin/oxalicines 的特征,pyrandecarurins A () 和 B (), pileotin A () 和 B (), 以及它们的潜在前体 decaturenoid ()。化合物,,, 和 是新的。通过广泛的光谱分析阐明了 - 的结构。通过单晶 X 射线衍射、NOESY 光谱、ECD 计算和生物发生考虑确定了 - 的绝对构型。化合物 的绝对构型是首次确定的。化合物 对 AChE 表现出中等活性,IC 值为 13.9 ± 1.1 μM。

相似文献

1
Hybrid Diterpenic Meroterpenoids from an Endophytic sp. Induced by Chemical Epigenetic Manipulation.一种内生真菌 sp. 经化学表观遗传操作诱导的二萜类混合生源倍半萜。
J Nat Prod. 2022 Jun 24;85(6):1486-1494. doi: 10.1021/acs.jnatprod.1c01155. Epub 2022 Jun 6.
2
Regulation of secondary metabolites in the endophytic fungus sp. KMU18029 by the chemical epigenetic modifier 5-azacitidine.化学表观遗传修饰剂 5-氮杂胞苷调控内生真菌 sp. KMU18029 中次生代谢产物的合成。
Nat Prod Res. 2024 Feb-Mar;38(4):581-588. doi: 10.1080/14786419.2023.2183199. Epub 2023 Feb 28.
3
Peniandrastins A-H: Andrastin-type meroterpenoids with immunosuppressive activity from a Penicillium sp.培尼达司他汀 A-H:一株青霉来源的具有免疫抑制活性的安特拉丁型倍半萜化合物
Bioorg Chem. 2023 Oct;139:106745. doi: 10.1016/j.bioorg.2023.106745. Epub 2023 Jul 22.
4
Penicimeroterpenoids A-C, Meroterpenoids with Rearrangement Skeletons from the Marine-Derived Fungus sp. SCSIO 41512.Penicimeroterpenoids A-C,海洋来源真菌 SCSIO 41512 产生的具有重排骨架的倍半萜类化合物。
Org Lett. 2020 Aug 21;22(16):6330-6333. doi: 10.1021/acs.orglett.0c02160. Epub 2020 Aug 4.
5
Two New Nor-seco-Isodhilarane-Type Meroterpenoids from the Endophytic Fungus Penicillium purpurogenum.从内生真菌青霉属 purpurogenum 中分离得到的两种新型 Nor-seco-Isodhilarane 型倍半萜。
Chem Biodivers. 2022 Jul;19(7):e202200403. doi: 10.1002/cbdv.202200403. Epub 2022 Jun 8.
6
Chrodrimanins K-N and Related Meroterpenoids from the Fungus Penicillium sp. SCS-KFD09 Isolated from a Marine Worm, Sipunculus nudus.从海洋蠕虫裸体方格星虫中分离出的青霉菌Penicillium sp. SCS-KFD09产生的Chrodrimanins K-N及相关半萜类化合物。
J Nat Prod. 2017 Apr 28;80(4):1039-1047. doi: 10.1021/acs.jnatprod.6b01061. Epub 2017 Feb 17.
7
Epigenetic Modulation of Endophytic Eupenicillium sp. LG41 by a Histone Deacetylase Inhibitor for Production of Decalin-Containing Compounds.组蛋白去乙酰化酶抑制剂对内生青霉LG41的表观遗传调控以产生含十氢化萘的化合物
J Nat Prod. 2017 Apr 28;80(4):983-988. doi: 10.1021/acs.jnatprod.6b00997. Epub 2017 Mar 23.
8
Three new ɑ-pyrone derivatives induced by chemical epigenetic manipulation of , an endophytic fungus isolated from .三种新型ɑ-吡喃酮衍生物由化学表观遗传操作诱导产生,所用真菌为 ,一种从 中分离得到的内生真菌。
Nat Prod Res. 2020 Apr;34(7):958-964. doi: 10.1080/14786419.2018.1544974. Epub 2019 Jan 2.
9
Penisarins A and B, Sesquiterpene Coumarins Isolated from an Endophytic sp.Penisarins A 和 B,一种从内生真菌 sp. 中分离得到的倍半萜香豆素。
J Nat Prod. 2020 Nov 25;83(11):3471-3475. doi: 10.1021/acs.jnatprod.0c00393. Epub 2020 Nov 12.
10
Chermesins A-D: Meroterpenoids with a Drimane-Type Spirosesquiterpene Skeleton from the Marine Algal-Derived Endophytic Fungus Penicillium chermesinum EN-480.切梅辛 A-D:海洋藻类内生真菌青霉 EN-480 来源的倍半萜类化合物,具有戴瑞曼型螺旋三萜骨架。
J Nat Prod. 2016 Apr 22;79(4):806-11. doi: 10.1021/acs.jnatprod.5b00893. Epub 2016 Mar 18.

引用本文的文献

1
Mechanisms and Impact of Rhizosphere Microbial Metabolites on Crop Health, Traits, Functional Components: A Comprehensive Review.根际微生物代谢产物对作物健康、性状及功能成分的影响机制:综述
Molecules. 2024 Dec 15;29(24):5922. doi: 10.3390/molecules29245922.
2
New Members of the Centrapalus Coumarin and Pauciflorin Series from .来自……的Centrapalus香豆素和少花素系列的新成员 。 你提供的原文似乎不完整,“from”后面缺少具体内容。
Pharmaceutics. 2024 Jul 6;16(7):907. doi: 10.3390/pharmaceutics16070907.
3
Study on secondary metabolites of endophytic fungus sp. AC1 induced by tryptophan analogs.
色氨酸类似物诱导的内生真菌sp. AC1次生代谢产物的研究
Front Microbiol. 2023 Oct 9;14:1254609. doi: 10.3389/fmicb.2023.1254609. eCollection 2023.
4
Anticancer Meroterpenoids from leaves: Chromone- and 2,4-Chromadione-Monoterpene Derivatives.来自树叶的抗癌杂萜:色酮和2,4-色二酮-单萜衍生物
ACS Omega. 2023 Aug 16;8(34):31389-31398. doi: 10.1021/acsomega.3c03884. eCollection 2023 Aug 29.
5
Anti-Insect Properties of Secondary Metabolites.次生代谢产物的抗虫特性
Microorganisms. 2023 May 16;11(5):1302. doi: 10.3390/microorganisms11051302.
6
Aniline-induced production of aniline-containing polyketides and related bicyclic polyketides by the Yellow River wetland-derived fungus .黄河湿地来源真菌诱导苯胺合成含苯胺聚酮化合物及相关双环聚酮化合物
Front Microbiol. 2023 May 17;14:1200680. doi: 10.3389/fmicb.2023.1200680. eCollection 2023.
7
Recent Advances in Search of Bioactive Secondary Metabolites from Fungi Triggered by Chemical Epigenetic Modifiers.化学表观遗传修饰剂引发的从真菌中寻找生物活性次生代谢产物的最新进展
J Fungi (Basel). 2023 Jan 28;9(2):172. doi: 10.3390/jof9020172.