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Glycosidic phenylpropanoid dimers and trimers from Castanopsis choboensis and their anti-inflammatory activities 甜槠中糖苷类苯丙二聚体和三聚体及其抗炎活性
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-06-01 Epub Date: 2026-01-31 DOI: 10.1016/j.phytochem.2026.114798
Nao Pang , Yafeng Wang , Shuyao Li , Guiqin Li , Li Ge , Zhangbin Liu , Ruijie He , Kedi Yang , Yonglin Huang
{"title":"Glycosidic phenylpropanoid dimers and trimers from Castanopsis choboensis and their anti-inflammatory activities","authors":"Nao Pang ,&nbsp;Yafeng Wang ,&nbsp;Shuyao Li ,&nbsp;Guiqin Li ,&nbsp;Li Ge ,&nbsp;Zhangbin Liu ,&nbsp;Ruijie He ,&nbsp;Kedi Yang ,&nbsp;Yonglin Huang","doi":"10.1016/j.phytochem.2026.114798","DOIUrl":"10.1016/j.phytochem.2026.114798","url":null,"abstract":"<div><div>The first phytochemical study of <em>Castanopsis choboensis</em> Hickel &amp; A. Camus (Paul Robert Hickel &amp; Aimée Camus) leaves resulted in the isolation and structural characterization of nine previously undescribed glycosidic phenylpropanoid dimers and trimers, designated Choboensins A–I (<strong>1</strong>–<strong>9</strong>), along with nine known analogues (<strong>10</strong>–<strong>18</strong>). Comprehensive spectroscopic analysis, including HRESIMS and NMR spectroscopy, enabled full structural elucidation of these compounds. Absolute configurations were unambiguously assigned through comparison of experimental and calculated ECD spectra. Of particular structural significance, compound <strong>8</strong> represented the first reported glycosidic phenylpropanoid trimer featuring an unprecedented scaffold formed through the fusion of an aryltetralin-type lignan and a dihydrobenzofuran-type neolignan. Eyerin E exhibited moderate anti-inflammatory activity by inhibiting NO production (IC<sub>50</sub> = 15.1 μM) in LPS-stimulated macrophages, highlighting its pharmacological potential.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"246 ","pages":"Article 114798"},"PeriodicalIF":3.4,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146098689","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}
引用次数: 0
Specialized metabolites from the Chinese liverwort Heteroscyphus coalitus (Hook.) Schiffn and their anti-inflammatory activity 中国苔类植物Heteroscyphus coalitus (Hook.)的特殊代谢物希夫及其抗炎活性。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-06-01 Epub Date: 2026-02-09 DOI: 10.1016/j.phytochem.2026.114818
Shuangzhi Yuan , Jiaozhen Zhang , Chunyang Zhang , Yanan Qiao , Hong-Xiang Lou
{"title":"Specialized metabolites from the Chinese liverwort Heteroscyphus coalitus (Hook.) Schiffn and their anti-inflammatory activity","authors":"Shuangzhi Yuan ,&nbsp;Jiaozhen Zhang ,&nbsp;Chunyang Zhang ,&nbsp;Yanan Qiao ,&nbsp;Hong-Xiang Lou","doi":"10.1016/j.phytochem.2026.114818","DOIUrl":"10.1016/j.phytochem.2026.114818","url":null,"abstract":"<div><div>Four previously undescribed diterpenoids, <em>ent</em>-clerodanoids, coalitins A-C (<strong>1</strong>–<strong>3</strong>), an <em>ent</em>-abietanoid, coalisin A (<strong>5</strong>), and one 2-nor<em>-ent-</em>aromadendrane-type sesquiterpenoid, coalisin B (<strong>15</strong>), along with sixteen known compounds were isolated from the liverwort <em>Heteroscyphus coalitus</em> (Hook.) Schiffn. Interestingly, coalisin B (<strong>15</strong>), a norsesquiterpenoid featuring an unprecedented 2-nor-<em>ent</em>-aromadendrane skeleton different from the common natural series, was identified. Their structures were determined by NMR spectroscopic data analysis, high resolution electrospray ionization mass spectroscopy data and experimental electronic circular dichroism measurements. Subsequently, bioactivity assessments revealed that compounds <strong>12</strong>, <strong>17</strong>, and <strong>20</strong> exhibited potent NO inhibition in RAW 264.7 cells, with IC<sub>50</sub> values of 21.35, 27.36 and 13.98 μM, respectively. Further mechanistic studies manifested that the potent anti-inflammatory activity of <strong>12</strong>, <strong>17</strong>, and <strong>20</strong> were precisely evidenced by their ability to downregulate the relative phosphorylation levels of NF-κB p65 and concurrently suppress the production of cytokines TNF-α, IL-6, and IL-1β.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"246 ","pages":"Article 114818"},"PeriodicalIF":3.4,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146166332","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}
引用次数: 0
Caged xanthones with cytotoxic activity from the leaves and twigs of Garcinia oligantha 从藤黄叶和细枝中提取具有细胞毒活性的笼化山酮。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-24 DOI: 10.1016/j.phytochem.2026.114986
Xiao-Hui Peng , Sha Chen , Si-Yu Wang , Jin-Yuan Yang , Hao-Nan Li , Bin Lin , Hui-Ming Hua , Da-Hong Li
{"title":"Caged xanthones with cytotoxic activity from the leaves and twigs of Garcinia oligantha","authors":"Xiao-Hui Peng ,&nbsp;Sha Chen ,&nbsp;Si-Yu Wang ,&nbsp;Jin-Yuan Yang ,&nbsp;Hao-Nan Li ,&nbsp;Bin Lin ,&nbsp;Hui-Ming Hua ,&nbsp;Da-Hong Li","doi":"10.1016/j.phytochem.2026.114986","DOIUrl":"10.1016/j.phytochem.2026.114986","url":null,"abstract":"<div><div>Phytochemical studies on the leaves and twigs of <em>Garcinia oligantha</em> led to the isolation of the previously undescribed caged xanthones including two pairs of enantiomers (±) oliganthxanthone A (<strong>1a, 1b</strong>), (±) oliganthxanthone B (<strong>2a, 2b</strong>), (-) 15-hydroxy-8,8a-dihydrogaudichaudione H (<strong>3</strong>), and (-) 2-geranyl-gaudichaudione H (<strong>4</strong>), and fourteen known analogues (<strong>5</strong>-<strong>16, 17a,</strong> and <strong>17b</strong>). Their structures were established by HRMS, NMR spectroscopic analysis, and ECD calculation. Notably, <strong>1</strong> and <strong>2</strong> featuring the unprecedented 10,10-dimethyl-4-oxa-tricyclo[4.3.1.0<sup>3,7</sup>]dec-2-one scaffold, were rare scalemic caged polyprenylated xanthones (CPXs) different from the previously described CPXs with 5,5-dimethyl-4-oxa-tricyclo[4.3.1.0<sup>3,7</sup>]dec-2-one unit. This indicated the presence of two emerging biosynthetic pathways, highlighting the exploration of uncharted biochemical routes. A plausible biosynthetic pathway of these compounds was proposed. The cytotoxic activities of all the isolated compounds against A375 (human malignant melanoma cells), A549 (human lung adenocarcinoma cells), HepG2 (human hepatocellular carcinoma cells), and MCF-7 (human breast adenocarcinoma cells) were assayed. Among all the undescribed compounds, <strong>4</strong> showed the strongest cytotoxic activity. Further research revealed that <strong>4</strong> exerted its cytotoxic activity by promoting cell apoptosis, and it also exhibited anti-migratory and anti-invasive activities against A549 and MCF-7 cells. Network pharmacology analysis and molecular docking experiments indicated that <strong>4</strong> was likely to induce apoptosis in MCF-7 cells by acting on the NF-<em>κ</em>B pathway through IKK<em>β</em> protein.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"250 ","pages":"Article 114986"},"PeriodicalIF":3.4,"publicationDate":"2026-05-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148016830","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}
引用次数: 0
Isolation and functional characterization of terpene synthases from Mediterranean plant Styrax officinalis 地中海植物Styrax officinalis萜类合成酶的分离及功能鉴定。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-20 DOI: 10.1016/j.phytochem.2026.114972
Bharadwaj Revuru , Prasada Rao Konagala , Hanan Swaed, Byan Kinan, Aseel Zoabi, Mwafaq Ibdah
{"title":"Isolation and functional characterization of terpene synthases from Mediterranean plant Styrax officinalis","authors":"Bharadwaj Revuru ,&nbsp;Prasada Rao Konagala ,&nbsp;Hanan Swaed,&nbsp;Byan Kinan,&nbsp;Aseel Zoabi,&nbsp;Mwafaq Ibdah","doi":"10.1016/j.phytochem.2026.114972","DOIUrl":"10.1016/j.phytochem.2026.114972","url":null,"abstract":"<div><div>Terpenes are specialized metabolites widely distributed across life, including plants, bacteria, fungi, and insects, where they play diverse ecological and physiological roles. In plants, they contribute to defense, reproduction, and interactions with the environment. <em>Styrax officinalis</em> L. (Styracaceae) is an evergreen-deciduous tree or shrub that produces diverse specialized metabolites, including volatile terpenes of ecological and industrial importance. We used transcriptomic, metabolomic, and biochemical analyses to study <em>S. officinalis</em>, revealing the genetic and enzymatic mechanisms underlying terpene biosynthesis. RNA-seq analysis identified seven terpene synthases (<em>Sty</em>TPS1-<em>Sty</em>TPS7) and one putative acyclic terpene utilization protein (<em>Sty</em>ACTS). These genes were cloned, and their functions were experimentally confirmed. Transcript profiling revealed tissue-specific expression of <em>Sty</em>TPS1 in flowers, <em>Sty</em>TPS2-<em>Sty</em>TPS5 in young leaves, and <em>Sty</em>TPS6-<em>Sty</em>TPS7 in mature leaves. Recombinant proteins with C-terminal His-tags were assayed using geranyl pyrophosphate (GPP), farnesyl pyrophosphate (FPP), and geranylgeranyl pyrophosphate (GGPP). Most TPS enzymes primarily produce acyclic monoterpenes, such as nerol (<strong>1</strong>). <em>Sty</em>TPS3 and <em>Sty</em>TPS4 showed substrate promiscuity, forming multiple mono- and sesquiterpenes. <em>Sty</em>TPS5 produced defense-related sesquiterpenes, including (<em>Z,E</em>)-<em>α</em>-farnesene (<strong>2</strong>) and (<em>E</em>)-<em>β</em>-farnesene (<strong>3</strong>). <em>Sty</em>TPS6 catalyzed the formation of diterpenes, including geranyllinalool (<strong>4</strong>), from GGPP. <em>Sty</em>ACTS produced linalool (<strong>5</strong>) and (<em>Z</em>)-nerolidol (<strong>6</strong>), representing novel functional terpene synthase-like activity in the plant system. The mono-, sesqui-, and diterpene products of <em>Sty</em>TPS highlight substantial catalytic plasticity and reflect the evolutionary and ecological fitness of Styrax. These findings provide the first detailed functional map of terpene metabolism in <em>S. officinalis</em> and offer insights into terpene diversity, ecological roles, and biotechnological potential.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"250 ","pages":"Article 114972"},"PeriodicalIF":3.4,"publicationDate":"2026-05-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147974626","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}
引用次数: 0
Identification and characterization of three acyltransferases involved in the hydroxycinnamic acid amide synthesis of goji berry 枸杞合成羟基肉桂酸酰胺的3种酰基转移酶的鉴定与表征。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-15 DOI: 10.1016/j.phytochem.2026.114957
Pei Ma , Jiao Zhang , Wei Liu , Juan Xi , Yinglan Nie , Ping Su , Alisdair R. Fernie , Luqi Huang , Dan Qian
{"title":"Identification and characterization of three acyltransferases involved in the hydroxycinnamic acid amide synthesis of goji berry","authors":"Pei Ma ,&nbsp;Jiao Zhang ,&nbsp;Wei Liu ,&nbsp;Juan Xi ,&nbsp;Yinglan Nie ,&nbsp;Ping Su ,&nbsp;Alisdair R. Fernie ,&nbsp;Luqi Huang ,&nbsp;Dan Qian","doi":"10.1016/j.phytochem.2026.114957","DOIUrl":"10.1016/j.phytochem.2026.114957","url":null,"abstract":"&lt;div&gt;&lt;ul&gt;&lt;li&gt;&lt;span&gt;•&lt;/span&gt;&lt;span&gt;&lt;div&gt;LaSHT1 is specific to spermine.&lt;/div&gt;&lt;/span&gt;&lt;/li&gt;&lt;li&gt;&lt;span&gt;•&lt;/span&gt;&lt;span&gt;&lt;div&gt;LaSHT2 and LcSHT exhibit broad substrate specificity and different catalytic activities.&lt;/div&gt;&lt;/span&gt;&lt;/li&gt;&lt;li&gt;&lt;span&gt;•&lt;/span&gt;&lt;span&gt;&lt;div&gt;MD simulations revealed four binding modes for LaSHT2 and LcSHT with substrates.&lt;/div&gt;&lt;/span&gt;&lt;/li&gt;&lt;li&gt;&lt;span&gt;•&lt;/span&gt;&lt;span&gt;&lt;div&gt;Active pocket dimensions explain the varying catalytic efficiencies of these enzymes.&lt;/div&gt;&lt;/span&gt;&lt;/li&gt;&lt;li&gt;&lt;span&gt;•&lt;/span&gt;&lt;span&gt;&lt;div&gt;A mutant library identified key residues affecting substrate binding and activity.&lt;/div&gt;&lt;/span&gt;&lt;/li&gt;&lt;/ul&gt;&lt;/div&gt;&lt;div&gt;&lt;div&gt;Hydroxycinnamic acid amides (HCAAs) featuring spermine or spermidine represent a major class of specialized metabolites in goji berries (&lt;em&gt;Lycium&lt;/em&gt; spp.) and exhibit diverse pharmacological activities. Acylation is essential for HCAAs biosynthesis, yet the underlying enzymatic mechanisms in goji berries remain unclear. In this study, three acyltransferase genes (&lt;em&gt;LaSHT1&lt;/em&gt;, &lt;em&gt;LaSHT2&lt;/em&gt; and &lt;em&gt;LcSHT&lt;/em&gt;) were cloned from goji berries. &lt;em&gt;In vitro&lt;/em&gt; assays revealed that all three enzymes catalyze the formation of double &lt;em&gt;N&lt;/em&gt;-acylated HCAAs exhibiting distinct substrate preferences. Further biochemical characterization of the recombinant proteins determined their optimal catalytic conditions and kinetic parameters, thereby defining their substrate specificities toward spermine and spermidine. Gene expression analysis revealed that &lt;em&gt;LaSHT1&lt;/em&gt;, &lt;em&gt;LaSHT2&lt;/em&gt;, and &lt;em&gt;LcSHT&lt;/em&gt; are differentially expressed across tissues, suggesting their distinct physiological roles in HCAAs accumulation in goji. To elucidate the structural basis of substrate recognition, we analyzed the substrate binding of LaSHT2 and LcSHT using homology modeling, molecular docking, and molecular dynamics simulations, which revealed the distances, stabilities, and conformations of substrates within these active pockets. Site-directed mutagenesis identified residues that strongly influence catalytic activity, providing preliminary insights into the SHT catalytic mechanism for recognizing diverse polyamines. Together, these results provide insight into the enzymatic basis of HCAA biosynthesis in goji berry.&lt;/div&gt;&lt;/div&gt;&lt;div&gt;Hydroxycinnamic acid amides (HCAAs) featuring spermine or spermidine represent a major class of specialized metabolites in goji berries (&lt;em&gt;Lycium&lt;/em&gt; spp.) and exhibit diverse pharmacological activities. Acylation is essential for HCAAs biosynthesis, yet the underlying enzymatic mechanisms in goji berries remain unclear. In this study, three acyltransferase genes (&lt;em&gt;LaSHT1&lt;/em&gt;, &lt;em&gt;LaSHT2&lt;/em&gt; and &lt;em&gt;LcSHT&lt;/em&gt;) were cloned from goji berries. &lt;em&gt;In vitro&lt;/em&gt; assays revealed that all three enzymes catalyze the formation of double &lt;em&gt;N&lt;/em&gt;-acylated HCAAs exhibiting distinct substrate preferences. Further biochemical characterization of the recombinant proteins determined their optimal catalytic conditions","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"250 ","pages":"Article 114957"},"PeriodicalIF":3.4,"publicationDate":"2026-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147960225","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}
引用次数: 0
Chloro-containing polyketides with anti-neuroinflammatory and anti-angiogenic activities from a coralline algicolous fungal strain Diaporthe middletonii Km3279 珊瑚褐藻真菌Diaporthe middletonii Km3279具有抗神经炎和抗血管生成活性的含氯聚酮。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-01 Epub Date: 2026-01-22 DOI: 10.1016/j.phytochem.2026.114784
Yi-Fei Liao , George Hsiao , Shih-Wei Wang , Wei-Chiung Chi , Yuan-Chung Cheng , Shu-Jung Huang , Jyh-Yih Leu , Yung-Song Wang , Tzong-Huei Lee
{"title":"Chloro-containing polyketides with anti-neuroinflammatory and anti-angiogenic activities from a coralline algicolous fungal strain Diaporthe middletonii Km3279","authors":"Yi-Fei Liao ,&nbsp;George Hsiao ,&nbsp;Shih-Wei Wang ,&nbsp;Wei-Chiung Chi ,&nbsp;Yuan-Chung Cheng ,&nbsp;Shu-Jung Huang ,&nbsp;Jyh-Yih Leu ,&nbsp;Yung-Song Wang ,&nbsp;Tzong-Huei Lee","doi":"10.1016/j.phytochem.2026.114784","DOIUrl":"10.1016/j.phytochem.2026.114784","url":null,"abstract":"<div><div>In this study, a fungal strain <em>Diaporthe middletonii</em> Km3279, was isolated from the coralline alga <em>Corallina declinata</em> collected in Lieyu Township, Kinmen County, Taiwan, and subsequently identified. Liquid fermentation was carried out using the OSMAC (one strain, many compounds) strategy, with cultures grown in freshwater potato dextrose broth, brackish water (17 ‰) with malt extract (ME) medium, and freshwater ME medium supplemented with 0.03 % potassium iodide for 14–21 days. Following fermentation, all culture broths were extracted with ethyl acetate. The resulting dried extracts were then sequentially separated and purified by Sephadex LH-20 open-column chromatography, medium-pressure liquid chromatography, and high-performance liquid chromatography. This process led to the isolation and characterization of seven previously undescribed polyketides, designated diaportonicins A–G (<strong>1</strong>–<strong>7</strong>), along with five known compounds: periconsin D (<strong>8</strong>), cryptosporiopsinol (<strong>9</strong>), periconsin B (<strong>10</strong>), periconsin E (<strong>11</strong>), and (<em>S</em>)-6-hydroxymellein (<strong>12</strong>). In anti-neuroinflammatory assays, compounds <strong>5</strong>, <strong>8</strong>, <strong>11</strong>, and <strong>12</strong> showed potent inhibitory effects on nitric oxide production in murine microglial BV-2 cells with IC<sub>50</sub> values of 1.39 ± 0.26, 0.58 ± 0.07, 9.86 ± 1.91, and 6.19 ± 1.30 μM, respectively, and without detectable cytotoxicity. In addition, compounds <strong>5</strong>, <strong>7</strong>, and <strong>9</strong> exhibited moderate to strong anti-angiogenic activities by inhibiting tube formation in endothelial progenitor cells, with IC<sub>50</sub> values of 8.00 ± 1.00, 5.00 ± 1.00, and 26.00 ± 2.00 μM, respectively. A putative biosynthetic pathway for compounds <strong>1</strong>–<strong>11</strong> is also proposed.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"245 ","pages":"Article 114784"},"PeriodicalIF":3.4,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146044052","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}
引用次数: 0
Natural cadinane-type sesquiterpenoids and their bioactivity: a review (2015–2025) 天然苯胺型倍半萜类化合物及其生物活性研究进展(2015-2025)
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-01 Epub Date: 2026-01-20 DOI: 10.1016/j.phytochem.2026.114781
Sheng-Zhi Wang , Hong Zhu , Xiao-Po Zhang , De-Li Chen
{"title":"Natural cadinane-type sesquiterpenoids and their bioactivity: a review (2015–2025)","authors":"Sheng-Zhi Wang ,&nbsp;Hong Zhu ,&nbsp;Xiao-Po Zhang ,&nbsp;De-Li Chen","doi":"10.1016/j.phytochem.2026.114781","DOIUrl":"10.1016/j.phytochem.2026.114781","url":null,"abstract":"<div><div>Natural cadinene-type sesquiterpenoids (CTSs) exhibit diverse structures and a wide range of pharmacological activities, including anti-tumor, anti-inflammatory, and antibacterial effects. They represent an important source for new drug discovery and development. By searching the PubMed, Web of Science, and the China National Knowledge Infrastructure (CNKI) databases, this review summarizes the research progress on 283 naturally occurring CTSs isolated and identified from plants, terrestrial fungi, marine organisms, and bacteria between 2015 and 2025. Based on their structural characteristics, these CTSs were classified into 145 bicyclic CTSs, 76 tricyclic CTSs, 37 carbon-bridged CTS dimers, 13 oxygen-bridged CTS dimers, 2 CTS trimers, and 10 heterocyclic CTSs. In addition, the biological activities and biosynthetic pathways of selected compounds are summarized. This work may facilitate the discovery and development of therapeutic agents derived from natural CTSs.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"245 ","pages":"Article 114781"},"PeriodicalIF":3.4,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146024156","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}
引用次数: 0
Iridal-type triterpenoids and stilbenes with anti-inflammatory activities from the rhizomes of Iris domestica 鸢尾根状茎中具有抗炎活性的鸢尾型三萜和二苯乙烯类化合物。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-01 Epub Date: 2026-01-02 DOI: 10.1016/j.phytochem.2025.114766
Kai-Dong Liu , Jiao-Jiao Zhou , Jiang Fu , Teng-Teng Meng , Jing Qu
{"title":"Iridal-type triterpenoids and stilbenes with anti-inflammatory activities from the rhizomes of Iris domestica","authors":"Kai-Dong Liu ,&nbsp;Jiao-Jiao Zhou ,&nbsp;Jiang Fu ,&nbsp;Teng-Teng Meng ,&nbsp;Jing Qu","doi":"10.1016/j.phytochem.2025.114766","DOIUrl":"10.1016/j.phytochem.2025.114766","url":null,"abstract":"<div><div>Five previously undescribed iridal-type triterpenoids (belamcaniridals A-C and polycycloiridals U–V), three undescribed stilbenes (belamcanenes C, D, F), and thirteen known compounds were isolated from the rhizomes of <em>Iris domestica.</em> The chemical structures of the unknown compounds were established by interpreting extensive spectroscopic data, including HR-ESIMS, NMR and ECD. The previously undescribed iridal-type triterpenoids isolated had a certain degree of novelty in structure. Stilbenes (mixture <strong>6</strong>, <strong>8</strong>) exhibited anti-inflammatory activities with inhibition rates of 65.31 ± 0.16 % and 64.53 ± 0.09 %, respectively, against the NF-κB signaling pathway at a concentration of 10 μM. Compounds <strong>18</strong> and <strong>20</strong> exhibited antiproliferative activities against the K562 human leukemia cell line with IC<sub>50</sub> values of 15.54 ± 1.52 μM (<strong>18</strong>) and 4.20 ± 0.70 μM (<strong>20</strong>), respectively.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"245 ","pages":"Article 114766"},"PeriodicalIF":3.4,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145900984","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}
引用次数: 0
Discovery of and mechanistic insights into anti-inflammatory sesquiterpenoids from flowers of Inula japonica Thunb 日本菊花中抗炎倍半萜类化合物的发现及其机理研究。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-01 Epub Date: 2026-01-21 DOI: 10.1016/j.phytochem.2026.114783
Trung Huy Ngo , Ngoc Duy Le , Kibria Gulam , Hyukjae Choi , Jong Oh Kim , Joo-Won Nam
{"title":"Discovery of and mechanistic insights into anti-inflammatory sesquiterpenoids from flowers of Inula japonica Thunb","authors":"Trung Huy Ngo ,&nbsp;Ngoc Duy Le ,&nbsp;Kibria Gulam ,&nbsp;Hyukjae Choi ,&nbsp;Jong Oh Kim ,&nbsp;Joo-Won Nam","doi":"10.1016/j.phytochem.2026.114783","DOIUrl":"10.1016/j.phytochem.2026.114783","url":null,"abstract":"<div><div>Flowers of <em>Inula japonica</em> Thunb., a rich source of sesquiterpenoids, have long been used in traditional medicine to improve inflammatory conditions. To explore previously unreported anti-inflammatory sesquiterpenoids, isolation and structural elucidation were performed on this plant material, yielding 18 compounds (<strong>1</strong>−<strong>18</strong>), including 6 previously undescribed sesquiterpenoids (<strong>1</strong>−<strong>3</strong> and <strong>6</strong>−<strong>8</strong>). The structures of these compounds, including their absolute configurations, were assigned based on one- and two-dimensional nuclear magnetic resonance experiments, high-resolution electrospray ionization mass spectrometry, electronic circular dichroism spectral calculations and measurements, and chemical derivatization. Compounds <strong>3</strong>, <strong>8</strong>−<strong>11</strong>, <strong>14</strong>, and <strong>18</strong> significantly inhibited NO production in lipopolysaccharide-stimulated macrophages. Network pharmacology analysis suggested the involvement of the MAPK signaling pathway, along with key targets such as AKT1, EGFR, JUN, CASP3, CCND1, and IL1B, in the biological action of the active compounds. This outcome is supported by a molecular docking model, which proposes binding patterns between the active compounds and key targets. The results of this study improve our understanding of the anti-inflammatory mechanisms of <em>I. japonica</em> flowers and contribute to the structural diversity of bioactive sesquiterpenoids.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"245 ","pages":"Article 114783"},"PeriodicalIF":3.4,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146041229","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}
引用次数: 0
Grifolin derivatives from the fruiting bodies of Albatrellus dispansus 信天翁子实体的灰斑叶蛋白衍生物。
IF 3.4 2区 生物学
Phytochemistry Pub Date : 2026-05-01 Epub Date: 2025-12-28 DOI: 10.1016/j.phytochem.2025.114765
Guang-Qiong Li , Hui Liu , Zheng-Hui Li , Ji-Kai Liu
{"title":"Grifolin derivatives from the fruiting bodies of Albatrellus dispansus","authors":"Guang-Qiong Li ,&nbsp;Hui Liu ,&nbsp;Zheng-Hui Li ,&nbsp;Ji-Kai Liu","doi":"10.1016/j.phytochem.2025.114765","DOIUrl":"10.1016/j.phytochem.2025.114765","url":null,"abstract":"<div><div>Ten previously undescribed grifolin derivatives (<strong>1</strong>, <strong>2</strong>, and <strong>4</strong>–<strong>11</strong>), including three pairs of enantiomers, and five known analogs (<strong>3</strong> and <strong>12</strong>–<strong>15</strong>), were isolated from the ethanol extract of <em>Albatrellus dispansus</em>. Their chemical structures were determined based on spectroscopic analysis, electronic circular dichroism calculations, and acid hydrolysis. In addition, all 15 isolated compounds were evaluated for cytotoxicity and antibacterial activities. Compound <strong>15</strong> showed mild antibacterial activity against MRSA with MIC values of 6.2 μM. Compound <strong>13</strong> showed moderate cytotoxicity against the human cancer MCF-7 cell line with IC<sub>50</sub> values of 4.06 μM.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"245 ","pages":"Article 114765"},"PeriodicalIF":3.4,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145864610","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}
引用次数: 0
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