Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-11-05DOI: 10.1016/j.phytol.2025.104071
Chun-Lin Zhao , Kai-Wen Kang , Zhi-Cheng Su , Hong-Yan Mu , Hui-Shan Guo , Hui-Zhen Chen , Ya-Ting Chen , Jing-Wei Jin , Ju-Cai Xu , Hong-Guang Li , Li-She Gan
{"title":"Anti-diabetic quinolone alkaloids from the fruits of Tetradium ruticarpum","authors":"Chun-Lin Zhao , Kai-Wen Kang , Zhi-Cheng Su , Hong-Yan Mu , Hui-Shan Guo , Hui-Zhen Chen , Ya-Ting Chen , Jing-Wei Jin , Ju-Cai Xu , Hong-Guang Li , Li-She Gan","doi":"10.1016/j.phytol.2025.104071","DOIUrl":"10.1016/j.phytol.2025.104071","url":null,"abstract":"<div><div>Fourteen alkaloids, including one new quinolone alkaloid, 4-hydroxy-2-(12-(isobutyryloxy)dodecyl)-1-methylquinolin-1-ium (<strong>1</strong>), together with nine known quinolone alkaloids (<strong>2</strong>-<strong>10</strong>), and four known indole alkaloids (<strong>11</strong>-<strong>14</strong>), were isolated from 80 % ethanol extract of the fruits of <em>Tetradium ruticarpum.</em> Their structures were determined by spectroscopic data analyses. These quinolone alkaloids can take 4-enol,1-ammonium ion form or 4-keto,1-tertiary amine form. Using compound <strong>6</strong> as a representative example, the keto-enol tautomerism of these quinolone alkaloids under various acid-base conditions was investigated. The anti-diabetic activities of compounds <strong>1</strong>-<strong>6</strong> were evaluated by a 2-NBDG glucose uptake assay on C2C12 myotubes. These alkaloids significantly promoted glucose uptake in their maximum safe dosage (5–10 <em>μ</em>M). Further studies with compounds <strong>1</strong> and <strong>5</strong> revealed dose-dependent increases in glucose uptake. Western blot analyses indicated that these compounds can activate the phosphorylation of AMPK and ACC1, while upregulating GLUT4 expression in C2C12 myotubes. These molecular events collectively contribute to the observed promotion of glucose uptake and inhibition of lipid synthesis.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104071"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145466622","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":"Qualitative and quantitative analyses, and biological activities of major anthraquinones in Rubia argyi and R. tinctorum","authors":"Tomoe Ohta , Junko Tsukioka , Shota Miyanowaki , Souichi Nakashima , Hisashi Matsuda , Seikou Nakamura","doi":"10.1016/j.phytol.2025.104067","DOIUrl":"10.1016/j.phytol.2025.104067","url":null,"abstract":"<div><div>In this study, we isolated a new anthraquinone glycoside, 6-hydroxyrubiadin-3-<em>O</em>-β-D-(4′,6′-<em>O</em>-diacetyl)glucopyranoside (<strong>6</strong>), along with five known compounds from <em>Rubia argyi</em> roots. Subsequently, we elucidated the chemical structures of the isolated compounds based on chemical and physicochemical evidence. Additionally, we developed qualitative and quantitative high-performance liquid chromatography methods to compare the contents of the anthraquinones, 6-hydroxyrubiadin, alizarin, and purpurin, in <em>R. tinctorum</em> and <em>R. argyi</em> collected in Japan. Notably, anthraquinones isolated from <em>R. argyi</em> roots significantly inhibited amyloid-β aggregation.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104067"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145466660","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-10-31DOI: 10.1016/j.phytol.2025.104070
Lin Zhang , Wei Li , Hao Wang , Jun Zeng , Wen-Hua Dong , Bei Jiang , Jing-Zhe Yuan , Fei Wu , Wen-Li Mei , Hao-Fu Dai
{"title":"Two new 2-(2-phenylethyl)chromone dimers from agarwood of Aquilaria malaccensis","authors":"Lin Zhang , Wei Li , Hao Wang , Jun Zeng , Wen-Hua Dong , Bei Jiang , Jing-Zhe Yuan , Fei Wu , Wen-Li Mei , Hao-Fu Dai","doi":"10.1016/j.phytol.2025.104070","DOIUrl":"10.1016/j.phytol.2025.104070","url":null,"abstract":"<div><div>Four 2-(2-phenylethyl)chromone dimers were isolated from the agarwood of <em>Aquilaria malaccensis</em> for the first time, including two unreported 2-(2-phenylethyl)chromone dimers, aquimalaccenone A (<strong>1</strong>) and B (<strong>2</strong>) and two known ones. Their structures were determined by 1D and 2D NMR, ECD, HRESIMS and literature data comparison. The biological activity of these compounds against NO production in LPS-induced RAW264.7 cells was evaluated. Aquifilarone A (<strong>3</strong>) and 6″-hydroxy-4‴-methoxy-crassin B (<strong>4</strong>) have anti-inflammatory activity with IC<sub>50</sub> values of 31.15 ± 1.49 <em>μ</em>M and 43.42 ± 1.63 <em>μ</em>M (quercetin as positive control, IC<sub>50</sub> 16.85 ± 1.22 <em>μ</em>M).</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104070"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145417142","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-09-25DOI: 10.1016/j.phytol.2025.103042
Yue Wang , Jia-Huan Liu , Xi-Dian Yue , De-Wu Zhang , Sheng-Jun Dai
{"title":"Labdane diterpenoids from the ripe fruits of Forsythia suspensa and their anti-inflammatory activities in vitro","authors":"Yue Wang , Jia-Huan Liu , Xi-Dian Yue , De-Wu Zhang , Sheng-Jun Dai","doi":"10.1016/j.phytol.2025.103042","DOIUrl":"10.1016/j.phytol.2025.103042","url":null,"abstract":"<div><div>One previously unreported labdane diterpenoid with a rare 15,12-olide moiety, named forsypenanhuin A (1), along with four known ones (2-5), were isolated from the fruits of <em>Forsythia suspensa</em>. The structure and relative configuration of the undescribed compound were elucidated via extensive spectroscopic methods, and its absolute configuration was fully confirmed by single crystal X-ray diffraction analysis using Cu Kα radiation. <em>In vitro</em>, five labdane diterpenoids exhibited significant anti-inflammatory activities due to inhibiting the release of TNF-<em>α</em>, IL-6, and IL-1<em>β</em> in the LPS-induced RAW264.7 cells.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 103042"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145160218","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-11-15DOI: 10.1016/j.phytol.2025.104081
Si-Yu Bai , Bao-Jun Su , Dong Liang , Gui-Jie Zhang
{"title":"Phenolic 14-noreudesmane sesquiterpenes from the aerial parts of Ligularia dentata","authors":"Si-Yu Bai , Bao-Jun Su , Dong Liang , Gui-Jie Zhang","doi":"10.1016/j.phytol.2025.104081","DOIUrl":"10.1016/j.phytol.2025.104081","url":null,"abstract":"<div><div>Three new phenolic 14-noreudesmane sesquiterpenes (<strong>1</strong>–<strong>3</strong>), along with seven known sesquiterpenes (<strong>4</strong>–<strong>10</strong>) were isolated from <em>Ligularia dentata</em> (A. Gray) Hara. Their planar structures were established by spectroscopic data analysis. The absolute configurations of the new compounds were determined by ECD calculations and the ICD experiments. Compounds <strong>1</strong> and <strong>2</strong> are a pair of epimers. All isolated compounds were evaluated for anti-inflammatory activity by assessing their inhibitory effects on NO production in LPS-induced BV-2 microglial cells. Among them, compounds <strong>4</strong>, <strong>5</strong>, and <strong>8</strong>–<strong>10</strong> showed inhibitory activities with IC<sub>50</sub> values of 10.62–20.43 <em>μ</em>M.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104081"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145516683","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-10-17DOI: 10.1016/j.phytol.2025.104050
Chi-I. Chang , Yih-Fwu Chan , Ching-Chuan Kuo , Yueh-Hsiung Kuo
{"title":"Three new ent-17-norkaurane diterpenoids from the leaves of Chamaecyparis obtusa var. formosana and their cytotoxic activity against HONE-1 human carcinoma cell lines","authors":"Chi-I. Chang , Yih-Fwu Chan , Ching-Chuan Kuo , Yueh-Hsiung Kuo","doi":"10.1016/j.phytol.2025.104050","DOIUrl":"10.1016/j.phytol.2025.104050","url":null,"abstract":"<div><div>Three new <em>ent</em>-17-norkaurane diterpenoids, <em>ent</em>-19-acetoxy-17-norkauran-16-one (<strong>1</strong>), <em>ent</em>-19-(<em>Z</em>)-coumaroyloxy-17-norkauran-16-one (<strong>2</strong>), and <em>ent</em>-19-(<em>E</em>)-coumaroyloxy-17-norkauran-16-one (<strong>3</strong>), along with one known <em>ent</em>-17-norkaurane diterpenoid, <em>ent</em>-17-norkauran-16α-ol (<strong>4</strong>), were isolated from the leaves of <em>Chamaecyparis obtusa</em> var. <em>formosana</em>. Their structures were elucidated by 1D and 2D NMR (<sup>1</sup>H, <sup>13</sup>C, COSY, HSQC, HMBC, and NOESY) and HR-EI-MS spectroscopic analysis and comparison of spectral data with those of known analogues. Compounds <strong>2</strong> and <strong>3</strong> were evaluated for their cytotoxic activity against HONE-1 human carcinoma cell lines and exhibited significant activity, with IC₅₀ values of 9.1 and 12.4 µM, respectively.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104050"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145321911","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-10-18DOI: 10.1016/j.phytol.2025.104048
Chao-Yuan Xiao , Zhi-You Hao , Meng Yang , Qi-Mei Tie , Jun-Yang Zhang , Xu-Dong Ma , Xiao Ke Zheng , Yan-Jun Sun , Wei-Sheng Feng
{"title":"In vitro anti-asthmatic activities of phytochemicals isolated from Poria cocos","authors":"Chao-Yuan Xiao , Zhi-You Hao , Meng Yang , Qi-Mei Tie , Jun-Yang Zhang , Xu-Dong Ma , Xiao Ke Zheng , Yan-Jun Sun , Wei-Sheng Feng","doi":"10.1016/j.phytol.2025.104048","DOIUrl":"10.1016/j.phytol.2025.104048","url":null,"abstract":"<div><div>Three previously undescribed compounds, including one pregnane steroid (<strong>1</strong>), one isoflavone (<strong>2</strong>), one diketopiperazine (<strong>3</strong>), along with eight known ones (<strong>4–11</strong>) were isolated from <em>Poria cocos</em>. The structural elucidation was accomplished through comprehensive spectroscopic analysis, while the absolute configurations were unequivocally established by correlating experimental ECD spectra with quantum chemically calculated spectra. The isolated compounds were screened for in vitro <em>anti</em>-asthmatic activity by assessing their inhibitory effects on C48/80-induced degranulation in RBL-2H3 mast cells. The results showed compounds <strong>2</strong> and <strong>4–10</strong> significantly inhibited the release of <em>β</em>-Hexosaminidase (<em>β</em>-Hex) (<em>P</em> < 0.01) and attenuated the degranulation process in RBL-2H3 cells at 10.0 <em>μ</em>M. It is proposed that they may exert <em>anti</em>-asthmatic effects by inhibiting mast cell degranulation.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104048"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145321913","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-10-24DOI: 10.1016/j.phytol.2025.104065
Nai-Dong Li , Cheng-Shan Wei , Chun-Xia Song , Chun-Jiang Du , Juan Xu
{"title":"Toonasinetins A and B, two new compounds from the branches and leaves of Toona sinensis","authors":"Nai-Dong Li , Cheng-Shan Wei , Chun-Xia Song , Chun-Jiang Du , Juan Xu","doi":"10.1016/j.phytol.2025.104065","DOIUrl":"10.1016/j.phytol.2025.104065","url":null,"abstract":"<div><div>Two previously unreported aromatic natural products, toonasinetin A (1) and toonasinetin B (2), along with three known compounds (3–5), were isolated from the methanolic extracts of the branches and leaves of <em>Toona sinensis</em>. The chemical structures of compounds 1 and 2 were established by 1D, 2D NMR, HRESIMS, UV, IR analysis, and calculating electronic circular dichroism (ECD). The structures of known compounds 3–5 were determined by comparison of their spectral data with those reported in the literature. These findings expand the known phytochemical diversity of this species and contribute to its chemotaxonomic characterization.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104065"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145363271","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-10-21DOI: 10.1016/j.phytol.2025.104061
Pham Thi Mai Huong , Pham Thi Cham , Le Thi Vien , Tran Thi Hong Hanh , Nguyen The Cuong , Nguyen Xuan Cuong , Nguyen Hoai Nam
{"title":"ent-Kaurane derivatives from Smallanthus sonchifolius","authors":"Pham Thi Mai Huong , Pham Thi Cham , Le Thi Vien , Tran Thi Hong Hanh , Nguyen The Cuong , Nguyen Xuan Cuong , Nguyen Hoai Nam","doi":"10.1016/j.phytol.2025.104061","DOIUrl":"10.1016/j.phytol.2025.104061","url":null,"abstract":"<div><div>Phytochemical study of <em>Smallanthus sonchifolius</em> tubers led to the isolation of seven <em>ent</em>-kaurane derivatives, including three new compounds, namely sonchifoliosides A−C (<strong>1</strong>−<strong>3</strong>). Their structures were confirmed by a detailed analysis of the 1D and 2D NMR and HR-ESI-QTOF mass spectra. Among the isolates, 16<em>α</em>,17,19-trihydroxy-<em>ent</em>-kaurane 19-<em>O</em>-<em>β</em>-D-glucopyranoside (<strong>5</strong>) exhibited α-glucosidase inhibitory activity with an IC<sub>50</sub> value of 104.71 ± 0.45 μM.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104061"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145363269","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}
Phytochemistry LettersPub Date : 2025-12-01Epub Date: 2025-10-27DOI: 10.1016/j.phytol.2025.104064
Hao Gong , Kuan Lin , Lei Zhang , Yi Huang , Li-Juan Hu , Xiao-Ya Liu , Hao Ming , Si-Qi Wang , Qing-Qin He , Xian-Sheng Ye , Shu-Xiu Zhu
{"title":"Bioactive sesquiterpene lactones with cytotoxic activity from Youngia japonica","authors":"Hao Gong , Kuan Lin , Lei Zhang , Yi Huang , Li-Juan Hu , Xiao-Ya Liu , Hao Ming , Si-Qi Wang , Qing-Qin He , Xian-Sheng Ye , Shu-Xiu Zhu","doi":"10.1016/j.phytol.2025.104064","DOIUrl":"10.1016/j.phytol.2025.104064","url":null,"abstract":"<div><div>Two new sesquiterpene lactones, namely yjaponica D (<strong>1</strong>) and E (<strong>2</strong>), along with five known analogs, were isolated from <em>Youngia japonica</em>. Their structures were elucidated by NMR, HRESIMS, ECD and calculated ECD. The cytotoxic activities of all compounds against A549, GL261, U87, and HeLa cell lines were detected by a CCK-8 assay, and the apoptosis-inducing effects and regulation of cancer-related proteins in A549 cells by compound <strong>2</strong> were evaluated. Results showed that compound <strong>2</strong> exhibited distinct cytotoxic activity against A549 cells and induced the apoptosis of A549 cells. Western blotting results showed that compound <strong>2</strong> significantly upregulated the expression of p-JNK, p-ERK, and Bax, while downregulating the expression of p-AKT, p-p38, and Bcl-2 in A549 cells. Collectively, compound <strong>2</strong> shows potential as a lead candidate for further development in lung cancer treatments.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"70 ","pages":"Article 104064"},"PeriodicalIF":1.4,"publicationDate":"2025-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145417139","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}