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Madecassic acid analogues with a five-membered A-ring and their cytotoxic activity. 具有五元 A 环的麦地卡辛酸类似物及其细胞毒性活性。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-11 DOI: 10.1080/14786419.2024.2427811
Van Loc Tran, The Anh Nguyen, Nguyen Tran Dang, Thi Phuong Thao Tran, Tuan Anh Tran, Van Sung Tran, Van Chien Tran

The structural modification of madecassic acid focused on the contraction of the six-membered A-ring to a five-membered ring, combined with the dehydration of 6-OH to form a new double bond and formation of the esterification or amidation at C-28. The synthesised structures were identified based on the analysis of their NMR and EIS-MS data. Eighteen new madecassic acid analogues were tested in vitro for their cytotoxicity against three cancer cell lines, including human mouth carcinoma (KB), human hepatocellular carcinoma (HepG2), and human lung carcinoma (A549) using the MTT (3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide) assay. Among them, compounds 5 and 12 exhibited potent and selective cytotoxic activity in KB and HepG2 cell lines, with IC50 values ranging from 3.57 to 6.32 µM. The results also indicated that analogues with a 5-membered A-ring containing an α,β-unsaturated aldehyde esterified at C-23 showed a decrease in their cytotoxic activity compared to precursors in the tested cancer cells.

马地卡辛酸结构改造的重点是将六元 A 环收缩为五元环,同时将 6-OH 脱水形成新的双键,并在 C-28 处形成酯化或酰胺化。根据对其核磁共振和 EIS-MS 数据的分析,确定了合成结构。利用 MTT(3-[4,5-二甲基噻唑-2-基]-2,5-二苯基溴化四氮唑)法,体外测试了 18 种新的马德卡西酸类似物对三种癌细胞株(包括人口腔癌(KB)、人肝癌(HepG2)和人肺癌(A549))的细胞毒性。其中,化合物 5 和 12 对 KB 和 HepG2 细胞株具有强效的选择性细胞毒性活性,IC50 值介于 3.57 至 6.32 µM 之间。研究结果还表明,与前体化合物相比,在 C-23 处酯化了含有 α、β-不饱和醛的 5 元 A 环的类似物在受测癌细胞中的细胞毒性活性有所降低。
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引用次数: 0
How peptides from venomous and poisonous animals can be used to treat oral cancer: possible mechanisms of action. 如何利用来自毒液和有毒动物的肽来治疗口腔癌:可能的作用机制。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-11 DOI: 10.1080/14786419.2024.2423042
Karthikeyan Kandaswamy, Ajay Guru
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引用次数: 0
Analysis of the components of Cassia nomame and their antioxidant activity. 决明子成分分析及其抗氧化活性。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-11 DOI: 10.1080/14786419.2024.2426060
Tetsuya Saito, Yuria Kurosu, Hajime Sato, Etsuko Katoh, Takahiro Hosoya

Cassia nomame, an annual herb belonging to the Leguminosae family, is traditionally consumed as tea in the form of dried whole herbs or beans. To deepen our understanding of the chemical constituents of C. nomame, we isolated 16 compounds, categorised as flavone derivatives (1-4), including a novel compound nomameflavone A (4), a chalcone derivative (5), an aurone derivative (6), a chromone derivative (7), a juglone derivative (8), anthraquinone derivatives (9-11), phenolic compounds (12-14), and sterol derivatives (15, 16). The structure of each compound was elucidated using NMR and MS. Compounds 2, 6, 7, 8, 12, 13, and 14 were successfully isolated from C. nomame for the first time. Furthermore, compounds 1, 3, 5, and 6 exhibited DPPH radical scavenging activities, and the bioactivity of 3 was discovered. The elucidation of the diverse chemical constituents of C. nomame underscores its potential functional ingredients.

决明子(Cassia nomame)是豆科一年生草本植物,传统上以干燥全草或全豆的形式作为茶叶饮用。为了加深对决明子化学成分的了解,我们分离了 16 种化合物,归类为黄酮衍生物(1-4),包括一种新型化合物决明黄酮 A(4)、一种查尔酮衍生物(5)、一种枳酮衍生物(6)、一种铬酮衍生物(7)、一种朱葛酮衍生物(8)、蒽醌衍生物(9-11)、酚类化合物(12-14)和甾醇衍生物(15, 16)。利用核磁共振和质谱对每种化合物的结构进行了阐明。化合物 2、6、7、8、12、13 和 14 是首次从 C. nomame 中成功分离出来。此外,化合物 1、3、5 和 6 具有清除 DPPH 自由基的活性,并发现了化合物 3 的生物活性。诺玛米中多种化学成分的阐明凸显了其潜在的功能成分。
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引用次数: 0
Allelopathic and phytotoxic activity of essential oil of Elaeagnus angustifolia flowers and its major constituents on Amaranthus retroflexus and Lolium perenne. Elaeagnus angustifolia 花精油及其主要成分对反折苋和欧洲旱金莲的异位和植物毒性活性。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-10 DOI: 10.1080/14786419.2024.2424402
Caixia Han, Yu Mei, Nigora Kuchkarova, Zokir Toshmatov, Shijie Fang, Hua Shao

This study investigated the allelopathic and phytotoxic effects of Elaeagnus angustifolia flower essential oil (EO) and its major constituents. Forty-one compounds were identified by GC-MS, accounting for 96.93% of the total oil, with the main compounds being ethyl cinnamate and methyl cinnamate. The allelopathic assay of the EO completely suppressed the seed germination of Lolium perenne and Amaranthus retroflexus at 22.22 mg/mL air treatment. Phytotoxic activities of ethyl cinnamate and methyl cinnamate were much stronger than those of the EO against L. perenne, with IC50 values of 0.386, 0.396, and 7.159 mg/mL, respectively. The strength of the phytotoxic activity of the major constituent ethyl cinnamate, and the mixture of ethyl cinnamate and methyl cinnamate was comparable to that of the commercial herbicide glyphosate in terms of suppressing root elongation in A. retroflexus, with IC50 values of 0.049, 0.076, and 0.017 mg/mL, respectively, indicating a possible synergistic effect of the major compounds.

本研究调查了 Elaeagnus angustifolia 花精油(EO)及其主要成分的等位和植物毒性作用。通过气相色谱-质谱(GC-MS)鉴定出 41 种化合物,占精油总量的 96.93%,主要化合物为肉桂酸乙酯和肉桂酸甲酯。在 22.22 毫克/毫升的空气处理条件下,肉桂酸乙酯的等位病理学检测结果完全抑制了欧洲旱金莲(Lolium perenne)和反枝苋(Amaranthus retroflexus)的种子萌发。肉桂酸乙酯和肉桂酸甲酯对 L. perenne 的植物毒性活性比环氧乙烷强得多,IC50 值分别为 0.386、0.396 和 7.159 毫克/毫升。主要成分肉桂酸乙酯以及肉桂酸乙酯和肉桂酸甲酯混合物的植物毒性活性强度与商业除草剂草甘膦在抑制 A. retroflexus 根系伸长方面的活性强度相当,IC50 值分别为 0.049、0.076 和 0.017 毫克/毫升,表明主要化合物可能具有协同作用。
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引用次数: 0
The potential role of lumazine peptide penilumamide E from Aspergillus terreus in head and neck cancer treatment. 来自土曲霉的鲁马嗪肽青霉酰胺 E 在头颈癌治疗中的潜在作用。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-10 DOI: 10.1080/14786419.2024.2426062
Karthikeyan Kandaswamy, Ajay Guru
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引用次数: 0
A new benzodioxole derivative from the marine-derived Streptomyces sp. SYPHU 0002. 一种来自海洋链霉菌 SYPHU 0002 的新型苯并二恶茂衍生物。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-09 DOI: 10.1080/14786419.2024.2425058
Pengyun Mou, Yuan Peng, Bangyan Zhang, Pengze Wang, Xianpu Ni, Huanzhang Xia

a new benzodioxole derivative 1,3-benzodioxole-2-one-4-N-methylcarboxylamide (1), two new natural products N-(aminocarbonyl)-2,3-dimethoxy-benzamide (2) and 2,3-dimethoxy-N-methylbenzamide (3), along with eight known compounds (4-11), were isolated from the marine-derived Streptomyces sp. SYPHU 0002. The structures of compounds 1-11 were determined through comprehensive spectroscopic analyses, including HRESIMS, 1D and 2D NMR. Compound 9 showed weak antibacterial activity against Bacillus pumilus with the MIC value of 64 μg mL-1.

一种新的苯并二恶茂衍生物 1,3-苯并二恶茂-2-酮-4-N-甲基甲酰胺(1),两种新的天然产物 N-(氨基羰基)-2,3-二甲氧基苯甲酰胺(2)和 2,3-二甲氧基-N-甲基苯甲酰胺(3),以及 8 种已知化合物(4-11),都是从海洋链霉菌 SYPHU 0002 中分离出来的。通过全面的光谱分析,包括 HRESIMS、一维和二维核磁共振,确定了化合物 1-11 的结构。化合物 9 对枯草芽孢杆菌具有微弱的抗菌活性,其 MIC 值为 64 μg mL-1。
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引用次数: 0
Phytochemical evaluation via GC-MS and LC-MS/MS: a comprehensive study of antidiabetic, antimicrobial, antioxidant, and genotoxic activities of extracts from endemic species Centaurea amanicola Hub.-Mor. and C. antitauri Hayek (Asteraceae). 通过气相色谱-质谱(GC-MS)和液相色谱-质谱/质谱(LC-MS/MS)进行植物化学评价:对地方物种 Centaurea amanicola Hub.-Mor. 和 C. antitauri Hayek(菊科)提取物的抗糖尿病、抗菌、抗氧化和基因毒性活性的综合研究。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-09 DOI: 10.1080/14786419.2024.2425798
Mohaddeseh Nobarirezaeyeh, Hafize Yuca, Bilge Aydın, Ayşe Civaş, Songül Karakaya, Mehmet Karadayı, Abdussamed Yasin Demir, Mehmet Bona, Bilal Yılmaz, Gamze Göger, Muhammed Ziya Şahinöz, Elif Beyza Özer, Enes Tekman, Zühal Güvenalp, Ayşe Mine Gençler Özkan

The study investigated the antidiabetic, antimicrobial, antioxidant, and genotoxic activities of extracts from Centaurea amanicola and C. antitauri (Asteraceae). Methanol extracts were analysed for phenolic and fatty oil contents. Major components of fatty oils were identified, including methyl hexadecanoate (48.30%) and heptacosane (22.13%) in C. antitauri, and methyl hexadecanoate (16.29%) and methyl linoleate (13.55%) in C. amanicola. The highest α-amylase inhibition was observed in hexane extracts of both species with 55.53% and 41.57% inhibition values, respectively. Antioxidant activity, measured by ABTS•+ and DPPH scavenging, varied among extracts, with notable efficacy in C. antitauri dichloromethane extract and C. amanicola ethyl acetate extract. The dichloromethane extract of C. antitauri demonstrated effectiveness against Candida albicans with MIC= 156.25 µg/mL. Importantly, all extracts were found to be genotoxicity-safe. Overall, the findings highlight the potential of these extracts for various medicinal applications, particularly in managing diabetes and combating microbial infections.

本研究调查了从菊科植物半枝莲(Centaurea amanicola)和抗陶醉草(C. antitauri)中提取的提取物的抗糖尿病、抗菌、抗氧化和基因毒性活性。对甲醇提取物进行了酚类和脂肪油含量分析。确定了脂肪油的主要成分,包括 C. antitauri 的十六酸甲酯(48.30%)和七烷(22.13%),以及 C. amanicola 的十六酸甲酯(16.29%)和亚油酸甲酯(13.55%)。两个物种的己烷提取物对α-淀粉酶的抑制率最高,分别为 55.53% 和 41.57%。通过 ABTS-+ 和 DPPH- 清除率测定的抗氧化活性在不同提取物中存在差异,其中 C. antitauri 的二氯甲烷提取物和 C. amanicola 的乙酸乙酯提取物具有显著的功效。C. antitauri 的二氯甲烷萃取物对白色念珠菌有效,MIC= 156.25 µg/mL。重要的是,所有提取物的基因毒性都是安全的。总之,研究结果凸显了这些提取物在各种医药应用方面的潜力,尤其是在控制糖尿病和抗微生物感染方面。
{"title":"Phytochemical evaluation via GC-MS and LC-MS/MS: a comprehensive study of antidiabetic, antimicrobial, antioxidant, and genotoxic activities of extracts from endemic species <i>Centaurea amanicola</i> Hub.-Mor. and <i>C. antitauri</i> Hayek (Asteraceae).","authors":"Mohaddeseh Nobarirezaeyeh, Hafize Yuca, Bilge Aydın, Ayşe Civaş, Songül Karakaya, Mehmet Karadayı, Abdussamed Yasin Demir, Mehmet Bona, Bilal Yılmaz, Gamze Göger, Muhammed Ziya Şahinöz, Elif Beyza Özer, Enes Tekman, Zühal Güvenalp, Ayşe Mine Gençler Özkan","doi":"10.1080/14786419.2024.2425798","DOIUrl":"https://doi.org/10.1080/14786419.2024.2425798","url":null,"abstract":"<p><p>The study investigated the antidiabetic, antimicrobial, antioxidant, and genotoxic activities of extracts from <i>Centaurea amanicola</i> and <i>C. antitauri</i> (Asteraceae). Methanol extracts were analysed for phenolic and fatty oil contents. Major components of fatty oils were identified, including methyl hexadecanoate (48.30%) and heptacosane (22.13%) in <i>C. antitauri</i>, and methyl hexadecanoate (16.29%) and methyl linoleate (13.55%) in <i>C. amanicola</i>. The highest α-amylase inhibition was observed in hexane extracts of both species with 55.53% and 41.57% inhibition values, respectively. Antioxidant activity, measured by ABTS<sup>•+</sup> and DPPH<sup>•</sup> scavenging, varied among extracts, with notable efficacy in <i>C. antitauri</i> dichloromethane extract and <i>C. amanicola</i> ethyl acetate extract. The dichloromethane extract of <i>C. antitauri</i> demonstrated effectiveness against <i>Candida albicans</i> with MIC= 156.25 µg/mL. Importantly, all extracts were found to be genotoxicity-safe. Overall, the findings highlight the potential of these extracts for various medicinal applications, particularly in managing diabetes and combating microbial infections.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":" ","pages":"1-10"},"PeriodicalIF":1.9,"publicationDate":"2024-11-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142621738","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Glycosparvine A, a new indole alkaloid from the leaves of Glycosmis parviflora. Glycosparvine A,一种来自 Glycosmis parviflora 叶子的新吲哚生物碱。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-09 DOI: 10.1080/14786419.2024.2426210
Jing-Ling Ren, Pei-Lian Liu, Hong-Yan Yang, Zhong-Liu Zhou, Zi-Ming Chen, Shou-Yuan Wu

In the course of our ongoing search for biologically active compounds from medicinal plant, the ethyl acetate extract from the leaves of Glycosmis parviflora (Rutaceae) was investigated. Six compounds including a new indole alkaloid, glycosparvine A (1), and five previously known metabolites (2-6) were identified. The structure of the new compound (1) was unambiguously elucidated by spectroscopic analyses, including 1D/2D NMR spectroscopy and HRESIMS. The absolute configuration of 1 was assigned by comparing its experimental ECD spectra with those reported for similar compound in the literature. Compounds 3 and 6 exhibited moderate inhibitory effects against acetylcholinesterase (AChE) with IC50 values of 35.1 and 2.8 mM, respectively.

在我们不断从药用植物中寻找生物活性化合物的过程中,我们研究了芸香科植物 Glycosmis parviflora 叶子的乙酸乙酯提取物。结果发现了六种化合物,包括一种新的吲哚生物碱--甘草次苷 A(1)和五种以前已知的代谢物(2-6)。通过光谱分析,包括一维/二维核磁共振光谱和 HRESIMS,明确地阐明了新化合物(1)的结构。通过比较 1 的实验 ECD 光谱和文献中类似化合物的 ECD 光谱,确定了 1 的绝对构型。化合物 3 和 6 对乙酰胆碱酯酶(AChE)具有中等程度的抑制作用,其 IC50 值分别为 35.1 和 2.8 mM。
{"title":"Glycosparvine A, a new indole alkaloid from the leaves of <i>Glycosmis parviflora</i>.","authors":"Jing-Ling Ren, Pei-Lian Liu, Hong-Yan Yang, Zhong-Liu Zhou, Zi-Ming Chen, Shou-Yuan Wu","doi":"10.1080/14786419.2024.2426210","DOIUrl":"https://doi.org/10.1080/14786419.2024.2426210","url":null,"abstract":"<p><p>In the course of our ongoing search for biologically active compounds from medicinal plant, the ethyl acetate extract from the leaves of <i>Glycosmis parviflora</i> (Rutaceae) was investigated. Six compounds including a new indole alkaloid, glycosparvine A (<b>1</b>), and five previously known metabolites (<b>2</b>-<b>6</b>) were identified. The structure of the new compound (<b>1</b>) was unambiguously elucidated by spectroscopic analyses, including 1D/2D NMR spectroscopy and HRESIMS. The absolute configuration of <b>1</b> was assigned by comparing its experimental ECD spectra with those reported for similar compound in the literature. Compounds <b>3</b> and <b>6</b> exhibited moderate inhibitory effects against acetylcholinesterase (AChE) with IC<sub>50</sub> values of 35.1 and 2.8 mM, respectively.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":" ","pages":"1-6"},"PeriodicalIF":1.9,"publicationDate":"2024-11-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142624412","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Laccase purification and azo dye decolorization potential of Sparassis latifolia. Laccase purification and azo dye decolorization potential of Sparassis latifolia.
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-09 DOI: 10.1080/14786419.2024.2411713
Abdul Rehman Niazi, Tehreem Fatima, Aneeqa Ghafoor, Munir Ahmad, Muhammad Asad Ghafoor, Abdulaziz Bentalib, Muhammad Bilawal Junaid, Imran Haider

Sparassis latifolia often referred to as Cauliflower mushroom possess both medicinal and edibility values. In this research work, first time laccase purification and dye colourisation efficacy of Sparassis latifolia's purified laccase were assessed. Optimal laccase potential was noted after 12th day of incubation with 4 pH of medium at 45 °C. As supplementary nutritional source, sucrose and ammonium sulphate were unveiled as most effective synthetic carbon and nitrogen sources while wheat straw found as proficient lignocellulosic biomass for enhanced laccase production. Following optimisation of laccase production parameters, laccase was purified to 14.2 fold by ammonium sulphate precipitation, dialysis and anion exchange chromatography. Laccase molecular weight determined through SDS PAGE was found to be of 65 KDa. This purified laccase was tested for its ability to decolourise the Congo red at definite pH and temperature. It was found that this fungus has capability to decolourise up to 98.6% of Congo-red dye.

Sparassis latifolia 通常被称为菜花蘑菇,具有药用和食用价值。在这项研究工作中,首次评估了阔叶黄樟的漆酶纯化和染料着色功效。在 45 °C、4 酸碱度的培养基中培养第 12 天后,漆酶的潜力达到最佳。作为补充营养源,蔗糖和硫酸铵被认为是最有效的合成碳源和氮源,而小麦秸秆被认为是提高漆酶产量的有效木质纤维素生物质。在优化漆酶生产参数后,通过硫酸铵沉淀、透析和阴离子交换色谱法将漆酶纯化了 14.2 倍。通过 SDS PAGE 测定的漆酶分子量为 65 KDa。对纯化的漆酶进行了测试,以检测其在特定 pH 值和温度下使刚果红脱色的能力。结果发现,这种真菌对高达 98.6% 的刚果红染料具有脱色能力。
{"title":"Laccase purification and azo dye decolorization potential of <i>Sparassis latifolia</i>.","authors":"Abdul Rehman Niazi, Tehreem Fatima, Aneeqa Ghafoor, Munir Ahmad, Muhammad Asad Ghafoor, Abdulaziz Bentalib, Muhammad Bilawal Junaid, Imran Haider","doi":"10.1080/14786419.2024.2411713","DOIUrl":"https://doi.org/10.1080/14786419.2024.2411713","url":null,"abstract":"<p><p><i>Sparassis latifolia</i> often referred to as Cauliflower mushroom possess both medicinal and edibility values. In this research work, first time laccase purification and dye colourisation efficacy of <i>Sparassis latifolia</i>'s purified laccase were assessed. Optimal laccase potential was noted after 12<sup>th</sup> day of incubation with 4 pH of medium at 45 °C. As supplementary nutritional source, sucrose and ammonium sulphate were unveiled as most effective synthetic carbon and nitrogen sources while wheat straw found as proficient lignocellulosic biomass for enhanced laccase production. Following optimisation of laccase production parameters, laccase was purified to 14.2 fold by ammonium sulphate precipitation, dialysis and anion exchange chromatography. Laccase molecular weight determined through SDS PAGE was found to be of 65 KDa. This purified laccase was tested for its ability to decolourise the Congo red at definite pH and temperature. It was found that this fungus has capability to decolourise up to 98.6% of Congo-red dye.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":" ","pages":"1-11"},"PeriodicalIF":1.9,"publicationDate":"2024-11-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142624430","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Two new flavonoid glucosides from Penthorum chinense Pursh. Penthorum chinense Pursh.的两种新黄酮苷。
IF 1.9 3区 化学 Q3 CHEMISTRY, APPLIED Pub Date : 2024-11-09 DOI: 10.1080/14786419.2024.2426211
Shengyao Lu, Songfan Jiang, Jingxian Feng, Wansheng Chen, Doudou Huang, Lianna Sun

Two new flavonoids, Alpinetin-7-O-[3''-O-galloyl-4'',6''-hexahydroxy-diphenoyl]-β-D-glucose (1), Pinocembrin-7-O-[4''-O-galloyl]-β-D-glucose (2), and three known compound (3-5) were isolated from Penthorum chinense Pursh (Saxifragaceae). The structures of all compounds were deduced from their comprehensive spectroscopic analysis including IR, HR-ESI-MS,1H NMR,13C NMR, DEPT, COSY, HMBC and HMQC. Molecular docking model was used to test the anti-cholestatic liver activities of the isolated compounds, and compounds 1 and 2 showed higher docking scores (-9.90 and -11.27 kcal/mol, respectively) binding with FXR than 3, 4 and 5 (-8.00, -9.77, -9.10 kcal/mol, respectively), suggesting 1 and 2 exhibited potential anti-cholestatic activities. The present results show that P. chinense is a potential source of 2 new lead compounds that can be utilised to produce therapeutic drugs for liver diseases upon further studies.

从 Penthorum chinense Pursh(虎耳草科)中分离出两种新的黄酮类化合物:Alpinetin-7-O-[3''-O-galloyl-4'',6''-hexahydroxy-diphenoyl]-β-D-葡萄糖(1)、Pinocembrin-7-O-[4''-O-galloyl]-β-D-葡萄糖(2)和三种已知化合物(3-5)。所有化合物的结构都是通过综合光谱分析推导出来的,包括红外光谱、HR-ESI-MS、1H NMR、13C NMR、DEPT、COSY、HMBC 和 HMQC。采用分子对接模型检验了分离化合物的抗胆汁淤积性肝炎活性,结果表明,化合物 1 和 2 与 FXR 的对接得分(分别为 -9.90 和 -11.27 kcal/mol)高于 3、4 和 5(分别为 -8.00、-9.77 和 -9.10 kcal/mol),表明 1 和 2 具有潜在的抗胆汁淤积活性。本研究结果表明,金丝桃是两种新先导化合物的潜在来源,经进一步研究,可用于生产治疗肝病的药物。
{"title":"Two new flavonoid glucosides from <i>Penthorum chinense</i> Pursh.","authors":"Shengyao Lu, Songfan Jiang, Jingxian Feng, Wansheng Chen, Doudou Huang, Lianna Sun","doi":"10.1080/14786419.2024.2426211","DOIUrl":"https://doi.org/10.1080/14786419.2024.2426211","url":null,"abstract":"<p><p>Two new flavonoids, Alpinetin-7-O-[3''-<i>O</i>-galloyl-4'',6''-hexahydroxy-diphenoyl]-<i>β</i>-<i>D</i>-glucose (<b>1</b>), Pinocembrin-7-<i>O</i>-[4''-<i>O</i>-galloyl]-<i>β</i>-<i>D</i>-glucose (<b>2</b>), and three known compound (<b>3-5</b>) were isolated from <i>Penthorum chinense</i> Pursh (Saxifragaceae). The structures of all compounds were deduced from their comprehensive spectroscopic analysis including IR, HR-ESI-MS,<sup>1</sup>H NMR,<sup>13</sup>C NMR, DEPT, COSY, HMBC and HMQC. Molecular docking model was used to test the anti-cholestatic liver activities of the isolated compounds, and compounds <b>1</b> and <b>2</b> showed higher docking scores (-9.90 and -11.27 kcal/mol, respectively) binding with FXR than <b>3</b>, <b>4</b> and <b>5</b> (-8.00, -9.77, -9.10 kcal/mol, respectively), suggesting <b>1</b> and <b>2</b> exhibited potential anti-cholestatic activities. The present results show that <i>P. chinense</i> is a potential source of 2 new lead compounds that can be utilised to produce therapeutic drugs for liver diseases upon further studies.</p>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":" ","pages":"1-7"},"PeriodicalIF":1.9,"publicationDate":"2024-11-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142623739","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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Natural Product Research
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