Phytochemistry最新文献

{"title":"Antibacterial activity and mechanism of polyketides from the marine-derived fungus Talaromyces sp.","authors":"Ruiyun Huo ,&nbsp;Guangrong Zi ,&nbsp;Dongxiao Shi ,&nbsp;Ying Shi ,&nbsp;Jinwei Ren ,&nbsp;Kui Hong ,&nbsp;Ling Liu","doi":"10.1016/j.phytochem.2025.114606","DOIUrl":"10.1016/j.phytochem.2025.114606","url":null,"abstract":"<div><div>Six previously undescribed natural products, talaromenes A−D (<strong>1</strong>−<strong>4</strong>), prugosene F (<strong>5</strong>), and prugosene G (<strong>6</strong>), as well as four previously known compounds (<strong>7</strong>−<strong>10</strong>), were isolated and characterized from the culture of the marine-derived fungus <em>Talaromyces</em> sp. WHUF04072. The structures of these compounds were determined by the HRESIMS and NMR spectroscopic data. The absolute configurations of the unreported compounds were determined by ECD calculations and ECD experiments induced by Rh₂(OCOCF₃)₄. Moreover, all isolated compounds were evaluated for their antibacterial activities. Compound <strong>8</strong> exhibit significant antibacterial activities against several strains of <em>Staphylococcus aureus</em> with MICs ranging from 0.125 to 0.25 μg/mL. Additionally, it can effectively inhibit the biofilms formation of methicillin-resistant <em>S. aureus</em> (MRSA). Further mechanism studies revealed that <strong>8</strong> could exhibited significant antibacterial effects against MRSA by disrupting bacterial membranes. These results suggested that <strong>8</strong> may be developed into a new antibacterial candidate for combating MRSA infections.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114606"},"PeriodicalIF":3.2,"publicationDate":"2025-06-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144534376","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":"Dammarane triterpenoids with anti-inflammatory and promoting glucose uptake activities from the leaves of Cyclocarya paliurus","authors":"Xiaoqin Liang ,&nbsp;Qingfang Zheng ,&nbsp;Biqun Zou ,&nbsp;Yanqin Li ,&nbsp;Liwei Pan ,&nbsp;Chenyang Ren ,&nbsp;Jiwen Xin ,&nbsp;Bo Yang ,&nbsp;Ruiyun Yang ,&nbsp;Weifeng Xu ,&nbsp;Chaowen He ,&nbsp;Yanling Cui ,&nbsp;Wen Tang ,&nbsp;Ruijie He ,&nbsp;Jun Li","doi":"10.1016/j.phytochem.2025.114605","DOIUrl":"10.1016/j.phytochem.2025.114605","url":null,"abstract":"<div><div>Fourteen triterpenoids, namely eight undescribed dammarane triterpenoid saponins (<strong>1</strong>–<strong>8</strong>, named cypaliurusides S–Z₇) and six known analogues (<strong>9</strong>–<strong>14</strong>), were isolated from the leaves of <em>Cyclocarya paliurus</em>. The undescribed compounds exhibited diverse side-chain modifications, including conjugated double bonds, multiple hydroxyl groups and a five-member oxygen ring formed via 20,24-diol dehydration. Their structures were elucidated through comprehensive nuclear magnetic resonance (NMR) (1D/2D) and high-resolution electrospray ionisation mass spectrometry data analysis, with absolute configurations determined by dimolybdenum tetraacetate induced <strong>circular dichroism</strong> spectra and <strong>density functional theory gauge-independent atomic orbital</strong> ¹³C-NMR calculation. <strong>Bioactivity evaluation</strong> revealed that cypaliurusides T (<strong>2</strong>) and U (<strong>3</strong>) exhibited <strong>potent</strong> anti-inflammatory activity [<strong>half-maximal inhibitory concentration (</strong>IC₅₀) = 7.6 and 8.1 μM, respectively], surpassing that of the positive control dexamethasone (IC₅₀ = 9.2 μM). Additionally, cypaliurusides S (<strong>1</strong>), T (<strong>2</strong>), U (<strong>3</strong>), X (<strong>5</strong>) and Y (<strong>6</strong>) <strong>showed a dose-dependent enhancement</strong> of insulin-stimulated glucose uptake in 3T3-L1 adipocytes at concentrations of 2.5–10 μM. Structure–activity relationship analysis indicated that C-24/C-25 dihydroxylation is critical for anti-inflammatory activity, while the C-25 hydroxyl group is essential for enhancing glucose uptake. These findings may contribute to the discovery of antidiabetic agents.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114605"},"PeriodicalIF":3.2,"publicationDate":"2025-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144513608","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":"Eleven undescribed bisabolane-type sesquiterpenoids from Artemisia persica.","authors":"Jakhongir Umaraliev, Adkham Ganiev, Ablajan Turak, Nurmirza Begmatov, Khayrulla Bobakulov, Nasrulla Abdullaev, Zhao Jiangyu, Haji Akber Aisa","doi":"10.1016/j.phytochem.2025.114602","DOIUrl":"https://doi.org/10.1016/j.phytochem.2025.114602","url":null,"abstract":"<p><p>Eleven previously undescribed bisabolane-type sesquiterpenoids were successfully isolated from Artemisia persica. The structures of these compounds were comprehensively elucidated through a combination of advanced spectroscopic techniques, including one-dimensional and two-dimensional nuclear magnetic resonance, high-resolution electrospray ionization mass spectrometry, and ultraviolet spectroscopy. Structural assignments were further confirmed by comparison of experimental and time-dependent density functional theory-calculated electronic circular dichroism spectra, as well as single-crystal X-ray diffraction analysis where applicable. To assess their pharmacological relevance, the isolated sesquiterpenoids were subjected to in vitro evaluation of anti-inflammatory activity and cytotoxic potential. Compounds 6 and 9 demonstrated limited anti-inflammatory activity in the lipopolysaccharide-induced inflammation model using RAW 264.7 mouse macrophages, with IC₅₀ values of 111.1 ± 4.66 μM and 247.8 ± 1.49 μM, respectively.</p>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":" ","pages":"114602"},"PeriodicalIF":3.2,"publicationDate":"2025-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144529304","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":"Natural products against autoimmune hepatitis: Structures, pharmacologies and mechanisms","authors":"Jiahui Wang ,&nbsp;Qianru Wang ,&nbsp;Wanxin Xiao,&nbsp;Chenyu Dang,&nbsp;Shuanggang Ma","doi":"10.1016/j.phytochem.2025.114603","DOIUrl":"10.1016/j.phytochem.2025.114603","url":null,"abstract":"<div><div>Autoimmune hepatitis (AIH) is a chronic disease characterized by lymphocyte infiltration in the liver. Ignoring and delaying treatment may lead to cirrhosis or end-stage liver failure. The incidence and prevalence of AIH are gradually increasing worldwide, affecting individuals of all ages, with females being particularly susceptible. Although a prompt response to treatment with corticosteroids and other immunomodulatory drugs is nearly universal and supports the diagnosis, their side effects cannot be avoided. Chinese herbs have been used for thousands of years to treat a wide range of diseases. Natural products (NPs) have become vital resources for bioactive agents in the discovery of anti-AIH drugs. Recently, more natural components have been utilized for treating liver disorders, emerging as a promising therapy for various hepatic conditions. The structures and properties of natural products for treating AIH, including phytochemistry, potential therapeutic mechanisms, and recent advances are summarized in this review. The development of novel anti-AIH agents will be significantly advanced by confirming the effective inhibition of AIH by NPs both <em>in vitro</em> and <em>in vivo</em>.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114603"},"PeriodicalIF":3.2,"publicationDate":"2025-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144523910","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":"Discovery of a previously undescribed immunopotentiator:identification and immune-stimulating activity of saponins from Hylomecon japonica (Thunb.) Prantl & Kündig.","authors":"Peixin Shi, Jingjing Zhao, Jianan Niu, Jianxiu Zhai, Jun Yin","doi":"10.1016/j.phytochem.2025.114601","DOIUrl":"https://doi.org/10.1016/j.phytochem.2025.114601","url":null,"abstract":"<p><p>The total saponins from Hylomecon japonica (Thunb.) Prantl & Kündig were found to exhibit significant immune-stimulating activity. This finding prompted the bioassay-guided isolation of ten triterpenoid saponins from the herb, including six previously undescribed saponins (1-6) and four known ones (7-10). Their chemical structures were unambiguously determined through comprehensive spectroscopic data analysis. Initial screening revealed that compounds 1-3 did not exhibit cytotoxic effects on splenic lymphocytes in vitro, and compound 2 demonstrated significant proliferative activity. Further, flow cytometry analysis showed that compound 2 significantly increased the expression levels of CD80, CD86, and MHC II on the surface of bone marrow-derived dendritic cells (BMDCs), suggesting its potential to promote BMDCs maturation. Moreover, ELISA and RT-qPCR assays indicated that compound 2 enhanced the production of immune cytokines IFN-γ, IL-2, and TNF-α, and upregulated the expression of immune-related genes IFN-γ, NF-κB, and TLR4 in BMDCs. Additionally, mixed lymphocyte reaction (MLR) experiments confirmed that compound 2 amplified the T cell-mediated immune response facilitated by BMDCs. These findings establish a fundamental basis for investigating immune-enhancing effect of triterpenoids.</p>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":" ","pages":"114601"},"PeriodicalIF":3.2,"publicationDate":"2025-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144512337","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":"Exogenous nitric oxide alleviates the toxicity of 1,3-dibutyl imidazole bromide on foxtail millet","authors":"Dongsheng Wang,&nbsp;Yueyue Qiao,&nbsp;Weizhong Liu","doi":"10.1016/j.phytochem.2025.114604","DOIUrl":"10.1016/j.phytochem.2025.114604","url":null,"abstract":"<div><div>Ionic liquids exhibit distinctive properties, including low vapor pressure, high thermal stability, good electrical conductivity, and versatile design possibilities, which render them applicable across various fields. However, their increasing utilization has raised concerns regarding ecotoxicity. This study investigates the impact of 1,3-dibutyl imidazole bromide (DIB) on foxtail millet and examines the effects of exogenously applied sodium nitroprusside, a nitric oxide donor, on the toxicity of DIB. Physiological analyses indicated that DIB treatment inhibits seed germination and seedling growth, and decreases chlorophyll content; conversely, malondialdehyde levels were notably elevated in foxtail millet. The exogenously applied nitric oxide mitigated these detrimental effects. Nitric oxide also enhanced peroxidase activity and increased the concentrations of two osmotic regulation compounds, proline and soluble sugars, in leaves of foxtail millet. RNA sequencing results suggested that nitric oxide alleviates DIB-induced phytotoxicity possibly through modulation of chlorophyll metabolism, biosynthesis pathways for various secondary metabolites, signaling transduction involving ethylene and jasmonate responses, as well as processes related to metal ion binding. These investigations not only elucidate the specific impacts of ionic liquids on plant physiology but also provide a scientific basis for employing exogenous nitric oxide as an effective strategy for mitigating toxicity in agricultural practices.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114604"},"PeriodicalIF":3.2,"publicationDate":"2025-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144491100","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":"Terpenoids from Aglaia edulis and their lung epithelial cells protective activity","authors":"Ling Li ,&nbsp;Qianqian Yin ,&nbsp;Yanping Zhang ,&nbsp;Linlin Yang ,&nbsp;Yue Gao ,&nbsp;Jinle Hao ,&nbsp;Bin Lin ,&nbsp;Di Zhou ,&nbsp;Ning Li","doi":"10.1016/j.phytochem.2025.114599","DOIUrl":"10.1016/j.phytochem.2025.114599","url":null,"abstract":"<div><div>A significant protective effect on lung epithelial cells was observed with the terpenoids of <em>Aglaia edulis</em> twigs and leaves. Lung epithelial cells protective activity guided phytochemical research afforded nineteen triterpenoids (<strong>1</strong>–<strong>19</strong>), six diterpenoids (<strong>20</strong>–<strong>25</strong>) and four sesquiterpenes (<strong>26</strong>–<strong>29</strong>), including four unreported compounds (<strong>1</strong>, <strong>16</strong>, <strong>20</strong> and <strong>22</strong>), from <em>A. edulis</em>. All structures were clarified by HR-ESI-MS, NMR and ECD spectra. The lung epithelial protective effect of these compounds was assessed using NNK-induced MLE-12 cells. Biological assay indicated that compounds <strong>1</strong>–<strong>2</strong>, <strong>4</strong>–<strong>6</strong>, <strong>8</strong>, <strong>10</strong>, <strong>12</strong>–<strong>15</strong> could reverse the damage induced by NNK in MLE-12 cells.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114599"},"PeriodicalIF":3.2,"publicationDate":"2025-06-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144502284","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":"Uncommon 4-methylpregnane and anti-inflammatory 5α,8α-epidioxysterols from the South China Sea soft coral Sarcophyton sp.","authors":"Sheng-Hui Zhu ,&nbsp;Qi Gong ,&nbsp;Song-Wei Li ,&nbsp;Hai-Yan Zhang ,&nbsp;Yue-Wei Guo","doi":"10.1016/j.phytochem.2025.114586","DOIUrl":"10.1016/j.phytochem.2025.114586","url":null,"abstract":"<div><div>One uncommon 4-methylpregnane-type steroid (<strong>1</strong>), four previously undescribed 5α,8α-epidioxysterols (<strong>3</strong>–<strong>6</strong>), along with two known compounds (<strong>2</strong> and <strong>7</strong>), were isolated from the Chinese soft coral <em>Sarcophyton</em> sp. A distinguishing feature of <strong>3</strong>–<strong>6</strong> was the presence of a rare 1,2-dioxane ring system, which has not been frequently reported in the steroids from <em>Sarcophyton</em> genus. Their structures were determined by extensive spectroscopic analysis, comparison with the spectral data reported in the literature and X-ray diffraction analysis. In <em>in vitro</em> bioassays, compounds <strong>3</strong>–<strong>6</strong> exhibited significant anti-inflammatory activities, with the peroxide bridge in the B-ring hypothesized to play a key role in these effects. The results underscore the therapeutic potential of marine-derived steroidal compounds, particularly for the treatment of inflammatory diseases. This study highlights the South China Sea soft corals as a valuable resource for bioactive compounds and offers new directions for drug discovery in the field of anti-inflammatory therapies.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114586"},"PeriodicalIF":3.2,"publicationDate":"2025-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144497636","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":"Norsesquiterpenoids from terrestrial and marine organisms: Chemistry, activity and possible biosynthetic pathways (1963–2024)","authors":"Tao-Tao Xue ,&nbsp;Bao-Long Hou ,&nbsp;Meng-Meng Yuan ,&nbsp;Zhi-Shu Tang ,&nbsp;Hong-Bo Xu","doi":"10.1016/j.phytochem.2025.114592","DOIUrl":"10.1016/j.phytochem.2025.114592","url":null,"abstract":"<div><div>Norsesquiterpenoids are naturally occurring carbon-reduced derivatives of sesquiterpenoids that are biosynthesised according to the isoprene rule of Ruzicka. Norsesquiterpenoids have attracted considerable interest from chemists and biologists because of their distinct structural characteristics and biological activity. Numerous norsesquiterpenoids with novel carbon skeletons have been reported. Their diverse structures are linked to various potent biological activities, including anti-inflammatory, anti-microbial, anti-viral, anti-oxidant, anti-Alzheimer, hypoglycaemic and cytotoxic. This review provides a comprehensive summary of 693 natural norsesquiterpenoids discovered in plants, fungi, marine organisms and microorganisms between 1963 and 2024, focussing on their identification, bioactivities and biosynthesis. The review also provides a brief overview of the biosynthesis of norsesquiterpenoids. In addition, several recommendations are proposed for future research. This review aims to serve as a useful reference for the development of natural norsesquiterpenoids and to provide beneficial guidance for the application of these health-related compounds and their source plants in pharmaceuticals, functional foods, cosmetics and agriculture.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114592"},"PeriodicalIF":3.2,"publicationDate":"2025-06-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144481622","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":"Hypoglycemic cucurbitane-type triterpenoids from fruits of Citrullus colocynthis","authors":"Hua-Wei Lv ,&nbsp;Yu Wan ,&nbsp;Wen-Lin Fan ,&nbsp;Meng-Di Zhu ,&nbsp;Qiao-Liang Wang ,&nbsp;Zhong-Bo Zhou ,&nbsp;Chang-Chun Chen ,&nbsp;Hong Wang ,&nbsp;Xing-Nuo Li","doi":"10.1016/j.phytochem.2025.114600","DOIUrl":"10.1016/j.phytochem.2025.114600","url":null,"abstract":"<div><div>Three previously undescribed cucurbitacins J-L (<strong>1</strong>–<strong>3</strong>) and two undescribed cucurbitane-type triterpenoid glycosides (<strong>4</strong>–<strong>5</strong>) were isolated, along with seven known analogues, from the 95 % ethanol extract of the fruits of <em>Citrullus colocynthis</em> under the guidance of bioassay and molecular networking. The structures of these previously undescribed compounds were elucidated using HRESIMS, 1D and 2D nuclear magnetic resonance data analysis. Absolute configurations were determined through quantum chemical electronic circular dichroism calculations and acid hydrolysis analysis. Compounds <strong>1</strong>, <strong>3–4</strong>, and <strong>6–11</strong> elicited stimulatory effects on glucagon-like peptide-1 (GLP-1) secretion in Caco-2 cells. Compound <strong>6</strong> has a better effect in promoting GLP-1 secretion at low concentration, with a 1.5-fold changes in GLP-1 secretion compared to the basal group at 5 μM. Compound <strong>8</strong> promoted GLP-1 secretion in a dose-dependent manner, with a 1.54-fold changes in GLP-1 secretion in Caco-2 cells at 20 μM compared to the basal level. These compounds showed the potential to reduce blood glucose levels.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114600"},"PeriodicalIF":3.2,"publicationDate":"2025-06-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144491101","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}