Phytochemistry Letters最新文献

{"title":"Chemical constituents from Bambusae concretio Silicea and their anti-renal fibrosis activity","authors":"Hong Zhou ,&nbsp;Ye-Fei Chen ,&nbsp;Bin-Yuan Hu ,&nbsp;Qing-Qian Zeng ,&nbsp;Yong-Xian Cheng","doi":"10.1016/j.phytol.2024.10.004","DOIUrl":"10.1016/j.phytol.2024.10.004","url":null,"abstract":"<div><div>Two pairs of undescribed phenylpropanoids derivatives (±)-1 and (±)-2 together with sixteen known compounds (3–18) were isolated from the resin Bambusae concretio Silicea. Their structures were identified by spectroscopic analyses and computational methods. Furthermore, the anti-renal fibrosis activities of the new compounds were evaluated in transforming growth factor beta 1 (TGF-β1) stimulated NRK-52e cells by western blotting. As a result, compounds (±)-1 and (±)-2 were found to exhibit a dose-dependent inhibition of α-SMA, collagen I, and fibronectin expression in TGF-β1 stimulated NRK-52e cells.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 99-105"},"PeriodicalIF":1.3,"publicationDate":"2024-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142560892","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Untargeted plant metabolomics reveals catechin derivatives as key contributors to the antidiabetic activity of Cecropia species","authors":"Aylin De Lora ,&nbsp;Yuliana Christopher ,&nbsp;Orlando Ortiz ,&nbsp;Dionisio Olmedo ,&nbsp;Yostin Añino ,&nbsp;Preslav Enchev ,&nbsp;Yancho Zarev ,&nbsp;Iliana Ionkova ,&nbsp;Andrés Rivera-Mondragón","doi":"10.1016/j.phytol.2024.10.007","DOIUrl":"10.1016/j.phytol.2024.10.007","url":null,"abstract":"<div><div>Guarumo leaves (<em>Cecropia</em> sp.) have been traditionally used in Latin America to manage diabetes mellitus. This work aimed to evaluate the potential <em>α</em>-glucosidase inhibitory activity of leaf extracts from six <em>Cecropia</em> species collected in Panama. Additionally, the chemical compounds associated with this activity were characterized. We identified the most likely bioactive candidates by using UPLC-MS untargeted metabolomics. Among the evaluated <em>Cecropia</em> species, <em>C. obtusifolia, C. hispidissima, C. longipes,</em> and <em>C. peltata</em> (CA) showed significant <em>α</em>-glucosidase inhibitory activity with IC₅₀ values ranging from 9.0 to 29.8 μg/mL, as compared to acarbose (5069.72 μg/mL), used as a positive control. In contrast, <em>C. insignis</em>, <em>C. heterochroma</em>, and <em>C. peltata</em> (SC) did not show a significant effect in this assay. The OPLS-DA model exhibited strong predictive performance, clearly distinguishing between active and inactive extracts. Through this analysis, we identified three putative bioactive compounds, namely Procyanidin B, ourateacatechin, and kaji-ichigoside F1, that were found in higher concentrations in the active extracts and demonstrated strong <em>α</em>-glucosidase inhibition. Additionally, the metabolites identified showed VIP scores &gt; 1.5, indicating their significant contribution to the observed activity. This research identifies four <em>Cecropia</em> species as promising natural sources of <em>α</em>-glucosidase inhibitors, which could lead to new treatments for type 2 diabetes by helping to manage blood sugar levels.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 93-98"},"PeriodicalIF":1.3,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142554921","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Gigantolevisins A–C, tyrosinase inhibitory benzylidenes from the shoots of Gigantochloa levis","authors":"Lina Sagaral-Lacandalo ,&nbsp;Chona D. Gelani ,&nbsp;Emi Ohta ,&nbsp;Shinji Ohta","doi":"10.1016/j.phytol.2024.10.003","DOIUrl":"10.1016/j.phytol.2024.10.003","url":null,"abstract":"<div><div>The excessive tyrosinase activity has been linked to the overproduction of melanin which can lead to hyperpigmentation, oxidative stress, browning, and an increased risk of melanoma. Due to these detrimental effects associated with the overexpression of tyrosinase, research efforts are focused on finding bioactive compounds that can inhibit this enzyme efficiently. This study, conducted to find tyrosinase inhibitors utilizing the shoots of <em>Gigantochloa levis</em> (<em>G. levis</em>), produced three previously undescribed benzylidene derivatives (<strong>1–3</strong>) and two known compounds, with promising anti-tyrosinase activity. The new compounds were designated as gigantolevisins A–C, and the two known compounds as (<em>E</em>)-3-(4-hydroxyphenyl)-2-phenylacrylaldehyde (<strong>4</strong>) and (<em>E</em>)-2,3-bis(4-hydroxyphenyl)acrylaldehyde (<strong>5</strong>), respectively, based on the spectroscopic data and X-ray crystallographic analysis. The isolated compounds showed inhibition effects against tyrosinase, ranging from 42 % to 58 % (IC₅₀ values of &gt;400–286 ± 15 μM) in comparison to the positive control Kojic acid with 100 % inhibition (IC₅₀ value of 43 ± 3 μM). The findings suggest that, while the isolated compounds are less potent than Kojic acid, they can be effective in inhibiting tyrosinase activity. Thus, the study highlights the therapeutic potential of <em>G. levis</em> shoots for treating melanin-related conditions.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 86-92"},"PeriodicalIF":1.3,"publicationDate":"2024-10-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142530058","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Xanthine oxidase inhibitory activity by flavonoids from Chrysanthemum morifolium: in vitro and in silico insights","authors":"Zi Tong Tey ,&nbsp;Khye Er Loh ,&nbsp;Siow-Ping Tan ,&nbsp;Chongjun Yuan ,&nbsp;Bimo Ario Tejo ,&nbsp;Intan Safinar Ismail ,&nbsp;Mohd Azlan bin Nafiah","doi":"10.1016/j.phytol.2024.10.002","DOIUrl":"10.1016/j.phytol.2024.10.002","url":null,"abstract":"<div><div>2-(3^’,4^’-dihydroxyphenyl)-3,6,7,8-tetramethoxy-4H-chromen-4-one (<strong>3</strong>), a new flavonoid was isolated from the ethyl acetate fraction of <em>Chrysanthemum morifolium</em> Ramat. dried flowers, while 4′,5-dihydroxy-3,3′,7,8-tetramethoxy-flavone (<strong>1</strong>) and casticine (<strong>5</strong>) were isolated from this plant for the first time, as well as two known flavonoids, eriodictyol-7-O-glucoside (<strong>2</strong>) and luteolin (<strong>4</strong>). Their structures were investigated over a broad spatial scale using chromatographic and spectroscopic techniques (NMR, FTIR, UV and HR-ESI-MS). Compound <strong>4</strong> showed the highest XO inhibition and the most favorable interaction with XO in molecular docking analysis. Compound <strong>2</strong>, <strong>3</strong> and <strong>4</strong> demonstrated stable interactions with catalytically important residues in xanthine oxidase via molecular dynamic analysis.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 68-78"},"PeriodicalIF":1.3,"publicationDate":"2024-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142446938","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A new 2-pyrrolidinone from Cladosporium sp. associated with Rubus tephrodes","authors":"Shuaixing Liu ,&nbsp;Jiaqi Liu ,&nbsp;Liangrui Yang ,&nbsp;Shengqi Zhang ,&nbsp;Fengmei Zhang ,&nbsp;Le Cai","doi":"10.1016/j.phytol.2024.09.005","DOIUrl":"10.1016/j.phytol.2024.09.005","url":null,"abstract":"<div><div>The cultivation of <em>Cladosporium</em> sp., a fungus found in association with <em>Rubus tephrodes</em> Hance, resulted in the identification of sixteen compounds. New compound cladosporlactam (<strong>1</strong>) was distinguished by featuring a skeleton linked to a furan unit, with 3,4-dihydroxypyrrolidine-2-ketone as its characteristic structure. The structure of cladosporlactam was elucidated through meticulous analyses using NMR, electronic circular dichroism (ECD) calculations. Compound <strong>1</strong> could cause a gradual reduction in lipid droplets in a dose-dependent manner without inducing cytotoxicity and demonstrated intermediate antimicrobial activity against <em>Staphylococcus aureus</em> with MIC values of 8 μg/mL.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 79-85"},"PeriodicalIF":1.3,"publicationDate":"2024-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142446939","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"High-value flavonoids with potential anti-inflammatory benefits from Platanus × acerifolia Willd leaves: Turning waste into treasure","authors":"Xi-Ying Wu ,&nbsp;Ze-Yu Zhao ,&nbsp;Ezzat E.A. Osman ,&nbsp;Yeun-Mun Choo ,&nbsp;Juan Xiong ,&nbsp;Mark T. Hamann ,&nbsp;Jin-Feng Hu","doi":"10.1016/j.phytol.2024.10.001","DOIUrl":"10.1016/j.phytol.2024.10.001","url":null,"abstract":"<div><div>The London plane tree (<em>Platanus × acerifolia</em> Willd, P<em>a</em>W) is a deciduous urban ornamental tree extensively found in major cities in Southern China. It produces a significant volume of waste leaves, which hold the potential to serve as an abundant and valuable alternative source of bioactive flavonoids and other bioproducts. The seasonal variations of predominant flavonoids in leaves collected from the same individual P<em>a</em>W trees growing in Shanghai (China) during the life cycle [spring (May 2017), autumn (October 2017), and winter (January 2018)] were estimated according to their HPLC-PDA profiles, which revealed higher content in the samples of May (green pruning waste leaves) and January (brown fallen leaves). A total of 29 flavonoids (<strong>1</strong>–<strong>29</strong>) were subsequently isolated from an EtOAc fraction of the 90 % MeOH extract from the May leaves. Their structures were determined by spectroscopic methods, especially 1D- and 2D-NMR techniques. Platanosides <strong>1</strong>–<strong>3</strong> have been previously described as a unique chemical class of flavonoid glycosides, while isoprenylated flavonols <strong>4</strong> and <strong>5</strong> are reported for the first time in nature. The <em>in-silico</em> molecular docking and <em>in vitro</em> nitric oxide inhibitory studies provided compelling computational and experimental evidence supporting the anti-inflammatory potential of the isolated platanosides. These results demonstrate the significant potential of the waste P<em>a</em>W leaves as a sustainable raw material for large-scale production of flavonoids (especially platanosides), which are highly valued compounds with growing pharmaceutical interest.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 56-67"},"PeriodicalIF":1.3,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142442785","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Vibrational spectroscopic techniques and variable selection in Linear Discriminant Analysis to geographical origin discrimination of Jatropha mollissima sap","authors":"Caroline Lins Fernandes ,&nbsp;Tiago Santos Silva ,&nbsp;Caike Lobo Rodrigues de Lima ,&nbsp;Isabel Cristina Vicente dos Santos ,&nbsp;Djair Araújo Fialho ,&nbsp;Marcus Vinicius Lia Fook ,&nbsp;Paulo Henrique Gonçalves Dias Diniz ,&nbsp;José Filipe Bacalhau Rodrigues ,&nbsp;Simone da Silva Simões","doi":"10.1016/j.phytol.2024.09.007","DOIUrl":"10.1016/j.phytol.2024.09.007","url":null,"abstract":"<div><div>This study aimed at the geographical origin discrimination of <em>Jatropha mollissima</em> saps using mid- and near-infrared spectroscopies (MIR and NIR, respectively) and Linear Discriminant Analysis (LDA). For this purpose, a total of 108 sap samples were collected in 3 different geographical regions over 12 months, and their content of total polyphenols, flavonoids, and tannins were quantified. Overall, samples from region C had consistently lower levels of these secondary metabolites throughout most of the months studied. In contrast, samples from regions A and B displayed relatively stable metabolite concentrations over the collection period. Since raw sap samples are subject to deterioration during storage, lyophilization was employed to remove moisture and consequently increase their shelf-life. Thus, MIR spectroscopy was applied to both raw and lyophilized sap samples, while NIR spectroscopy was only applied to lyophilized samples. Then, Principal Component Analysis from the secondary metabolites and spectral data indicated a trend of separation between the region C (located in <em>Sertão</em>) and the regions A and B (located in <em>Agreste</em>). Next, the Successive Projection Algorithm (SPA), Genetic Algorithm (GA), and Ant Colony Optimization (ACO) were used for variable selection in LDA. As a result, all constructed models achieved a sensitivity, specificity, and accuracy of 100 %, or very close to it, in both the training and test sets. However, the SPA-LDA models were more parsimonious, selecting fewer variables and presenting reproductive results as it is a deterministic technique. Hence, the proposed analytical methodologies align with the principles of Green Chemistry by requiring a simple sample preparation, avoiding the use of reagents and solvents, and reducing waste generation. Moreover, special attention can be given to NIR spectroscopy, as it offers a cost-effective analytical tool that can be explored <em>in situ</em> using a portable miniaturized device in the future.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 37-46"},"PeriodicalIF":1.3,"publicationDate":"2024-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418622","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Phytochemical differences in wild and cultivated fruits of the ethnobotanical medicine black wolfberry (Lycium ruthenicum)","authors":"Mingzhu Li ,&nbsp;Weidong Wang ,&nbsp;Huilan Yue ,&nbsp;Huaixiu Wen ,&nbsp;Jiangyong Qu ,&nbsp;Zenggen Liu","doi":"10.1016/j.phytol.2024.09.006","DOIUrl":"10.1016/j.phytol.2024.09.006","url":null,"abstract":"<div><div><em>Lycium ruthenicum</em> Murr. (LR) is a notable medicinal and edible plant from Northwest China, rich in bioactive compounds. However, the phytochemical and metabolic differences between wild and cultivated LR are not well understood. This study used untargeted metabolomics to reveal the differences in metabolite accumulation between wild and cultivated LR. Metabolomics results identified a total of 466 metabolites, with 153 showing differential accumulation. These differential metabolites were predominantly enriched in pathways related to secondary metabolite biosynthesis, phenylpropanoid biosynthesis, and arginine and proline metabolism. Cultivated LR contained higher levels of flavonoids, amino acids and derivatives, lipids, nucleotides and derivatives, lignans, coumarins, and tannins compared to wild LR. Conversely, wild LR had significantly higher contents of most phenolic acids, alkaloids, organic acids, and terpenoids than cultivated LR. With significant differences in soil composition between the two growing regions, variations in the accumulation of flavonoids and phenolic acids were observed between wild and cultivated LR fruits, indicating that soil conditions during growth likely influence their metabolite levels. Therefore, exploring the metabolites of wild and cultivated LR offers new insights for agricultural breeding and cultivation and supports further research into its quality formation and evaluation.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 47-55"},"PeriodicalIF":1.3,"publicationDate":"2024-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418621","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Rhizomes of Rumex abyssinicus Jacq.: Unveiling five new anthraquinones (Rumabynosides A-E) and a review on hepatoprotective potential of its phytochemicals","authors":"Leopoldine T. Lonkeng ,&nbsp;Paul Eckhardt ,&nbsp;Borice.T. Tsafack ,&nbsp;Robert Forster ,&nbsp;Beaudelaire K. Ponou ,&nbsp;Rémy B. Teponno ,&nbsp;Télesphore B. Nguelefack ,&nbsp;Till Opatz ,&nbsp;Léon A. Tapondjou","doi":"10.1016/j.phytol.2024.09.004","DOIUrl":"10.1016/j.phytol.2024.09.004","url":null,"abstract":"<div><div>Five hitherto unreported anthraquinone glycoside derivatives, rumabynosides <strong>A–E</strong> (<strong>1–5</strong>), along with twenty previously reported compounds, were isolated from the rhizomes of <em>Rumex abyssinicus</em>. Three of these new anthraquinones carried an uncommon substituent (3-hydroxy-3-methylglutaroyl) attached to the sugar moiety. Their structures were elucidated by comprehensive UV, IR, HRESIMS, 1D NMR (¹H and ¹³C NMR) and 2D NMR (HSQC, COSY, HMBC, NOESY) analyses. A literature survey revealed hepatoprotective activities of some of the isolated compounds, thus adding weight to the wide use of this plant against various liver diseases in traditional medicine.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 30-36"},"PeriodicalIF":1.3,"publicationDate":"2024-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418567","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Sesquiterpenes from the leaves of Artemisia argyi and evaluation of their in vitro anti-inflammatory activities","authors":"Wu Yi-xun ,&nbsp;Wang Xiao-wei ,&nbsp;Wang Hai-bo ,&nbsp;Qin Zi-Fei ,&nbsp;Jia An ,&nbsp;Wei Wen-jun ,&nbsp;Guo Tao","doi":"10.1016/j.phytol.2024.09.008","DOIUrl":"10.1016/j.phytol.2024.09.008","url":null,"abstract":"<div><div>Two unreported sesquiterpenoids, 7-en-13-hytanaphallin (<strong>1</strong>) and 8´-en-achillinin C (<strong>2</strong>) along with two known sesquiterpenoid dimers were obtained from chloroform parts in the leaves of <em>Artemisia argyi</em> Lévl. et Vant, belonging to Asteraceae family. The planar structures and absolute configurations of two new compounds were characterized by HR-ESI-MS, IR, 1D and 2D NMR, and electronic circular dichroism analyses. Two known sesquiterpenoids, argyinolide O (<strong>3</strong>) and (+)-8-acetylarteminolide (<strong>4</strong>), exhibited potent activities against NO production from LPS-induced RAW264.7 cells with IC₅₀ values of 3.6 and 9.8 μM, respectively.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"64 ","pages":"Pages 25-29"},"PeriodicalIF":1.3,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142418566","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}