PhytochemistryPub Date : 2026-04-01Epub Date: 2025-12-19DOI: 10.1016/j.phytochem.2025.114755
Quoc-Vu Pham , Yu-Chia Chang , You-Song Cheng , Yun-Shiuan Chen , Lo-Yun Chen , Mei-Hsien Lee , Jui-Hsin Su , Bo-Rong Peng , Kuei-Hung Lai , Tsong-Long Hwang
{"title":"SMART-assisted discovery of scalaranes from the marine sponge Lendenfeldia sp. and its anti-osteoclastogenesis activity","authors":"Quoc-Vu Pham , Yu-Chia Chang , You-Song Cheng , Yun-Shiuan Chen , Lo-Yun Chen , Mei-Hsien Lee , Jui-Hsin Su , Bo-Rong Peng , Kuei-Hung Lai , Tsong-Long Hwang","doi":"10.1016/j.phytochem.2025.114755","DOIUrl":"10.1016/j.phytochem.2025.114755","url":null,"abstract":"<div><div>Marine sponges of the genus <em>Lendenfeldia</em> are known as a rich source of scalarane-type sesterterpenoids with diverse biological activities. In the present study, SMART-guided isolation of scalarane-type sesterterpenoids from the marine sponge <em>Lendenfeldia</em> sp. yielded a total of twelve members of this chemical class (<strong>1</strong>–<strong>12</strong>), including five previously undescribed compounds, named as lendenborvicins A–E (<strong>1</strong>–<strong>5</strong>). The structures of previously undescribed compounds were elucidated through comprehensive spectroscopic analyses, including 1D/2D NMR, HRESIMS, and ECD spectroscopy for the determination of absolute configurations. All isolated compounds were evaluated for their anti-osteoclastogenic activity using a TRAP assay in PMA/RANKL-induced THP-1 cells. Compounds <strong>1</strong>, <strong>2</strong>, <strong>8</strong>, <strong>10</strong>, <strong>11</strong>, and <strong>12</strong> significantly reduced TRAP activity, with compound <strong>11</strong> exhibiting the strongest effect, decreasing TRAP activity to 64.75 ± 1.37 %. Based on these results, a structure–activity relationship (SAR) was preliminarily analyzed to identify the structural features contributing to the observed biological activity. This study provides the first documented evidence of anti-osteoclastogenic activity among scalarane-type sesterterpenoids.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114755"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145805286","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-04-01Epub Date: 2025-12-13DOI: 10.1016/j.phytochem.2025.114746
Xiangliu Chen , Ini Wong , Mengjing Cong , Weihao Chen , Meng Jin , Hong Wang , Fangfang Chen , Qingwen Zhang , Kechun Liu , Yonghong Liu , Rongchun Wang , Junjian Wang , Junfeng Wang
{"title":"Oxalicpyridones A–D, 2-pyridone alkaloids from a marine-derived fungus Penicillium oxalicum suppressing proliferation and metastasis against small cell lung cancer","authors":"Xiangliu Chen , Ini Wong , Mengjing Cong , Weihao Chen , Meng Jin , Hong Wang , Fangfang Chen , Qingwen Zhang , Kechun Liu , Yonghong Liu , Rongchun Wang , Junjian Wang , Junfeng Wang","doi":"10.1016/j.phytochem.2025.114746","DOIUrl":"10.1016/j.phytochem.2025.114746","url":null,"abstract":"<div><div>To explore bioactive specialized metabolites from marine-derived fungi, four previously undescribed 2-pyridone alkaloids, oxalicpyridones A–D (<strong>1</strong>–<strong>4</strong>), two unreported tetramic acids, tolypocladenols G and H (<strong>5</strong> and <strong>6</strong>), together with five known 2-pyridone derivatives (<strong>7</strong>–<strong>11</strong>), were isolated from the marine-derived fungus <em>Penicillium oxalicum</em> SCSIO 41320. Their structures, including absolute configurations, were elucidated by extensive nuclear magnetic resonance (NMR) spectroscopic analysis, X-ray single-crystal diffraction, and calculations of electronic circular dichroism (ECD), <sup>13</sup>C NMR, and optical rotation (OR). Additionally, oxalicpyridones A–C (<strong>1</strong>–<strong>3</strong>) inhibited the viability of several small-cell lung cancer (SCLC) cell lines in a dose-dependent manner. Among them, oxalicpyridone A (<strong>1</strong>) not only inhibited proliferation, induced apoptosis, and suppressed metastasis of SCLC cells <em>in vitro</em>, but also significantly inhibited the growth of SCLC cell–derived xenograft tumors in zebrafish <em>in vivo</em>. Collectively, these findings enrich the chemical diversity of marine-derived 2-pyridone alkaloids and provide potential lead compounds for anticancer drug discovery.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114746"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145763702","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Auroranes A–G: Polyoxygenated cyclohex(a/e)ne diterpenes from Kaempferia aurora and their anti-inflammatory activity via inhibition of nitric oxide production","authors":"Pornpuk Booranaseensuntorn , Jutatip Boonsombat , Sanit Thongnest , Jitnapa Sirirak , Patcharin Kongwaen , Orawan Jongsomjainuk , Tawit Suriyo , Napat Sitthimonchai , Saroj Ruchisansakun , Sitthivut Charoensutthivarakul , Prasat Kittakoop , Jutamaad Satayavivad , Chulabhorn Mahidol , Somsak Ruchirawat","doi":"10.1016/j.phytochem.2025.114767","DOIUrl":"10.1016/j.phytochem.2025.114767","url":null,"abstract":"<div><div>Kaempferia species have long been used in traditional medicine; however, their diterpenoid constituents remain underexplored, particularly in relation to anti-inflammatory potential. In this work, the chemical constituents and anti-inflammatory properties of <em>Kaempferia aurora</em> were investigated. Seven polyoxygenated cyclohex(a/e)ne diterpene esters, auroranes A–G (3–9), together with their biosynthetic precursors, antiacanthoic acid (1), and antiacanthol (2), were isolated from the rhizomes of K. aurora. Their structures and relative configurations were determined by extensive spectroscopic analyses. The absolute configurations of compounds 6–8 were assigned using NMR-based DP4+ probability calculations in combination with TDDFT-calculated ECD spectra. These compounds represent a structurally rare subclass of diterpenoids within the Zingiberaceae, contributing to the phytochemical diversity of this plant group. All compounds, except for compounds 2 and 3, were evaluated for their inhibitory effects on nitric oxide (NO) production in LPS-stimulated RAW 264.7 macrophages. Compounds 1, 4–6, 8, and 9 exhibited notable NO inhibitory activity, with IC50 values ranging from 4.82 to 9.00 μM. To explore potential molecular interactions, molecular docking and molecular dynamics simulations were performed, suggesting favorable binding of the active compounds to inducible nitric oxide synthase (iNOS). A preliminary structure–activity relationship (SAR) analysis indicated that the presence of an epoxide ring or a double bond within the cyclohexane ring moiety may contribute to the observed activity. These findings provide a basis for further investigation into the bioactive constituents of K. aurora and may support its value as a potential source of anti-inflammatory agents.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114767"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145878815","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-04-01Epub Date: 2025-12-14DOI: 10.1016/j.phytochem.2025.114751
Phuong-Thien Thuong , Thi-Kim-Quy Ha , Duy-Thuan Nguyen , Van-Tuan Vu , Jorge-Eduardo Ponce-Zea , Thi-Phuong Doan , Van-Hieu Mai , Won-Keun Oh
{"title":"1-Hydroxy dammarane triterpenoids from the aerial parts of Gomphogyne bonii enhance glucose uptake in 3T3-L1 adipocytes through activation of AMP-activated protein kinase","authors":"Phuong-Thien Thuong , Thi-Kim-Quy Ha , Duy-Thuan Nguyen , Van-Tuan Vu , Jorge-Eduardo Ponce-Zea , Thi-Phuong Doan , Van-Hieu Mai , Won-Keun Oh","doi":"10.1016/j.phytochem.2025.114751","DOIUrl":"10.1016/j.phytochem.2025.114751","url":null,"abstract":"<div><div>A comprehensive phytochemical investigation of the Vietnamese medicinal plant <em>Gomphogyne bonii</em> led to the isolation of ten saponins, including eight previously undescribed dammarane-type saponins (<strong>1</strong>–<strong>8</strong>) and the two known oleane-type saponins (<strong>9</strong> and <strong>10</strong>), using various chromatographic techniques. The chemical structures of all isolated compounds were elucidated based on extensive physicochemical properties and detailed spectroscopic analyses, including NMR and mass spectrometry. To evaluate their pharmacological potential, all compounds were subjected to biological assessment for insulin-mimetic activity using in vitro glucose uptake and AMP-activated protein kinase (AMPK) assays. The results revealed that compounds <strong>1</strong>, and <strong>7</strong>–<strong>10</strong> significantly enhanced glucose uptake in differentiated 3T3-L1 adipocytes. Notably, compounds <strong>1</strong>, <strong>7</strong>, <strong>9</strong>, and <strong>10</strong> also upregulated the expression of glucose transporter 4 (GLUT4) via AMPK activation. These findings represent the first report on the structural elucidation and biological activity of constituents from the <em>Gomphogyne</em> genus, highlighting their potential as novel agents for regulating glucose metabolism and as promising functional food ingredients for the management diabetes.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114751"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145768773","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-04-01Epub Date: 2025-12-12DOI: 10.1016/j.phytochem.2025.114747
Da-Le Guo , Li Huang , Hui-Min Zhang , Yu-Ting Mu , Hao-Ran Lei , Li-Lian Zhao , Su Hu , Yun-Jie Hu , Cong-Cong Li , Meng-Dan Liu , Yu-Cheng Gu , Guan-Kui Yang , Wei-Zhen Dong , Dong Wang , Yun Deng
{"title":"Ailancoumaquinone A and ailancoumarins M-T, undescribed terpenylated coumarins from Ailanthus altissima and their anti-inflammatory activity","authors":"Da-Le Guo , Li Huang , Hui-Min Zhang , Yu-Ting Mu , Hao-Ran Lei , Li-Lian Zhao , Su Hu , Yun-Jie Hu , Cong-Cong Li , Meng-Dan Liu , Yu-Cheng Gu , Guan-Kui Yang , Wei-Zhen Dong , Dong Wang , Yun Deng","doi":"10.1016/j.phytochem.2025.114747","DOIUrl":"10.1016/j.phytochem.2025.114747","url":null,"abstract":"<div><div>Nine previously undescribed coumarin congeners, including ailancoumaquinone A (<strong>1</strong>) and ailancoumarins M-T (<strong>2</strong>−<strong>9</strong>), were isolated from the root bark of <em>Ailanthus altissima</em> (Mill.) Swingle. Their structures were confirmed through spectral analyses, computational approaches, and the Mosher's method. Among these compounds, ailancoumaquinone A (<strong>1</strong>) was identified as a rare hybrid of a coumarin and a naphthoquinone, featuring an unprecedented carbon skeleton in its naphthoquinone moiety. Furthermore, <strong>1</strong> demonstrated significant anti-inflammatory potential, as it not only inhibits pro-inflammatory factors, including nitric oxide (NO) and reactive oxygen species (ROS) in LPS-induced RAW 264.7 macrophages at a concentration of 7.5 μM but also suppresses ROS secretion in the gastrointestinal tract of LPS-treated zebrafish embryos at a concentration of 3.75 μM. Subsequent pharmacological investigations revealed that <strong>1</strong> inhibits the phosphorylation of Janus kinase 2 (P-JAK2), thereby affecting the phosphorylation of nodal proteins in the downstream signaling pathways that are closely associated with inflammation. Molecular docking analysis indicated that <strong>1</strong> occupies the core ATP-binding pocket within the kinase domain of JAK2 (docking score: −8.214 kcal/mol), suggesting that it may function as a competitive inhibitor of JAK2 kinase activity.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"244 ","pages":"Article 114747"},"PeriodicalIF":3.4,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145757368","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-03-01Epub Date: 2025-12-01DOI: 10.1016/j.phytochem.2025.114736
Bingyang Zhang , Linghui Shi , Hongqin Liu , Di Liu , Tie Yao , Shijie Cao , Ning Kang , Xinchi Feng , Feng Qiu
{"title":"Structurally diverse cembranoids as natural TRPV3 agonists from gum resin of Boswellia sacra","authors":"Bingyang Zhang , Linghui Shi , Hongqin Liu , Di Liu , Tie Yao , Shijie Cao , Ning Kang , Xinchi Feng , Feng Qiu","doi":"10.1016/j.phytochem.2025.114736","DOIUrl":"10.1016/j.phytochem.2025.114736","url":null,"abstract":"<div><div>Sacraoxides I–Q (<strong>1</strong>–<strong>9</strong>), nine undescribed cembranoids were isolated from the gum resin of <em>Boswellia sacra</em> as well as two known analogues (<strong>10</strong> and <strong>11</strong>). Their structures were determined by the analysis of 1D/2D NMR and HRESIMS data, quantum chemical calculations, modified Mosher's method, and a single-crystal X-ray diffraction study. Compounds <strong>1</strong> and <strong>2</strong> possess an unprecedented 15,16-dioxatricyclo[7.5.1.1<sup>2,5</sup>]hexadecane polyether skeleton. Compound <strong>3</strong> has been identified as the first instance of nor-cembranoid bearing a 13-oxabicyclo[8.2.1]tridecane skeleton. Meanwhile, compounds <strong>4</strong> and <strong>5</strong> have been characterized as unusual 5,6-<em>seco</em>- and 7,8-<em>seco</em>-cembranoids. Plausible biosynthetic pathways were proposed from the naturally occurring cembranoids. The isolated cembranoids were evaluated for their activation towards transient receptor potential vanilloid 3 (TRPV3) by using calcium fluorescent assay and manual whole-cell patch-clamp technique. The results revealed that sacraoxide P (<strong>8</strong>) significantly activates TRPV3 at 50 <em>μ</em>M. Molecular docking and molecular dynamic studies preliminarily undercover that compound <strong>8</strong> targets TRPV3 by forming hydrophobic interactions, hydrogen bond, and van der Waals forces with residues at the nexus of the linker domain, pre-S1 and TRP helices.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"243 ","pages":"Article 114736"},"PeriodicalIF":3.4,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145669105","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-03-01Epub Date: 2025-11-30DOI: 10.1016/j.phytochem.2025.114739
Baodan Zhang , Longhui Liu , Sen Wang , Xiaoqi Sun , Guangrong Zi , Kui Hong , Liyan Sun , Ling Liu
{"title":"Discovery of antimicrobial citrinin dimers from the mangrove-derived fungus Penicillium citrinum","authors":"Baodan Zhang , Longhui Liu , Sen Wang , Xiaoqi Sun , Guangrong Zi , Kui Hong , Liyan Sun , Ling Liu","doi":"10.1016/j.phytochem.2025.114739","DOIUrl":"10.1016/j.phytochem.2025.114739","url":null,"abstract":"<div><div>Three previously undescribed citrinin dimers, penicitrones A–C (<strong>1</strong>–<strong>3</strong>), and one previously unreported tetramic acid derivative, penipyrrone A (<strong>4</strong>), along with fourteen previously known compounds (<strong>5</strong>–<strong>18</strong>) were isolated from the crude extract of the mangrove-derived fungus <em>Penicillium citrinum</em> WHUF05149. The structures of compounds <strong>1</strong>–<strong>4</strong> were elucidated through comprehensive spectroscopic analyses and their absolute configurations were determined by the modified Snatzke's method and ECD calculations. Compound <strong>3</strong> demonstrated moderate antifungal activities against three strains of <em>Cryptococcus gattii</em> (3284G14, R265 and 3271G1). Compound <strong>15</strong> displayed antibacterial effects against <em>Bacillus subtilis</em>, <em>Bacillus paranthracis</em> and methicillin-resistant <em>Staphylococcus aureus</em> (MRSA) along with anti-biofilm effects against these pathogens. In addition, compound <strong>15</strong> exhibits anti-MRSA activity by disrupting cell membrane integrity, inducing the leakage of intracellular constituents and reducing intracellular ATP levels.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"243 ","pages":"Article 114739"},"PeriodicalIF":3.4,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145661670","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-03-01Epub Date: 2025-11-20DOI: 10.1016/j.phytochem.2025.114719
Xishan Bai , Li Zhang , Qiarebati Tuerkesitan , Ziyao Yan , Yuxiao Li , Ziliang Wang , Hongcheng Liu , Liqun Guo , Yanhong Li , Xiangzhong Huang
{"title":"Structurally diverse sesquiterpenes from the roots of Isotrema yunnanense and their analgesic and anti-inflammatory activity","authors":"Xishan Bai , Li Zhang , Qiarebati Tuerkesitan , Ziyao Yan , Yuxiao Li , Ziliang Wang , Hongcheng Liu , Liqun Guo , Yanhong Li , Xiangzhong Huang","doi":"10.1016/j.phytochem.2025.114719","DOIUrl":"10.1016/j.phytochem.2025.114719","url":null,"abstract":"<div><div>Five undescribed sesquiterpenes, including a dimeric sesquiterpene lactone with an unreported rare framework, neoversicolactone (<strong>1</strong>), and four sesquiterpenes, yunnadolins A–D (<strong>3</strong>–<strong>6</strong>), and a reidentified dimeric sesquiterpene lactone, versicolactone D (<strong>2</strong>), were obtained from the roots of <em>Isotrema yunnanense</em>, together with twelve known compounds. Their structures were established by spectroscopic analysis, single-crystal X-ray diffraction, and calculated electronic circular dichroism. Moreover, their analgesic and anti-inflammatory activities were evaluated <em>in vivo</em> and <em>in vitro</em>. All compounds exhibited significant anti-nociceptive activity, up to 59.5 % inhibition, except compounds <strong>1</strong> and <strong>2</strong>. Meanwhile, compounds <strong>6</strong> and <strong>15</strong>–<strong>17</strong> showed better NO inhibition effects with IC<sub>50</sub> values of 17.4 ± 2.9, 14.1 ± 2.0, 18.4 ± 0.3, and 12.8 ± 3.0 μM, respectively. Further investigation of the anti-inflammatory effect and mechanism shows that <strong>6</strong> exhibits a distinct anti-inflammatory effect by inhibiting the activation of MAPK/NF-<em>κ</em>B pathways. Additionally, it also demonstrated effective anti-rheumatoid arthritis activity.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"243 ","pages":"Article 114719"},"PeriodicalIF":3.4,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145582521","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-03-01Epub Date: 2025-11-24DOI: 10.1016/j.phytochem.2025.114725
Wan-Qi Zhang, Xin-Yue Li, Ming-Hui Sun, Jie Zhou, Guo-Ru Shi, De-Quan Yu, Yan-Fei Liu
{"title":"Cyclopentanoid monoterpene glycosides from the aerial parts of Paederia foetida L","authors":"Wan-Qi Zhang, Xin-Yue Li, Ming-Hui Sun, Jie Zhou, Guo-Ru Shi, De-Quan Yu, Yan-Fei Liu","doi":"10.1016/j.phytochem.2025.114725","DOIUrl":"10.1016/j.phytochem.2025.114725","url":null,"abstract":"<div><div>Eight previously undescribed cyclopentanoid monoterpene glycosides, paedosides A–H (<strong>1</strong>–<strong>8</strong>), and 19 known analogues were isolated from the aerial parts of <em>Paederia foetida</em> L. The structures of these compounds, especially their absolute configurations, were unequivocally established by comprehensive spectroscopic analysis, various quantum chemical calculations, and single-crystal X-ray diffraction analysis. Compound <strong>1</strong> contains a thiocarbonate group, with the aglycone C-1 linked via O-glycosidic bonds to both sugar C-1<em>′</em> and C-6<em>′</em>, thereby forming a 7-membered ring. Compounds <strong>2</strong>–<strong>4</strong> feature a skeleton with three <em>ortho</em>-fused five-membered rings. Proposed biosynthetic pathways for compounds <strong>1</strong>–<strong>4</strong> are shown in Scheme 1. Compounds <strong>1</strong>–<strong>27</strong> were tested for cytotoxicity, hepatoprotective activity, and inhibitory effects on NO production in LPS-activated microglia, but all were inactive (IC<sub>50</sub> > 10 <em>μ</em>M or the compounds showed no significant cell protection at 10 <em>μ</em>M).</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"243 ","pages":"Article 114725"},"PeriodicalIF":3.4,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145616889","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2026-03-01Epub Date: 2025-12-08DOI: 10.1016/j.phytochem.2025.114743
Ling-Ling Yu , Lijin Jiao , Yan-Xi Li , Xu-Hong Li , Shan-Shan Ling , Long-Gao Xiao , Rui-Qi Liu , Wei Ni , Huan Yan , Yunheng Ji , Hai-Yang Liu
{"title":"Oxidized- and hydroxylated-pennogenin saponins from the rhizomes of Paris fargesii and their hemostatic activity","authors":"Ling-Ling Yu , Lijin Jiao , Yan-Xi Li , Xu-Hong Li , Shan-Shan Ling , Long-Gao Xiao , Rui-Qi Liu , Wei Ni , Huan Yan , Yunheng Ji , Hai-Yang Liu","doi":"10.1016/j.phytochem.2025.114743","DOIUrl":"10.1016/j.phytochem.2025.114743","url":null,"abstract":"<div><div>Nine previously undescribed oxidized- and hydroxylated-pennogenin saponins, named parisfargosides F–N (<strong>1</strong>–<strong>9</strong>), along with fifteen reported analogues, were isolated from the total saponin of <em>Paris fargesii</em> rhizomes with hemostatic activity. Their structures were elucidated by extensive spectroscopic analysis (including HR-ESI-MS, 1D and 2D NMR) and chemical methods. Parisfargoside F (<strong>1</strong>) has a rare aglycone with a peroxide bridge between C-5/C-8, and parisfargosides G-I (<strong>2</strong>–<strong>4</strong>) possess an <em>α</em>, <em>β</em>-unsaturated ketone unit in the B ring. Furthermore, the hemostatic activity of all isolates was evaluated. The results exhibited that six saponins (<strong>5</strong>, <strong>18</strong>, <strong>20</strong>–<strong>22</strong>, and <strong>24</strong>) showed platelet aggregation-inducing activity, of which saponin <strong>24</strong> displayed remarkable activity with an EC<sub>50</sub> value of 50.1 μM. Additionally, the structure-activity relationships of these isolates were discussed. These results uncovered the hemostatic constituents of <em>P. fargesii</em>.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"243 ","pages":"Article 114743"},"PeriodicalIF":3.4,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145725055","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}