Natural Product Research最新文献

英文中文

Flavonoids, biphenyls and xanthones from the genus Clusia: chemistry, biological activities and chemophenetics relevance Clusia 属中的黄酮类化合物、联苯类化合物和黄酮类化合物：化学、生物活性和化学遗传学相关性。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2024.2330515

Ismirna I. P. dos Santos , Maria do Carmo C. Silva , Caline G. Ferraz , Paulo R. Ribeiro

Clusia is one of the most important genera of the Clusiaceae family, comprising up to 400 species. This review describes the identification of twenty-two flavonoids from Clusia species, which includes five flavonols (1-4 and 11), six flavones (5-10), one catechin (12), one flavanone (13), and nine biflavonoids (14-22). O- and C-glycosylation are frequently observed amongst these flavonoids. Furthermore, seven biphenyls (23-29) and nine xanthones (30-38) have been isolated from Clusia species. Biphenyls and xanthones show limited occurrence within the genus, but together with biosynthetic insights, they might offer important chemophenetics leads for the consolidation of the genus Clusia within the Clusiaceae family. Altogether, this work provides an overview of the chemistry of the genus Clusia in terms of flavonoids, biphenyls and xanthones, as well as it discusses biological activities and chemophenetics of the isolated compounds, when appropriate.

Clusia 是 Clusiaceae 家族中最重要的属之一，有多达 400 个物种。本综述介绍了从 Clusia 属植物中鉴定出的 22 种黄酮类化合物，其中包括 5 种黄酮醇（1-4 和 11）、6 种黄酮（5-10）、1 种儿茶素（12）、1 种黄烷酮（13）和 9 种双黄酮（14-22）。在这些黄酮类化合物中，经常可以观察到 O-和 C-糖基化现象。此外，还从 Clusia 物种中分离出 7 种联苯（23-29）和 9 种黄酮（30-38）。联苯类和氧杂蒽酮类化合物在该属中的出现有限，但它们与生物合成的深入研究一起，可能会为 Clusiaceae 家族中 Clusia 属的整合提供重要的化学表观学线索。总之，本研究从黄酮类化合物、联苯类化合物和氧杂蒽酮类化合物的角度概述了 Clusia 属的化学成分，并酌情讨论了分离化合物的生物活性和化学遗传学。

{"title":"Flavonoids, biphenyls and xanthones from the genus Clusia: chemistry, biological activities and chemophenetics relevance","authors":"Ismirna I. P. dos Santos , Maria do Carmo C. Silva , Caline G. Ferraz , Paulo R. Ribeiro","doi":"10.1080/14786419.2024.2330515","DOIUrl":"10.1080/14786419.2024.2330515","url":null,"abstract":"<div><div><em>Clusia</em> is one of the most important genera of the Clusiaceae family, comprising up to 400 species. This review describes the identification of twenty-two flavonoids from <em>Clusia</em> species, which includes five flavonols (<strong>1-4</strong> and <strong>11</strong>), six flavones (<strong>5-10</strong>), one catechin (<strong>12</strong>), one flavanone (<strong>13</strong>), and nine biflavonoids (<strong>14-22</strong>). O- and C-glycosylation are frequently observed amongst these flavonoids. Furthermore, seven biphenyls (<strong>23-29</strong>) and nine xanthones (<strong>30-38</strong>) have been isolated from <em>Clusia</em> species. Biphenyls and xanthones show limited occurrence within the genus, but together with biosynthetic insights, they might offer important chemophenetics leads for the consolidation of the genus <em>Clusia</em> within the Clusiaceae family. Altogether, this work provides an overview of the chemistry of the genus <em>Clusia</em> in terms of flavonoids, biphenyls and xanthones, as well as it discusses biological activities and chemophenetics of the isolated compounds, when appropriate.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":"39 3","pages":"Pages 579-592"},"PeriodicalIF":1.9,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140158487","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

Natural 3,4-dihydro-2(1H)-quinolinones- Part I: plant sources 天然 3,4-二氢-2(1H)-喹啉酮--第一部分：植物来源。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2024.2348667

Shahriar Khadem , Robin J. Marles

While natural products have undoubtedly played a pivotal role in drug discovery, their potential as lead compounds has been hindered by challenges such as limited accessibility and complex synthesis processes. At the core of numerous natural and synthetic compounds, each exhibiting remarkable biological traits, lies the foundational structure of 3,4-dihydro-2(1H)-quinolinone, also known as 2-oxo-tetrahydroquinoline (2 O-THQ). This article extensively examines the occurrence of 2 O-THQ alkaloids across the plant kingdom, exploring their capacity to serve as a source for innovative bioactive natural products. Despite the undeniable significance of these compounds, the existing body of review literature has yet to provide comprehensive coverage, underscoring the pivotal contribution of this present article in investigating their prevalence in nature.

尽管天然产物在药物发现中无疑发挥着举足轻重的作用，但其作为先导化合物的潜力却因可获得性有限和合成过程复杂等挑战而受到阻碍。3,4-二氢-2(1H)-喹啉酮（又称 2-氧代四氢喹啉（2 O-THQ））是众多天然化合物和合成化合物的核心，每种化合物都具有显著的生物特性。本文广泛研究了植物界中 2 O-THQ 生物碱的存在，探讨了它们作为创新生物活性天然产品来源的能力。尽管这些化合物的重要性毋庸置疑，但现有的综述文献尚未对其进行全面的报道，这就凸显了本文在研究其在自然界中的普遍性方面所做出的关键贡献。

引用次数: 0

Synthesis, molecular docking studies of formononetin derivatives as potent Bax agonists for anticancer activity 作为具有抗癌活性的强效Bax激动剂的甲素衍生物的合成、分子对接研究。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2269592

Wei-Dong Jia , Xue Bai , Qian-Qian Ma , Ming Bian , Chun-Mei Bai , Di Li , Li-Fei Li , Cheng-xi Wei , Li-Jun Yu

Formononetin as a Bax agonist exhibits anticancer effects. To identify novel Bax agonist, 18 new structurally modified formononetin derivatives were synthesised and their anticancer activities were evaluated in the A549 and Beas-2b cell lines. The results indicated that 7a elicited the most potent inhibitory effect against the A549 cell line, with an IC₅₀ value of 0.87 μM, and no obvious toxicity to Beas-2b cells. These results indicated that 7a was 40-fold and 6.94-fold more efficacious than Formononetin and Doxorubicin, respectively. Additionally, western blot and immunofluorescence assays demonstrated that 7a downregulated the protein expression of Bcl-2 and upregulated the expressions of Bax to promote A549 apoptosis, the obtained results also suggested that 7a had the potential to be developed into a lead compound that can be applied in the prevention and treatment of lung cancer.

Formononetin作为Bax激动剂具有抗癌作用。为了鉴定新的Bax激动剂，合成了18种新的结构修饰的甲素衍生物，并在A549和Beas-2b细胞系中评估了它们的抗癌活性。结果表明，7a对A549细胞株的抑制作用最强，IC50值为0.87 μM，对Beas-2b细胞无明显毒性。这些结果表明，7a的疗效分别是Formononetin和Doxorubicin的40倍和6.94倍。此外，western印迹和免疫荧光检测表明，7a下调Bcl-2蛋白表达，上调Bax蛋白表达，促进A549细胞凋亡，这也表明7a具有发展成为可用于预防和治疗癌症的先导化合物的潜力。

引用次数: 0

Characterisation of saponins from Hedera nepalensis in Vietnam northwest mountainous areas with the aid of high-resolution mass spectrometry 利用高分辨率质谱法对越南西北山区尼泊尔黑桃皂苷的特征进行了研究。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2272021

Tran Chieu An , Pham Hong Ngoc , Nguyen Tuan Hiep , Dinh Doan Long , Tran Phan Huynh Nhu , Phung Van Trung

This research aims to explore the saponins composition of H. nepalensis in four northwest mountainous areas of Vietnam including Ha Giang, Lai Chau, Lao Cai, and Lang Son with the aid of high-resolution mass spectrometry. As a result, 42 saponins are successfully identified in H. nepalensis leaves by UHPLC‐Q‐TOF-MS/MS analyses, in which two 30-noroleanane and four oleanane triterpene saponins structures have been reported for the first time. Two structures of compound 20 were discovered in four samples. Two structures of compound 8 were found in H. nepalensis from Ha Giang and Lao Cai, while two structures of compound 28 were not observed in Lang Son. Different environmental and climatic circumstances in various places may have an impact on chemical constituents of H. nepalensis. By providing the phytochemicals profile of H. nepalensis leaves, our study supports the orientation for future research on this medicinal plant as well as other Hedera species.

本研究旨在借助高分辨率质谱法，对越南西北四个山区（包括河江、莱州、老蔡和郎山）的棉属植物的皂苷成分进行探索。结果，通过UHPLC-Q-TOF-MS/MS分析，成功鉴定了油桃叶片中的42个皂苷，其中首次报道了两个30个降冰片烯和四个油酸烯三萜皂苷结构。在四个样品中发现了化合物20的两种结构。在Ha Giang和Lao Cai的H.nepalensis中发现了化合物8的两个结构，而在Lang Son中没有观察到化合物28的两个构造。不同地区不同的环境和气候条件可能对棉的化学成分产生影响。通过提供猪笼草叶片的植物化学成分图谱，我们的研究为未来对该药用植物以及其他黑豆属植物的研究提供了方向。

{"title":"Characterisation of saponins from Hedera nepalensis in Vietnam northwest mountainous areas with the aid of high-resolution mass spectrometry","authors":"Tran Chieu An , Pham Hong Ngoc , Nguyen Tuan Hiep , Dinh Doan Long , Tran Phan Huynh Nhu , Phung Van Trung","doi":"10.1080/14786419.2023.2272021","DOIUrl":"10.1080/14786419.2023.2272021","url":null,"abstract":"<div><div>This research aims to explore the saponins composition of <em>H. nepalensis</em> in four northwest mountainous areas of Vietnam including Ha Giang, Lai Chau, Lao Cai, and Lang Son with the aid of high-resolution mass spectrometry. As a result, 42 saponins are successfully identified in <em>H. nepalensis</em> leaves by UHPLC‐Q‐TOF-MS/MS analyses, in which two 30-noroleanane and four oleanane triterpene saponins structures have been reported for the first time. Two structures of <strong>compound 20</strong> were discovered in four samples. Two structures of <strong>compound 8</strong> were found in <em>H. nepalensis</em> from Ha Giang and Lao Cai, while two structures of <strong>compound 28</strong> were not observed in Lang Son. Different environmental and climatic circumstances in various places may have an impact on chemical constituents of <em>H. nepalensis</em>. By providing the phytochemicals profile of <em>H. nepalensis</em> leaves, our study supports the orientation for future research on this medicinal plant as well as other <em>Hedera</em> species.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":"39 3","pages":"Pages 444-452"},"PeriodicalIF":1.9,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49679928","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 flavonols from Macaranga inermis pax & K.Hoffm 两个新的黄酮醇从Macaranga inermis pax和K.Hoffm。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2272783

Mulyadi Tanjung , Tjitjik Srie Tjahjandarie , Muhammad Fajar Aldin , Shola Mardhiyyah , Ratih Dewi Saputri , Yana Maolana Syah , Norizan Ahmat

Four isoprenylated flavonols, including two new compounds, macainermisins A-B (1-2), and two known compounds, sinoflavonoid P (3), broussoflavonol F (4), were isolated from the leaves of Macaranga inermis. A combination of HRESIMS, UV, 1D, and 2D NMR spectra elucidated the structures of 1-2. Flavonols (1-4) were evaluated against three cancer cells. Compound 1 showed high cytotoxicity against WiDR with an IC₅₀ value of 0.93 µM, and compound 2 was active towards HeLa and WiDR (IC₅₀ values of 0.90 and 0.94 µM), and compound 3 showed high activity towards 4T1 and HeLa (IC₅₀ values of 0.83 and 0.98 µM).

从无叶猴的叶片中分离到四种异戊二烯基黄酮醇，包括两种新化合物，无叶猴素A-B（1-2）和两种已知化合物，华黄酮P（3），无叶棕黄酮F（4）。HRESIMS、UV、1D和2D NMR光谱的组合阐明了1-2的结构。对三种癌症细胞评价了黄酮醇（1-4）。化合物1显示出对WiDR的高细胞毒性，IC50值为0.93 µM，并且化合物2对HeLa和WiDR具有活性（IC50值为0.90和0.94 µM），并且化合物3显示出对4T1和HeLa的高活性（IC50值分别为0.83和0.98 µM）。

引用次数: 0

Interaction of Rosmarinus officinalis L. with UV-A radiation by preserving its morphological traits and modifying its phenolic composition 保持迷迭香形态特征和改变其酚类成分与UV-A辐射的相互作用。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2273921

Marziye Rahimi-Rizi , Ali Azizi , Hassan Sarikhani , Homayon Kheiri

This study investigated the effects of supplemental ultraviolet-A (UV-A) radiation on phenolic compounds, antioxidant properties, and agro-morphological characteristics of Rosmarinus officinalis L. Greenhouse plants were exposed to UV-A for 1, 2, and 4 h daily, 40 days. Based on the results, UV-A radiation had no significant effect on agro-morphological traits, while it remarkably altered chlorophyll content, total phenolic and flavonoid contents, as well as radical scavenging activity. Plants exposed to UV-A (4h) had the highest total phenolic and flavonoid contents, antioxidant activity, as well as the content of rosmarinic, carnosic, vanillic, and caffeic acids, and naringin. Conversely, carnosol, cirsimaritin, and hispulin levels decreased in treated plants. Overall, UV-A radiation had a positive effect on the medicinal aspects of R. officinalis L., which is important in the pharmaceutical industry. Therefore, it is suggested application of UV-A emitting LEDs for commercial purposes, with a lower risk level than UV-B and UV-C.

本研究研究了补充紫外线A（UV-A）辐射对迷迭香酚类化合物、抗氧化性能和农业形态特征的影响。温室植物在紫外线A下暴露1、2和4 每天h，40 天。结果表明，UV-A辐射对农业形态性状没有显著影响，但显著改变了叶绿素含量、总酚和黄酮含量以及自由基清除活性。暴露于UV-A（4h）的植物具有最高的总酚和类黄酮含量、抗氧化活性，以及迷迭香酸、肉苁蓉酸、香草酸和咖啡酸以及柚皮苷的含量。相反，在处理过的植物中，肉豆蔻醇、茜草素和石竹素的水平降低。总的来说，UV-A辐射对药用药用药用药用具有积极影响，这在制药工业中很重要。因此，建议将发射UV-A的LED应用于商业目的，其风险水平低于UV-B和UV-C。

{"title":"Interaction of Rosmarinus officinalis L. with UV-A radiation by preserving its morphological traits and modifying its phenolic composition","authors":"Marziye Rahimi-Rizi , Ali Azizi , Hassan Sarikhani , Homayon Kheiri","doi":"10.1080/14786419.2023.2273921","DOIUrl":"10.1080/14786419.2023.2273921","url":null,"abstract":"<div><div>This study investigated the effects of supplemental ultraviolet-A (UV-A) radiation on phenolic compounds, antioxidant properties, and agro-morphological characteristics of <em>Rosmarinus officinalis</em> L. Greenhouse plants were exposed to UV-A for 1, 2, and 4 h daily, 40 days. Based on the results, UV-A radiation had no significant effect on agro-morphological traits, while it remarkably altered chlorophyll content, total phenolic and flavonoid contents, as well as radical scavenging activity. Plants exposed to UV-A (4h) had the highest total phenolic and flavonoid contents, antioxidant activity, as well as the content of rosmarinic, carnosic, vanillic, and caffeic acids, and naringin. Conversely, carnosol, cirsimaritin, and hispulin levels decreased in treated plants. Overall, UV-A radiation had a positive effect on the medicinal aspects of <em>R. officinalis</em> L., which is important in the pharmaceutical industry. Therefore, it is suggested application of UV-A emitting LEDs for commercial purposes, with a lower risk level than UV-B and UV-C.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":"39 3","pages":"Pages 514-525"},"PeriodicalIF":1.9,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"50158388","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 undescribed steroids from Munronia pinnata (Wall.) W. Theob 两种未描述的从牡丹中提取的甾体化合物w . Theob。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2272286

Wen-Jian Gu , Jin-Qin Ying , Mei-Hua Huang , Miao-Yin Fan , Ya-Mei Zhang

Two undescribed steroids, named (15 R)-2,15-dihydroxypregna-1,4-dien-3,16-dione (1) and 2,15-dihydroxypregna-1,4,14-trien-3,16-dione (2), were isolated from the aerial parts of Munronia pinnata (Wall.) W. Theob. The structure elucidation of two compounds was performed by using spectroscopic methods and comparing the literature. Compound 2 exhibited inhibitory effect against PTP-1B with an IC₅₀ value of 152.07 ± 3.33 μM, and compound 1 was inactive.

两种未描述的类固醇，命名为（15 R） 2，15-二羟基孕烯-1，4-二烯-3，16-二酮（1）和2，15--二羟基孕二烯-1，4，14-三烯-3，16--二酮（2）是从木犀属植物地上部分分离得到的。采用光谱法和文献比较法对两种化合物进行了结构鉴定。化合物2表现出对PTP-1B的抑制作用，IC50值为152.07 ± 3.33 μM，并且化合物1是无活性的。

引用次数: 0

Two new Aspera chaetominines A and B, and a new derivative of terrein, isolated from marine sponge associated fungus Aspergillus versicolour SCSIO XWS04 F52 从海洋海绵相关真菌变色曲霉SCSIO XWS04 F52中分离出两种新的毛曲霉蛋白酶A和B，以及一种新的土霉素衍生物。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2275744

Mangaladoss Fredimoses , Wen Ai , Xiuping Lin , Xuefeng Zhou , Shengrong Liao , Li Pan , Yonghong Liu

Two new alkaloids, Aspera chaetominines A (1) and B (2), a new derivative (3) of terrein, and together with 11 known compounds (4–14) were isolated from marine sponge Callyspongia sp. -derived fungus Aspergillus versicolour SCSIO XWS04 F52, which was identified on the basis of morphology and ITS sequence analysis. The planar structures of 1–3 were determined by spectroscopic (¹H, ¹³C NMR, HSQC, HMBC, and ¹H-¹H COSY), and MS analysis. Compounds 1 and 2 showed cytotoxic activity against leukaemia K562 and colon cancer cells SW1116 with IC₅₀ 7.5 to 12.5 μM, and also compounds 1 and 2 exhibited significant protection against H1N1 virus-induced cytopathogenicity in MDCK cells with IC₅₀ values of 15.5 and 24.5 μM, respectively.

从海绵藻Callyspongia sp.中分离到两种新的生物碱，即毛曲霉毒素A（1）和B（2），一种新的土霉素衍生物（3），以及11种已知的化合物（4-14），并通过形态学和ITS序列分析对其进行了鉴定。1-3的平面结构通过光谱（1H、13C NMR、HSQC、HMBC和1H-1H COSY）和MS分析来确定。化合物1和2显示出对白血病K562和结肠癌细胞SW1116的细胞毒性活性，IC50为7.5至12.5 μM以及化合物1和2在MDCK细胞中对H1N1病毒诱导的细胞病变表现出显著的保护作用，IC50值分别为15.5和24.5 μM。

{"title":"Two new Aspera chaetominines A and B, and a new derivative of terrein, isolated from marine sponge associated fungus Aspergillus versicolour SCSIO XWS04 F52","authors":"Mangaladoss Fredimoses , Wen Ai , Xiuping Lin , Xuefeng Zhou , Shengrong Liao , Li Pan , Yonghong Liu","doi":"10.1080/14786419.2023.2275744","DOIUrl":"10.1080/14786419.2023.2275744","url":null,"abstract":"<div><div>Two new alkaloids, Aspera chaetominines A (<strong>1</strong>) and B (<strong>2</strong>), a new derivative (<strong>3</strong>) of terrein, and together with <strong>11</strong> known compounds (<strong>4–14</strong>) were isolated from marine sponge <em>Callyspongia</em> sp. -derived fungus <em>Aspergillus versicolour</em> SCSIO XWS04 F52, which was identified on the basis of morphology and ITS sequence analysis. The planar structures of <strong>1–3</strong> were determined by spectroscopic (<sup>1</sup>H, <sup>13</sup>C NMR, HSQC, HMBC, and <sup>1</sup>H-<sup>1</sup>H COSY), and MS analysis. Compounds <strong>1</strong> and <strong>2</strong> showed cytotoxic activity against leukaemia K562 and colon cancer cells SW1116 with IC<sub>50</sub> 7.5 to 12.5 <em>μ</em>M, and also compounds <strong>1</strong> and <strong>2</strong> exhibited significant protection against H1N1 virus-induced cytopathogenicity in MDCK cells with IC<sub>50</sub> values of 15.5 and 24.5 <em>μ</em>M, respectively.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":"39 3","pages":"Pages 566-578"},"PeriodicalIF":1.9,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71483931","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

Morphinan and isoquinoline alkaloids from the tuberous roots of Stephania cepharantha 从千叶Stephania cepharantha块根中提取的吗啡和异喹啉生物碱。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2275740

Haoran Ma , Xiaoqi Jin , Fuqian Wang , Jie Jiang , Lu Cheng , Song Hu , Geng Zhang , Hongfeng Xu

A new morphinan alkaloid (6S, 9S, 13 R, 14S)-6-O-acetyl-7,8-Didehydro-4-hydroxy-3,7-dimethoxymorphinan-6-ol (1), and a new naturally occurring cularine alkaloid (S)-2, 3, 12, 12a-tetrahydro-5, 6, 9, 10-tetramethoxy-1-methyl-1H-[1]benzoxepino[2, 3, 4-ij]isoquinoline(5), along with four known alkaloids were isolated from the roots of Stephania cepharantha. The structures of these compounds were elucidated based on spectroscopic data analyses. Cytotoxic activities of the compounds against three human cancer cell lines (A549, MCF-7 and SW480) were also evaluated.

一种新的吗啡喃生物碱（6S，9S，13 R、 14S）-6-O-乙酰基-7,8-二氢-4-羟基-3,7-二甲氧基吗啡喃-6-醇（1）和一种新的天然轮藻碱（S）-2，3，12，12a-四氢-5，6，9，10-四甲氧基-1-甲基-1H-[1]苯并xepino[2，3，4-ij]异喹啉（5），以及四种已知的生物碱。基于光谱数据分析，阐明了这些化合物的结构。还评估了化合物对三种人癌症细胞系（A549、MCF-7和SW480）的细胞毒性活性。

引用次数: 0

Simultaneous quantification of hyoscyamine and scopolamine using HPLC-DAD in four Solanaceae: Hyoscyamus niger, Datura stramonium, Atropa belladonna and Mandragora officinarum 用HPLC-DAD同时定量四种茄科植物中的山莨菪碱和东莨菪碱：黑山莨菪碱、曼陀罗、颠茄和曼陀罗。

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED

Natural Product Research

Pub Date : 2025-02-01 DOI: 10.1080/14786419.2023.2269595

Diletta Piatti , Riccardo Marconi , Simone Angeloni , Giovanni Caprioli , Filippo Maggi , Emanuele Ribatti , Vittorio Cattaneo , Gianni Sagratini

Alkaloids are a group of secondary metabolites that generate great interest since ancient times. Numerous Solanaceae plants are rich sources of tropane alkaloids as hyoscyamine and scopolamine which are obtained mainly from Hyoscyamus niger, Datura stramonium, Atropa belladonna, Mandragora officinarum. In the present study it was developed an HPLC-DAD using an XBridge Phenyl column for the quantification of scopolamine and hyoscyamine, molecules used in pharmaceutical industry to treat stomach or intestinal disorders. A. belladonna presented hyoscyamine and scopolamine, the first one ranged from 1466 to 5117 mg/Kg DW while the second one ranged from 140 to 1743 mg/Kg DW. In D. stramonium, hyoscyamine was not found while scopolamine ranged from 430 to 8980 mg/Kg DW. On the contrary H. niger and M. officinarum did not contain any trace of these alkaloids. This is the first work in which different parts of four Solanaceae were analysed for their hyoscyamine and scopolamine content.

生物碱是一组次生代谢产物，自古以来就引起人们的极大兴趣。茄科植物中含有丰富的莨菪生物碱，主要来源于玄参、曼陀罗、颠茄、珙桐。在本研究中，使用XBridge Phenyl柱开发了一种HPLC-DAD，用于定量东莨菪碱和山莨菪碱，这些分子在制药工业中用于治疗胃部或肠道疾病。A.颠茄以山莨菪碱和东莨菪碱为主，第一次用药时间为1466～5117年 mg/Kg DW，而第二个范围为140至1743 mg/Kg DW。在D.stramonium中，没有发现舌草胺，而东莨菪碱的含量在430至8980之间 mg/Kg DW。与此相反，黑曲霉和铁皮石斛不含这些生物碱。这是首次对四种茄科植物的不同部位进行了山莨菪碱和东莨菪碱含量的分析。

{"title":"Simultaneous quantification of hyoscyamine and scopolamine using HPLC-DAD in four Solanaceae: Hyoscyamus niger, Datura stramonium, Atropa belladonna and Mandragora officinarum","authors":"Diletta Piatti , Riccardo Marconi , Simone Angeloni , Giovanni Caprioli , Filippo Maggi , Emanuele Ribatti , Vittorio Cattaneo , Gianni Sagratini","doi":"10.1080/14786419.2023.2269595","DOIUrl":"10.1080/14786419.2023.2269595","url":null,"abstract":"<div><div>Alkaloids are a group of secondary metabolites that generate great interest since ancient times. Numerous Solanaceae plants are rich sources of tropane alkaloids as hyoscyamine and scopolamine which are obtained mainly from <em>Hyoscyamus niger, Datura stramonium, Atropa belladonna, Mandragora officinarum</em>. In the present study it was developed an HPLC-DAD using an XBridge Phenyl column for the quantification of scopolamine and hyoscyamine, molecules used in pharmaceutical industry to treat stomach or intestinal disorders. <em>A. belladonna</em> presented hyoscyamine and scopolamine, the first one ranged from 1466 to 5117 mg/Kg DW while the second one ranged from 140 to 1743 mg/Kg DW. In <em>D. stramonium</em>, hyoscyamine was not found while scopolamine ranged from 430 to 8980 mg/Kg DW. On the contrary <em>H. niger</em> and <em>M. officinarum</em> did not contain any trace of these alkaloids. This is the first work in which different parts of four Solanaceae were analysed for their hyoscyamine and scopolamine content.</div></div>","PeriodicalId":18990,"journal":{"name":"Natural Product Research","volume":"39 3","pages":"Pages 438-443"},"PeriodicalIF":1.9,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41205976","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

首页上一页

下一页尾页

类型

全部化学•材料生命科学医学物理工程技术环境•农林材料科学地球科学法学管理学化学环境科学与生态学计算机科学教育学经济学农林科学人文科学生物学数学物理与天体物理心理学综合性期刊其他工业工程理学历史学农学文学信息工程

数据库

全部 ACS Publications Elsevier ieeexplore Springer The Royal Society of Chemistry Wiley

期刊

Natural Product Research

全部 Acc. Chem. Res. ACS Applied Bio Materials ACS Appl. Electron. Mater. ACS Appl. Energy Mater. ACS Appl. Mater. Interfaces ACS Appl. Nano Mater. ACS Appl. Polym. Mater. ACS BIOMATER-SCI ENG ACS Catal. ACS Cent. Sci. ACS Chem. Biol. ACS Chemical Health & Safety ACS Chem. Neurosci. ACS Comb. Sci. ACS Earth Space Chem. ACS Energy Lett. ACS Infect. Dis. ACS Macro Lett. ACS Mater. Lett. ACS Med. Chem. Lett. ACS Nano ACS Omega ACS Photonics ACS Sens. ACS Sustainable Chem. Eng. ACS Synth. Biol. Anal. Chem. BIOCHEMISTRY-US Bioconjugate Chem. BIOMACROMOLECULES Chem. Res. Toxicol. Chem. Rev. Chem. Mater. CRYST GROWTH DES ENERG FUEL Environ. Sci. Technol. Environ. Sci. Technol. Lett. Eur. J. Inorg. Chem. IND ENG CHEM RES Inorg. Chem. J. Agric. Food. Chem. J. Chem. Eng. Data J. Chem. Educ. J. Chem. Inf. Model. J. Chem. Theory Comput. J. Med. Chem. J. Nat. Prod. J PROTEOME RES J. Am. Chem. Soc. LANGMUIR MACROMOLECULES Mol. Pharmaceutics Nano Lett. Org. Lett. ORG PROCESS RES DEV ORGANOMETALLICS J. Org. Chem. J. Phys. Chem. J. Phys. Chem. A J. Phys. Chem. B J. Phys. Chem. C J. Phys. Chem. Lett. Analyst Anal. Methods Biomater. Sci. Catal. Sci. Technol. Chem. Commun. Chem. Soc. Rev. CHEM EDUC RES PRACT CRYSTENGCOMM Dalton Trans. Energy Environ. Sci. ENVIRON SCI-NANO ENVIRON SCI-PROC IMP ENVIRON SCI-WAT RES Faraday Discuss. Food Funct. Green Chem. Inorg. Chem. Front. Integr. Biol. J. Anal. At. Spectrom. J. Mater. Chem. A J. Mater. Chem. B J. Mater. Chem. C Lab Chip Mater. Chem. Front. Mater. Horiz. MEDCHEMCOMM Metallomics Mol. Biosyst. Mol. Syst. Des. Eng. Nanoscale Nanoscale Horiz. Nat. Prod. Rep. New J. Chem. Org. Biomol. Chem. Org. Chem. Front. PHOTOCH PHOTOBIO SCI PCCP Polym. Chem.

﹀