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Pyrroloisoquinolines from Nicotiana tabacum Derived Endophytic Fungus Aspergillus puniceus and its Bioactivity 烟草内生真菌 Aspergillus puniceus 中的吡咯异喹啉及其生物活性
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-25 DOI: 10.1007/s10600-025-04644-z
Li-Ying Yang, Yi Li, Gui-Feng Li, Gui-Juan Zhao, Pei-Song Yang
{"title":"Pyrroloisoquinolines from Nicotiana tabacum Derived Endophytic Fungus Aspergillus puniceus and its Bioactivity","authors":"Li-Ying Yang,&nbsp;Yi Li,&nbsp;Gui-Feng Li,&nbsp;Gui-Juan Zhao,&nbsp;Pei-Song Yang","doi":"10.1007/s10600-025-04644-z","DOIUrl":"10.1007/s10600-025-04644-z","url":null,"abstract":"<p>Two new pyrroloisoquinolines, 6-methoxy-3-methyl-5,10-dihydropyrrolo[1,2-<i>b</i>]isoquinolin-7-ol (<b>1</b>) and 6,8-dimethoxy-3-methyl-5,10-dihydropyrrolo[1,2-<i>b</i>]isoquinoline (<b>2</b>), together with five known pyrroloisoquinolines (<b>3–7</b>) were isolated from the <i>Nicotiana tabacum</i>-derived endophytic fungus <i>Aspergillus puniceus</i>. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic studies. Compounds <b>1</b> and <b>2</b> were tested for their anti-SARS-CoV-2 (severe acute respiratory syndrome coronavirus 2) activity. The results showed that compounds <b>1</b> and <b>2</b> exhibited potential anti-SARS-CoV-2 activity with IC<sub>50</sub> of 16.2 μM and 19.4 μM for the Delta strain and 20.8 μM for the Omicron BA.1 strain, respectively. In addition, the anti-fungi activity test revealed that compounds <b>1</b> and <b>2</b> showed obvious anti-<i>Gibberella cichoracearum</i> (DC.) (the main pathogen of tobacco powdery mildew disease) activity with an inhibition rate of 56.8% ± 4.8 and 62.4% ± 5.2 compared with the negative control, respectively.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"346 - 350"},"PeriodicalIF":0.8,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830942","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
New C,O-Glycosylflavones from Six Species of Silene 来自六种硅烯的新 C,O-糖基黄酮
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-25 DOI: 10.1007/s10600-025-04620-7
D. N. Olennikov, N. I. Kashchenko
{"title":"New C,O-Glycosylflavones from Six Species of Silene","authors":"D. N. Olennikov,&nbsp;N. I. Kashchenko","doi":"10.1007/s10600-025-04620-7","DOIUrl":"10.1007/s10600-025-04620-7","url":null,"abstract":"<p>An investigation of six species of <i>Silene</i> (Caryophyllaceae) cultivated in Baikal District isolated 22 flavonoids, including new <i>C,O</i>-glycosylflavones <b>1–5</b>. The structures of <b>1</b>–<b>5</b> were established using UV and NMR spectroscopy and mass spectrometry as genkwanin 6-<i>C</i>-(2′′-<i>O</i>-<i>β</i>-D-glucopyranosyl)-<i>β</i>-D-glycopyranoside-4′-<i>O</i>-<i>β</i>-D-glucopyranoside (sileneside H, <b>1</b>) and genkwanin 6-<i>C</i>-[2′′-<i>O</i>-(2′′′-<i>O</i>-caffeyl)-<i>β</i>-D-glucopyranosyl]-<i>β</i>-D-glucopyranoside (sileneside I, <b>2</b>) from <i>S. badachschanica</i> Ovcz. and <i>S. daghestanica</i> Rupr.; isovitexin 2′′-<i>O</i>-(2′′′-<i>O</i>-acetyl)-<i>β</i>-D-glucopyranoside-6′′-<i>O</i>-<i>β</i>-D-glucopyranoside (sileneside J, <b>3</b>) from <i>S. dichotoma</i> Ehrh. and <i>S. iberica</i> M. Bieb.; isovitexin 2′′,6′′-di-<i>O</i>-caffeate (sileneside K, <b>4</b>) from <i>S. turgida</i> M. Bieb. ex Bunge; and schaftoside 2′′-<i>O</i>-caffeate (sileneside L, <b>5</b>) from <i>S. sibirica</i> Pers. Compounds <b>2</b> and <b>5</b> possessed antiradical activity.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"231 - 236"},"PeriodicalIF":0.8,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830943","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Cytotoxic Polyprenylated Acylphloroglucinols from Hypericum uralum 乌拉尔金丝桃中具有细胞毒性的聚丙烯酰化酰基间苯三酚
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04630-5
Jiang Hu, Fengming Xu, Guihua Yu, Tao Lv, Qiang Li, Nianhua Jin, Hongzhou Jin
{"title":"Cytotoxic Polyprenylated Acylphloroglucinols from Hypericum uralum","authors":"Jiang Hu,&nbsp;Fengming Xu,&nbsp;Guihua Yu,&nbsp;Tao Lv,&nbsp;Qiang Li,&nbsp;Nianhua Jin,&nbsp;Hongzhou Jin","doi":"10.1007/s10600-025-04630-5","DOIUrl":"10.1007/s10600-025-04630-5","url":null,"abstract":"<p>A chemical investigation on the whole plant of <i>Hypericum uralum</i> afforded two previously undescribed polycyclic polyprenylated derivatives, hyperuralines A and B (<b>1</b> and <b>2</b>). The structures of the new compounds were elucidated by spectral methods such as 1D and 2D (<sup>1</sup>H–<sup>1</sup>H COSY, HMQC, and HMBC) NMR spectroscopy, together with high-resolution mass spectrometry. The isolated compounds were tested <i>in vitro</i> for cytotoxic activity against three human tumour cell lines. As a result, compound <b>2</b> exhibited modest cytotoxic potential against the three tested tumour cell lines (MGC-803, BGC-823, and SGC-7901) with IC<sub>50</sub> values of 14.6 ± 3.3, 17.5 ± 4.1, 15.7 ± 3.9 μM, respectively.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"281 - 285"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830765","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Evaluation of the Bioactive Potential of Four Arctic Brown Algae 四种北极褐藻生物活性潜力评价
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04617-2
K. Bogolitsyn, A. Parshina, K. Mamatmyrodov, N. Popov
{"title":"Evaluation of the Bioactive Potential of Four Arctic Brown Algae","authors":"K. Bogolitsyn,&nbsp;A. Parshina,&nbsp;K. Mamatmyrodov,&nbsp;N. Popov","doi":"10.1007/s10600-025-04617-2","DOIUrl":"10.1007/s10600-025-04617-2","url":null,"abstract":"<p>Brown macroalgae are rich in bioactive compounds, rendering them highly suitable for applications in food, feed, and biomedicine. Through a detailed analysis of the main constituents (pigments, polyphenols, proteins and amino acids, fatty acids, carbohydrates, and minerals) in seaweeds sampled during the summer–autumn period, August was identified as the optimal month for collecting macroalgae. This study evaluated the impact of environmental conditions (air and water temperature and salinity) on the overall chemical composition. The findings contribute to expanding the plant resource base and promoting the valorization of the Arctic marine flora as a food ingredient or supplement.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"217 - 222"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830768","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 Antibacterial Naphtho[2,3-b]Furans from the Dry Distillation Products of Tobacco Stem Bark 从烟草茎皮干馏产物中提取两种新型抗菌萘[2,3-b]呋喃
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04618-1
Yuan-Dong Li, Jian Mei, Yan-Qing Duan, Jin Wang, Jian-Duo Zhang, Jin Li, Heng Wu, Qiu-Fen Hu, Ju-Xing Jiang, Hua-Yin Liu
{"title":"Two New Antibacterial Naphtho[2,3-b]Furans from the Dry Distillation Products of Tobacco Stem Bark","authors":"Yuan-Dong Li,&nbsp;Jian Mei,&nbsp;Yan-Qing Duan,&nbsp;Jin Wang,&nbsp;Jian-Duo Zhang,&nbsp;Jin Li,&nbsp;Heng Wu,&nbsp;Qiu-Fen Hu,&nbsp;Ju-Xing Jiang,&nbsp;Hua-Yin Liu","doi":"10.1007/s10600-025-04618-1","DOIUrl":"10.1007/s10600-025-04618-1","url":null,"abstract":"<p>In this study, two new naphtho[2,3-<i>b</i>]furans (<b>1</b> and <b>2</b>), together with five known naphthalene analogues (<b>3–7</b>), were isolated from the dry distillation products of tobacco stem bark. Their structures were determined by means of HR-ESI-MS and extensive 1D and 2D NMR spectroscopic studies. Compounds <b>1</b> and <b>2</b> were evaluated for their antibacterial activities against five pathogenic strains (<i>Staphylococcus aureus</i> (SEA), <i>Escherichia coli</i> (EPEC), <i>Streptococcus pyogenes</i> (GAS), <i>Bacillus subtilis</i> (QST713), and <i>Proteus</i> spp.). Interestingly, compounds <b>1</b> and <b>2</b> exhibited notable antibacterial activity with a bacteriostatic diameter in the range of 17.0 ± 1.6–25.8 ± 2.5 mm against the above strains, while most of the bacteriostatic diameters are higher than that of the positive control. In addition, the potential values for <b>1</b> and <b>2</b> used as an antiseptic agent were also evaluated, indicating that they have potential value for use as an antiseptic agent for cigarette tipping paper.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"223 - 227"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830767","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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 Anthraquinone Derivatives from the Marine-Derived Fungus Aspergillus sp. N4-8 海洋真菌曲霉（Aspergillus sp. N4-8）两个新的蒽醌类衍生物
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04619-0
Yi-Feng Huang, Xia-Hao Zhu, Li-Kui Zhang, Li Shen, Xiao-Jian Zhou, Min Chen
{"title":"Two New Anthraquinone Derivatives from the Marine-Derived Fungus Aspergillus sp. N4-8","authors":"Yi-Feng Huang,&nbsp;Xia-Hao Zhu,&nbsp;Li-Kui Zhang,&nbsp;Li Shen,&nbsp;Xiao-Jian Zhou,&nbsp;Min Chen","doi":"10.1007/s10600-025-04619-0","DOIUrl":"10.1007/s10600-025-04619-0","url":null,"abstract":"<p>Two new anthraquinone derivatives, named 1,3,6,8-tetrahydroxy-2-(methoxymethyl)anthracene-9,10-dione (<b>1</b>) and 1,3,6,8-tetrahydroxy-2-methylanthracene-9,10-dione (<b>2</b>), together with a known <i>γ</i>-pyrone derivative, kojic acid (<b>3</b>), were isolated from the mangrove rhizosphere soil-derived fungus <i>Aspergillus</i> sp. N4-8. The structures of compounds <b>1</b> and <b>2</b> were elucidated by combined spectroscopic methods including 1D and 2D NMR spectral data. Compounds <b>2</b> and <b>3</b> showed antibacterial activities.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"228 - 230"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830766","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Structure of a Glucogalactan from Leaves of Ficus carica 无花果叶中葡萄糖半乳糖的结构
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04614-5
M. O. Kuronboeva, K. S. Zhauynbaeva, R. K. Rakhmanberdyeva, M. R. Mirzaeva
{"title":"Structure of a Glucogalactan from Leaves of Ficus carica","authors":"M. O. Kuronboeva,&nbsp;K. S. Zhauynbaeva,&nbsp;R. K. Rakhmanberdyeva,&nbsp;M. R. Mirzaeva","doi":"10.1007/s10600-025-04614-5","DOIUrl":"10.1007/s10600-025-04614-5","url":null,"abstract":"<p>A glucogalactan with molecular mass 36 kDa and glucose:galactose ratio of 1.0:1.54 was isolated from leaves of <i>Ficus carica</i> L. The structure of the glucogalactan was studied by chromic oxidation, methylation, and <sup>13</sup>C NMR spectroscopy. The main chain of the GG-Fc glucogalactan macromolecule included mainly <i>β</i>-1,3-bonded galactopyranose residues, several of which had C-4 side branches. The glucose residues were 1→6, 1→4, and 1→3 bonded via glycoside bonds. Galactose and glucose residues were found on the unreduced terminuses.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"203 - 206"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830770","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Lipids from Seeds of Zygophyllum oxianum and Biological Activity of Their Lipophilic Compounds 红椒种子脂质及其亲脂化合物的生物活性
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04616-3
S. D. Gusakova, R. P. Zakirova, N. K. Yuldasheva, Sh. Kh. Ibotov, E. R. Kurbanova
{"title":"Lipids from Seeds of Zygophyllum oxianum and Biological Activity of Their Lipophilic Compounds","authors":"S. D. Gusakova,&nbsp;R. P. Zakirova,&nbsp;N. K. Yuldasheva,&nbsp;Sh. Kh. Ibotov,&nbsp;E. R. Kurbanova","doi":"10.1007/s10600-025-04616-3","DOIUrl":"10.1007/s10600-025-04616-3","url":null,"abstract":"<p>The contents and compositions of neutral and polar lipids and lipophilic compounds (LCs) from seeds of the halophyte endemic plant <i>Zygophyllum oxianum</i> Boriss. were established. Squalene was observed for the first time in lipids from seeds of a plant in the family Zygophyllaceae. The fatty-acid compositions of three lipid groups were dominated by linoleic acid (18:2n6). LCs from seeds of <i>Z. oxianum</i> at low doses were shown to stimulate growth and development of wheat sprouts under salt stress conditions and to promote in the sprouts elevated formation of total lipids and biosynthesis of arachidonic acid.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"212 - 216"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830769","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
A New Propanethioic Acid of Houttuynia cordata 鱼腥草中一种新的丙二酸
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04631-4
C. Y. Chen, C. L. Kao, H. C. Yeh, H. T. Li
{"title":"A New Propanethioic Acid of Houttuynia cordata","authors":"C. Y. Chen,&nbsp;C. L. Kao,&nbsp;H. C. Yeh,&nbsp;H. T. Li","doi":"10.1007/s10600-025-04631-4","DOIUrl":"10.1007/s10600-025-04631-4","url":null,"abstract":"<p>A new propanethioic acid, 3-hydroxy-3-(4′-hydroxyphenyl)propanethioic acid (<b>1</b>), along with 9 compounds, were isolated from <i>Houttuynia cordata</i> Thunb. (Saururaceae). The structure of the new propanethioic acid was elucidated by physical evidence.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"286 - 288"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830937","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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
Lipids, Fatty Acids, and Volatile Compounds from Roots of Ferula tenuisecta 阿魏根中的脂质、脂肪酸和挥发性化合物
IF 0.8 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-03-24 DOI: 10.1007/s10600-025-04615-4
D. T. Asilbekova, G. Ozek, T. Ozek, Kh. M. Bobakulov, Sh. Sh. Sagdullaev
{"title":"Lipids, Fatty Acids, and Volatile Compounds from Roots of Ferula tenuisecta","authors":"D. T. Asilbekova,&nbsp;G. Ozek,&nbsp;T. Ozek,&nbsp;Kh. M. Bobakulov,&nbsp;Sh. Sh. Sagdullaev","doi":"10.1007/s10600-025-04615-4","DOIUrl":"10.1007/s10600-025-04615-4","url":null,"abstract":"<p>Lipids, the fatty-acid composition, and lipophilic compounds isolated from roots of freshly collected <i>Ferula tenuisecta</i> Korovin (Apiaceae) were studied for the first time. Free fatty acids, four phospholipid and glycolipid constituents, and many lipophilic compounds were identified by TLC, GC-MS, and GC-FID. A broad spectrum of acyl fragments (from C<sub>7</sub> to C<sub>24</sub>), the main ones of which were unsaturated linoleic and oleic and saturated palmitic acid, was found in lipids from the plant roots. 14-Methylpentadecanoic acid (0.7%), a geometric isomer of palmitic acid, the main saturated acyl fragment of the lipids, was also identified.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 2","pages":"207 - 211"},"PeriodicalIF":0.8,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143830771","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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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