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从树叶中提取的新型二萜内酯衍生物可抑制RAW 264.7细胞中一氧化氮的产生。

New diterpene lactone derivatives from leaves inhibit nitric oxide production in RAW 264.7 cells.

作者信息

Bang Ngo Anh, Hai Yen Duong Thi, Thuy Hang Dan Thi, Yen Pham Hai, Hoang Nguyen Huy, Trang Do Thi, Dung Duong Thi, Cuc Nguyen Thi, Cuong Nguyen The, Nhiem Nguyen Xuan, Tai Bui Huu, Van Kiem Phan

机构信息

Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST) 18 Hoang Quoc Viet, Cau Giay Hanoi Vietnam

Graduate University of Science and Technology, VAST 18 Hoang Quoc Viet, Cau Giay Hanoi Vietnam.

出版信息

RSC Adv. 2024 Jul 1;14(29):20536-20542. doi: 10.1039/d4ra02968b. eCollection 2024 Jun 27.

DOI:10.1039/d4ra02968b
PMID:38952945
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11215401/
Abstract

Phytochemical studies on plants have attracted considerable attention over the past few decades due to the structural diversities and significant biological activities of terpenoids produced by these plants. In the present study, five new acyclic diterpene lactone derivatives, aphanamixionolides A-E (1-5), and three known tirucallane-type triterpenes, namely, piscidinol A (6), hispidone (7), and bourjotinolone A (8), were isolated from the leaves of . Their structures were elucidated by comprehensive analyses of HR-ESI-MS and NMR spectroscopic data and by comparison with those reported in the literature. Absolute configurations of the new compounds were determined by experimental and TD-DFT calculated ECD spectra. Compounds 1-8 inhibited NO production with IC values of 10.2-37.7 μM, which are comparable to positive control l-NMMA (IC: 31.5 μM).

摘要

在过去几十年里,对植物的植物化学研究引起了相当大的关注,因为这些植物产生的萜类化合物具有结构多样性和显著的生物活性。在本研究中,从[植物名称]的叶子中分离出了五种新的无环二萜内酯衍生物,即阿法那米西内酯A-E(1-5),以及三种已知的四环三萜,即哌西地诺醇A(6)、糙叶花椒酮(7)和布尔乔蒂诺酮A(8)。通过对高分辨电喷雾电离质谱(HR-ESI-MS)和核磁共振光谱数据的综合分析,并与文献报道的数据进行比较,阐明了它们的结构。通过实验和含时密度泛函理论(TD-DFT)计算的电子圆二色光谱(ECD)确定了新化合物的绝对构型。化合物1-8抑制一氧化氮(NO)生成,其半数抑制浓度(IC)值为10.2-37.7 μM,与阳性对照L-硝基精氨酸甲酯(L-NMMA,IC:31.5 μM)相当。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1232/11215401/e4b65029863e/d4ra02968b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1232/11215401/772e78f2722d/d4ra02968b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1232/11215401/3c321ed7c49e/d4ra02968b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1232/11215401/e4b65029863e/d4ra02968b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1232/11215401/772e78f2722d/d4ra02968b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1232/11215401/3c321ed7c49e/d4ra02968b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1232/11215401/e4b65029863e/d4ra02968b-f3.jpg

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本文引用的文献

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Phytochemistry. 2024 Apr;220:113997. doi: 10.1016/j.phytochem.2024.113997. Epub 2024 Jan 19.
2
Triterpenoids from the fruits of Aphanamixis polystachya and their inhibitory activities on nitric oxide production.来源于白背叶的三萜及其对一氧化氮生成的抑制活性。
Fitoterapia. 2023 Dec;171:105709. doi: 10.1016/j.fitote.2023.105709. Epub 2023 Oct 21.
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Rhabdastrenones A-D from the sponge .
来自海绵的横纹海绵甾酮A-D
RSC Adv. 2022 Apr 6;12(17):10646-10652. doi: 10.1039/d2ra01674e. eCollection 2022 Mar 31.
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Diverse acyclic diterpene derivatives from Aphanamixis sinensis.中华白前中的多样无环二萜衍生物。
Fitoterapia. 2022 Jun;159:105192. doi: 10.1016/j.fitote.2022.105192. Epub 2022 Mar 31.
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Guaianolide sesquiterpenes and benzoate esters from the aerial parts of Siegesbeckia orientalis L. and their xanthine oxidase inhibitory activity.来源于东方狗娃花地上部分的环烯醚萜类和苯甲酸酯类化合物及其黄嘌呤氧化酶抑制活性。
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Aphananoid A is an Anti-Inflammatory Limonoid with a New 5/6/5 Fused Ring Featuring a C Carbon Skeleton from .阿伐那非 A 是一种具有抗炎作用的柠檬苦素,具有一个全新的 5/6/5 稠合环,其 C 碳骨架特征为。
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Two novel nornemoralisin-type diterpenoids from Aphanamixis polystachya (Wall.) R. Parker.从白背叶(Wall.)帕克中提取的两种新型诺木脂素型二萜。
Fitoterapia. 2020 Jan;140:104431. doi: 10.1016/j.fitote.2019.104431. Epub 2019 Nov 20.
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Structurally Diverse Highly Oxygenated Triterpenoids from the Roots of Ailanthus altissima and Their Cytotoxicity.从臭椿根部分离得到的结构多样的高含氧三萜及其细胞毒性。
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