{"title":"Two new megastigmane glycosides from the leaves of Cnidoscolus aconitifolius cultivated in Thailand","authors":"Jedsada Maliwong , Ingchanik Dithabumroong , Nitirat Chimnoi , Somsak Ruchirawat , Tripetch Kanchanapoom","doi":"10.1016/j.phytol.2025.103022","DOIUrl":"10.1016/j.phytol.2025.103022","url":null,"abstract":"<div><div>Two new megastigmane glycosides, chayaionosides A (<strong>1</strong>) and B (<strong>2</strong>), together with breyniaionoside E (<strong>3</strong>), euodionoside F (<strong>4</strong>), (6<em>S</em>,9<em>S</em>)-roseoside (<strong>5</strong>), benzyl <em>O</em>-<em>β</em>-D-apiofuranosyl-(1→6)-<em>β</em>-D-glucopyranoside (<strong>6</strong>), benzyl <em>O</em>-<em>α</em>-L-rhamnopyranosyl-(1→6)-<em>β</em>-D-glucopyranoside (<strong>7</strong>), canthoside A (<strong>8</strong>), syringin (<strong>9</strong>), coniferin (<strong>10</strong>), scopolin (<strong>11</strong>), (+)-lariciresinol-4-<em>O</em>-<em>β</em>-D-glucopyranoside (<strong>12</strong>), dehydrodiconiferyl 4-<em>O</em>-<em>β</em>-D-glucopyranoside (<strong>13</strong>), kaempferol 3-<em>O</em>-<em>α</em>-L-rhamnopyranosyl-(1→2)-<em>β</em>-D-galactopyranoside (<strong>14</strong>), kaempferol 3-<em>O</em>-neohesperidoside (<strong>15</strong>), kaempferol 3-<em>O</em>-<em>α</em>-L-rhamnopyranosyl-(1→6)-<em>β</em>-D-galactopyranoside (<strong>16</strong>), kaempferol 3-<em>O</em>-rutinoside (<strong>17</strong>), drabanemoroside (<strong>18</strong>), kaempferol 3-<em>O</em>-(2″,6″-di-<em>O</em>-<em>α</em>-L-rhamnopyranosyl)-<em>β</em>-D-galactopyranoside (<strong>19</strong>), and kaempferol 3-<em>O</em>-(2″,6″-di-<em>O</em>-<em>α</em>-L-rhamnopyranosyl)-<em>β</em>-D-glucoside (<strong>20</strong>) were isolated from the leaves of <em>Cnidoscolus aconitifolius</em> cultivated in Thailand. The structural elucidations were based on physical data and spectroscopic evidence, including 1D and 2D NMR analyses.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"69 ","pages":"Article 103022"},"PeriodicalIF":1.4,"publicationDate":"2025-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144772326","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":"For each concentration gradient, two new compounds from the root bark of Acanthopanax gracilistylus and their inhibitory effects on neutrophil elastase, cyclooxygenase-1, and cyclooxygenase-2 in vitro","authors":"Jin-Yuan Duan , Shu-Ming Li , Hao-Dong Yang, Yuan-Gui Yang, Jiao-Feng Wu, Jing-Yu Weng, Hong-Bo Liu, Hong-Bo Xu","doi":"10.1016/j.phytol.2025.103017","DOIUrl":"10.1016/j.phytol.2025.103017","url":null,"abstract":"<div><div>Rheumatism encompasses a broad spectrum of diseases with complex clinical manifestations, imposing a significant burden on human health. <em>Acanthopanacis</em> cortex, derived from the dried root bark of <em>Acanthopanax gracilistylus</em> W. W. Smith, has been utilized in the treatment of rheumatic diseases in China for more than 2000 years. In this study, two novel compounds (designated as <strong>1</strong> and <strong>2</strong>) and twelve previously known compounds (<strong>3</strong>–<strong>14</strong>) were firstly isolated from <em>Acanthopanaci</em>s cortex. Compound <strong>1</strong> exhibits an unique conjugation of a dibenzylbutane-type lignan with quinic acid by acylation, which structure that has not been previously reported. In the present study, the absolute configuration of <strong>1</strong> was ascertained through the application of DP4 + probabilistic analysis and electronic circular dichroism (ECD) spectroscopy. Furthermore, a comprehensive evaluation of the inhibitory potential of compounds <strong>1</strong> and <strong>3</strong>–<strong>14</strong> against two key therapeutic targets - neutrophil elastase (NE) and cyclooxygenase-2 (COX-2) - was conducted. Related results indicate that thirteen compounds exhibit more potent inhibitory effects against COX-2, with IC<sub>50</sub> values spanning a concentration range of 0.17–32.9 μM. Compound <strong>1</strong> showed a superior inhibition of both COX-2 and NE. These findings offer valuable insights for the pursuit of natural, selective COX-2 inhibitors.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"69 ","pages":"Article 103017"},"PeriodicalIF":1.4,"publicationDate":"2025-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144772329","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}
Haiqi Li , Jing Hu , Xiaoqing Li , Yao Qin , Mingda Yao , Jiaojiao Wang , Yungeng Gao , Yan-Long Yang
{"title":"Fumopyrones A-D, four new α-pyrone derivatives from cultures of the basidiomycete Neofomitella fumosipora","authors":"Haiqi Li , Jing Hu , Xiaoqing Li , Yao Qin , Mingda Yao , Jiaojiao Wang , Yungeng Gao , Yan-Long Yang","doi":"10.1016/j.phytol.2025.103025","DOIUrl":"10.1016/j.phytol.2025.103025","url":null,"abstract":"<div><div>Four previously undescribed α-pyrone derivatives, named fumopyrones A-D (<strong>1</strong>-<strong>4</strong>), were isolated and characterized from the liquid culture extract of the basidiomycete fungus <em>Neofomitella fumosipora</em>. Their chemical structures were determined by extensive spectroscopic methods. Fumopyrone C (<strong>3</strong>) exhibited potent pro-inflammatory activity by significantly upregulating mRNA levels of key inflammatory cytokines, including IL-6, TNF-α, IL-1β, and NOS2 that generates NO.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"69 ","pages":"Article 103025"},"PeriodicalIF":1.4,"publicationDate":"2025-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144772328","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":"Announcements of the Phytochemical Society of Europe","authors":"","doi":"10.1016/S1874-3900(25)01121-8","DOIUrl":"10.1016/S1874-3900(25)01121-8","url":null,"abstract":"","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"68 ","pages":"Article 103031"},"PeriodicalIF":1.4,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144772145","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}
Feng-Jiao Tang , Wei Wei , Bang-Yong Wang , Wei Zou , Qin-Gang Tan
{"title":"Phenylpropanoids with nitric oxide inhibitory activity from Zanthoxylum nitidum","authors":"Feng-Jiao Tang , Wei Wei , Bang-Yong Wang , Wei Zou , Qin-Gang Tan","doi":"10.1016/j.phytol.2025.103024","DOIUrl":"10.1016/j.phytol.2025.103024","url":null,"abstract":"<div><div>A new phenylpropanoid zanitether (1), along with 22 known compounds (2−23), was isolated and characterized from the roots of <em>Zanthoxylum nitidum</em> (Roxb.) DC. Anti-inflammatory evaluation revealed that compounds <strong>1</strong> and <strong>6</strong> dose-dependently suppressed nitric oxide (NO) release in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages. Molecular docking analysis of <strong>1</strong> and <strong>6</strong> against the key target inducible nitric oxide synthase (iNOS) revealed favorable binding interactions at the enzyme’s active site, supporting their potential as anti-inflammatory agents.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"69 ","pages":"Article 103024"},"PeriodicalIF":1.4,"publicationDate":"2025-07-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144738731","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}
Yi-Han Liu , Qing Zhang , Da-Zhi Zhang , Xu-Yang Fu , Wu-Yang Liu , Jun-Mian Tian
{"title":"Two undescribed phytoecdysteroids from Dianthus superbus L.","authors":"Yi-Han Liu , Qing Zhang , Da-Zhi Zhang , Xu-Yang Fu , Wu-Yang Liu , Jun-Mian Tian","doi":"10.1016/j.phytol.2025.103015","DOIUrl":"10.1016/j.phytol.2025.103015","url":null,"abstract":"<div><div>A phytochemical investigation of <em>Dianthus superbus</em> L. led to the isolation of two previously undescribed phytoecdysteroids (<strong>1–2</strong>) and six known analogues (<strong>3–8</strong>). The structures of new compounds were elucidated through comprehensive spectroscopic data analysis, including NMR and HR-ESI-MS data, and by ECD data comparison. All isolated compounds were evaluated for anti-neuroinflammatory effects in lipopolysaccharide (LPS)-stimulated BV-2 microglial cells and antibacterial activities. Compounds <strong>3</strong>, <strong>4</strong>, and <strong>8</strong> showed potent anti-neuroinflammatory activities. However, none of the compounds exhibited significant antibacterial activities (MIC > 100 μM).</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"69 ","pages":"Article 103015"},"PeriodicalIF":1.4,"publicationDate":"2025-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144722630","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}
Xu-Ri Wan , Chang Li , Ling-Yan Liu , Fang Yue , Xuan Lu , Yue-Hu Pei , Yi-Hui Yang
{"title":"Fusaritricins E–G, three new polyketides, isolated from the endophytic fungus Fusarium sp. HC20 and their antifungal activities","authors":"Xu-Ri Wan , Chang Li , Ling-Yan Liu , Fang Yue , Xuan Lu , Yue-Hu Pei , Yi-Hui Yang","doi":"10.1016/j.phytol.2025.103016","DOIUrl":"10.1016/j.phytol.2025.103016","url":null,"abstract":"<div><div>Three previously undescribed polyketides, fusaritricins E-G (<strong>1</strong>–<strong>3</strong>), along with eight known ones (<strong>4</strong>–<strong>11</strong>), were isolated from the endophytic fungus <em>Fusarium</em> sp. HC20 derived from the root of <em>Rhodiola rosea</em> L. Their chemical structures, including the absolute configurations, were elucidated through comprehensive spectroscopic analysis, such as HR-ESI-MS, 1D NMR, 2D NMR and ECD. Compounds <strong>1</strong>–<strong>9</strong> were evaluated for their antifungal activities against <em>Candida albicans</em> CMCC 98001 and <em>Aspergillus niger</em> R330. The results indicated that <strong>1</strong> and <strong>2</strong> exhibited bioactivities against <em>C. albicans</em> comparable to the positive control caspofungin, with MIC values of 12.5 μg/mL.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"69 ","pages":"Article 103016"},"PeriodicalIF":1.4,"publicationDate":"2025-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144722629","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}
Chun-Lin Guo , Si-Xuan Liu , Lu Zhang , Ling Li , Yong-Fu Lu , Si-Yang Dai , Chang Li , Yue-Hu Pei
{"title":"New natural products from Rhododendron ciliicalyx subsp. Lyi","authors":"Chun-Lin Guo , Si-Xuan Liu , Lu Zhang , Ling Li , Yong-Fu Lu , Si-Yang Dai , Chang Li , Yue-Hu Pei","doi":"10.1016/j.phytol.2025.103020","DOIUrl":"10.1016/j.phytol.2025.103020","url":null,"abstract":"<div><div>Two new compounds, one new iridoid (<strong>1</strong>), and one new methylene-bridged dimer (<strong>2</strong>) have been isolated from the twigs and leaves of <em>Rhododendron ciliicalyx</em> subsp<em>. Lyi.</em> Their structures were elucidated based on extensive spectroscopic data analysis and by comparison with previously reported NMR data, the absolute configuration of compound <strong>1</strong> was further confirmed by the ECD calculations. The NO release inhibitory effects of compounds were evaluated in LPS-activated RAW 264.7 macrophages.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"69 ","pages":"Article 103020"},"PeriodicalIF":1.4,"publicationDate":"2025-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144722631","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}
Fridah C. Rotich, Joseph B. Mangun, Joëlle Houriet, Warren S. Vidar, Tyler N. Graf, Nicholas H. Oberlies, Nadja B. Cech
{"title":"The importance of verifying biological activity predictions in metabolomics studies of natural products: A case study on antimicrobial properties of Cannabis sativa (hemp)","authors":"Fridah C. Rotich, Joseph B. Mangun, Joëlle Houriet, Warren S. Vidar, Tyler N. Graf, Nicholas H. Oberlies, Nadja B. Cech","doi":"10.1016/j.phytol.2025.103014","DOIUrl":"10.1016/j.phytol.2025.103014","url":null,"abstract":"<div><div>Informatics-guided approaches involving untargeted mass spectrometry metabolomics to predict active compounds in natural products mixtures have become increasingly common. With such strategies, it is sometimes possible to target active compounds for isolation early in the fractionation process, thereby reducing effort and increasing hit rate success. However, such approaches require follow up studies to address the potential problem of false correlations. To demonstrate this, we employed the botanical <em>Cannabis sativa</em> (hemp) as a test case. A <em>C. sativa</em> extract was fractionated in several stages, and the ability of the fractions to inhibit the growth of Methicillin-resistant <em>Staphylococcus aureus</em> (MRSA) was evaluated in broth microdilution assays. Metabolomics data were collected for the extract and fractions using high performance liquid chromatography coupled to high resolution mass spectrometry on an Orbitrap mass spectrometer, and selectivity ratio analysis was employed as a statistical tool to predict the active compound from two different rounds of fractionation of the <em>C. sativa</em> extract. From the early stage of fractionation, we predicted that the cannabinoids cannabidiol (<strong>1,</strong> CBD) and cannabidiolic acid (<strong>2,</strong> CBDA) were major active constituents. These predictions, when verified with follow up minimum inhibitory concentration (MIC) assays of the pure compounds, proved to be accurate. However, in a later stage of fractionation using the same statistical approach, the previously reported <em>C. sativa</em> constituents <em>N</em>-<em>trans</em>-<em>p</em>-coumaroyltyramine (<strong>3</strong>, pCT) and <em>N</em>-<em>trans</em>-feruloyltyramine (<strong>4</strong>, FT) were predicted to be responsible for activity. Follow up assays with these pure compounds revealed that they possess no direct or synergistic antimicrobial activity against MRSA. This study highlights how statistical predictions of active compounds in untargeted metabolomics studies are inherently correlative and emphasizes the need for follow up studies to verify the accuracy of such predictions.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"68 ","pages":"Article 103014"},"PeriodicalIF":1.3,"publicationDate":"2025-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144694329","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 benzoquinone and a new dihydroflavone from Fissistigma polyanthum and their bioactivity","authors":"Jian-Fen Xiao, Ming-Rui Yang, Pin-Xiang Fu, Rui Yang, Hong-Ping He, Hua-Yi Jiang","doi":"10.1016/j.phytol.2025.103012","DOIUrl":"10.1016/j.phytol.2025.103012","url":null,"abstract":"<div><div>A new benzoquinone and a new dihydroflavone, fispolyanins A (<strong>1</strong>) and B (<strong>2</strong>), along with four known compounds (<strong>3</strong>–<strong>6</strong>), were isolated from the ethyl acetate fraction of <em>Fissistigma polyanthum</em>. The structures of <strong>1</strong> and <strong>2</strong> were established primarily by a combination of NMR and MS methods. Compounds <strong>5</strong> and <strong>6</strong> were obtained from <em>F. polyanthum</em> for the first time. Compounds <strong>1</strong>, <strong>4</strong>, and <strong>6</strong> exhibited inhibitory activities against the production of nitric oxide (NO) in LPS-induced RAW 264.7 cells. Compounds <strong>2</strong> and <strong>4</strong> showed weak anti-oxidant activities.</div></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"68 ","pages":"Article 103012"},"PeriodicalIF":1.3,"publicationDate":"2025-07-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144631742","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}