Chinese Journal of Natural Medicines最新文献

{"title":"TSZAF monomer combination downregulates the Wnt/β-catenin signaling pathway and inhibits neutrophil recruitment to prevent lung cancer metastasis","authors":"Pan Yu ,&nbsp;Jialiang Yao ,&nbsp;Long Zhang ,&nbsp;Yanhong Wang ,&nbsp;Xinyi Lu ,&nbsp;Jiajun Liu ,&nbsp;Zujun Que ,&nbsp;Yao Liu ,&nbsp;Qian Ba ,&nbsp;Jiwei Liu ,&nbsp;Yan Wu ,&nbsp;Jianhui Tian","doi":"10.1016/S1875-5364(25)60973-3","DOIUrl":"10.1016/S1875-5364(25)60973-3","url":null,"abstract":"<div><div>Metastasis remains the primary cause of cancer-related mortality worldwide. Circulating tumor cells (CTCs) represent critical targets for metastasis prevention and treatment. Traditional Chinese medicine may prevent lung cancer metastasis through long-term intervention in CTC activity. Tiao-Shen-Zhi-Ai Formular (TSZAF) represents a Chinese medicine compound prescription utilized clinically for lung cancer treatment. This study combined three principal active ingredients from TSZAF into a novel TSZAF monomer combination (TSZAF mc) to investigate its anti-metastatic effects and mechanisms. TSZAF mc demonstrated significant inhibition of proliferation, migration, and invasion in CTC-TJH-01 and LLC cells, while inducing cellular apoptosis <em>in vitro</em>. Moreover, TSZAF mc substantially inhibited LLC cell growth and metastasis <em>in vivo</em>. Mechanistically, TAZSF mc significantly suppressed the Wnt/<em>β</em>-catenin signaling pathway and CXCL5 expression in lung cancer cells and tissues. Additionally, TAZSF mc notably reduced neutrophil infiltration in metastatic lesions. These findings indicate that TSZAF mc inhibits lung cancer growth and metastasis by suppressing the Wnt/<em>β</em>-catenin signaling pathway and reducing CXCL5 secretion, thereby decreasing neutrophil recruitment and infiltration. TSZAF mc demonstrates potential as an effective therapeutic agent for lung cancer metastasis.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 9","pages":"Pages 1069-1079"},"PeriodicalIF":4.9,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145108320","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Multidrug resistance reversal effect of tenacissoside I through impeding EGFR methylation mediated by PRMT1 inhibition","authors":"Donghui Liu ,&nbsp;Qian Wang ,&nbsp;Ruixue Zhang ,&nbsp;Ruixin Su ,&nbsp;Jiaxin Zhang ,&nbsp;Shanshan Liu ,&nbsp;Huiying Li ,&nbsp;Zhesheng Chen ,&nbsp;Yan Zhang ,&nbsp;Dexin Kong ,&nbsp;Yuling Qiu","doi":"10.1016/S1875-5364(25)60956-3","DOIUrl":"10.1016/S1875-5364(25)60956-3","url":null,"abstract":"<div><div>Cancer multidrug resistance (MDR) impairs the therapeutic efficacy of various chemotherapeutics. Novel approaches, particularly the development of MDR reversal agents, are critically needed to address this challenge. This study demonstrates that tenacissoside I (TI), a compound isolated from <em>Marsdenia tenacissima</em> (Roxb.) Wight et Arn, traditionally used in clinical practice as an ethnic medicine for cancer treatment, exhibits significant MDR reversal effects in ABCB1-mediated MDR cancer cells. TI reversed the resistance of SW620/AD300 and KBV200 cells to doxorubicin (DOX) and paclitaxel (PAC) by downregulating ABCB1 expression and reducing ABCB1 drug transport function. Mechanistically, protein arginine methyltransferase 1 (PRMT1), whose expression correlates with poor prognosis and shows positive association with both ABCB1 and EGFR expressions in tumor tissues, was differentially expressed in TI-treated SW620/AD300 cells. SW620/AD300 and KBV200 cells exhibited elevated levels of EGFR asymmetric dimethylarginine (aDMA) and enhanced PRMT1-EGFR interaction compared to their parental cells. Moreover, TI-induced PRMT1 downregulation impaired PRMT1-mediated aDMA of EGFR, PRMT1-EGFR interaction, and EGFR downstream signaling in SW620/AD300 and KBV200 cells. These effects were significantly reversed by PRMT1 overexpression. Additionally, TI demonstrated resistance reversal to PAC in xenograft models without detectable toxicities. This study establishes TI’s MDR reversal effect in ABCB1-mediated MDR human cancer cells through inhibition of PRMT1-mediated aDMA of EGFR, suggesting TI’s potential as an MDR modulator for improving chemotherapy outcomes.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 9","pages":"Pages 1092-1103"},"PeriodicalIF":4.9,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145108322","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Lirispirolides A−L, a new class of sesquiterpene-monoterpene heterodimers with anti-neuroinflammatory activity from the rare medicinal plant Liriodendron chinense","authors":"Yuhang He ,&nbsp;Kexin Li ,&nbsp;Yufei Wu ,&nbsp;Zexin Jin ,&nbsp;Jinfeng Hu ,&nbsp;Yicheng Mao ,&nbsp;Juan Xiong","doi":"10.1016/S1875-5364(25)60929-0","DOIUrl":"10.1016/S1875-5364(25)60929-0","url":null,"abstract":"<div><div>Lirispirolides A−L (<strong>1</strong>−<strong>12</strong>), twelve novel sesquiterpene-monoterpene heterodimers featuring distinctive carbon skeletons, were isolated from the branches and leaves of Chinese tulip tree [<em>Liriodendron chinense</em> (<em>L. chinense</em>)], a rare medicinal and ornamental plant endemic to China. The structural elucidation was accomplished through comprehensive spectroscopic analyses, quantum-chemical calculations, and X-ray crystallography. These heterodimers exhibit a characteristic 2-oxaspiro[4.5]decan-1-one structural motif, biosynthetically formed through intermolecular [4 + 2]-cycloaddition between a germacrane-type sesquiterpene and an ocimene-type monoterpene. The majority of the isolated compounds demonstrated significant anti-neuroinflammatory effects in lipopolysaccharide (LPS)-induced BV-2 microglial cells by reducing the production of pro-inflammatory mediators, specifically tumor necrosis factor-α (TNF-α) and nitric oxide (NO). Further investigation revealed that the lirispirolides’ inhibition of NO release correlated with decreased messenger ribonucleic acid (mRNA) expression of inducible NO synthase (iNOS).</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 938-950"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749689","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Facilitating microglial phagocytosis by which Jiawei Xionggui Decoction alleviates cognitive impairment via TREM2-mediated energy metabolic reprogramming","authors":"Wen Wen ,&nbsp;Jie Chen ,&nbsp;Junbao Xiang ,&nbsp;Shiqi Zhang ,&nbsp;Jingru Liu ,&nbsp;Jie Wang ,&nbsp;Ping Wang ,&nbsp;Shijun Xu","doi":"10.1016/S1875-5364(25)60927-7","DOIUrl":"10.1016/S1875-5364(25)60927-7","url":null,"abstract":"<div><div>Triggering receptor expressed on myeloid cells 2 (TREM2)-mediated microglial phagocytosis is an energy-intensive process that plays a crucial role in amyloid beta (Aβ) clearance in Alzheimer’s disease (AD). Energy metabolic reprogramming (EMR) in microglia induced by TREM2 presents therapeutic targets for cognitive impairment in AD. Jiawei Xionggui Decoction (JWXG) has demonstrated effectiveness in enhancing energy supply, protecting microglia, and mitigating cognitive impairment in APP/PS1 mice. However, the mechanism by which JWXG enhances Aβ phagocytosis through TREM2-mediated EMR in microglia remains unclear. This study investigates how JWXG facilitates microglial phagocytosis and alleviates cognitive deficits in AD through TREM2-mediated EMR. Microglial phagocytosis was evaluated through immunofluorescence staining <em>in vitro</em> and <em>in vivo</em>. The EMR level of microglia was assessed using high-performance liquid chromatography (HPLC) and enzyme-linked immunosorbent assay (ELISA) kits. The TREM2/protein kinase B (Akt)/mammalian target of rapamycin (mTOR)/hypoxia-inducible factor-1α (HIF-1α) signaling pathway was analyzed using Western blotting in BV₂ cells. TREM2^−/− BV₂ cells were utilized for reverse validation experiments. The Aβ burden, neuropathological features, and cognitive ability in APP/PS1 mice were evaluated using ELISA kits, immunohistochemistry (IHC), and the Morris water maze (MWM) test. JWXG enhanced both the phagocytosis of EMR disorder-BV₂ cells (EMRD-BV₂) and increased EMR levels. Notably, these effects were significantly reversed in TREM2^−/− BV₂ cells. JWXG elevated TREM2 expression, adenosine triphosphate (ATP) levels, and microglial phagocytosis in APP/PS1 mice. Additionally, JWXG reduced Aβ-burden, neuropathological lesions, and cognitive deficits in APP/PS1 mice. In conclusion, JWXG promoted TREM2-induced EMR and enhanced microglial phagocytosis, thereby reducing Aβ deposition, improving neuropathological lesions, and alleviating cognitive deficits.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 909-919"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749690","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Profiling the chemical differences of diterpenoid alkaloids in different processed products of Aconiti Lateralis Radix Praeparata by UHPLC-LTQ-Orbitrap mass spectrometry combined with untargeted metabolomics and mass spectrometry imaging","authors":"Yang Yu ,&nbsp;Changliang Yao ,&nbsp;Jianqing Zhang ,&nbsp;Yong Huang ,&nbsp;Shuai Yao ,&nbsp;Hua Qu ,&nbsp;Tong Zhang ,&nbsp;Dean Guo","doi":"10.1016/S1875-5364(25)60936-8","DOIUrl":"10.1016/S1875-5364(25)60936-8","url":null,"abstract":"<div><div>Aconiti Lateralis Radix Praeparata (Fuzi) represents a significant traditional Chinese medicine (TCM) that exhibits both notable pharmacological effects and toxicity. Various processing methods are implemented to reduce the toxicity of raw Fuzi by modifying its toxic and effective components, primarily diterpenoid alkaloids. To comprehensively analyze the chemical variations between different Fuzi products, ultra-high performance liquid chromatography-linear ion trap quadrupole Orbitrap mass spectrometry (UHPLC-LTQ-Orbitrap MS) was employed to systematically characterize Shengfuzi, Heishunpian and Baifupian. A total of 249 diterpenoid alkaloids present in Shengfuzi were identified, while only 111 and 61 in Heishunpian and Baifupian were detected respectively, indicating substantial differences among these products. An untargeted metabolomics approach combined with multivariate statistical analysis revealed 42 potential chemical markers. Through subsequent validation using 52 batches of commercial Heishunpian and Baifupian samples, 8 robust markers distinguishing these products were identified, including AC1-propanoic acid-3OH, HE-glucoside, HE-hydroxyvaleric acid-2OH, dihydrosphingosine, <em>N</em>-dodecoxycarbonylvaline and three unknown compounds. Additionally, the MS imaging (MSI) technique was utilized to visualize the spatial distribution of chemical constituents in raw Fuzi, revealing how different processing procedures affect the chemical variations between Heishunpian and Baifupian. The distribution patterns of different diterpenoid alkaloid subtypes partially explained the chemical differences among products. This research provides valuable insights into the material basis for future investigations of different Fuzi products.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 1009-1015"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749838","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Design and synthesis of novel saponin-triazole derivatives in the regulation of adipogenesis","authors":"Yongsheng Fang ,&nbsp;Zhiyun Zhu ,&nbsp;Chun Xie,&nbsp;Dazhen Xia,&nbsp;Huimin Zhao,&nbsp;Zihui Wang,&nbsp;Qian Lu,&nbsp;Caimei Zhang,&nbsp;Wenyong Xiong,&nbsp;Xiaodong Yang","doi":"10.1016/S1875-5364(25)60830-2","DOIUrl":"10.1016/S1875-5364(25)60830-2","url":null,"abstract":"<div><div>Saponins associated with <em>Panax notoginseng</em> (<em>P. notoginseng</em>) demonstrate significant therapeutic efficacy across multiple diseases. However, certain high-yield saponins face limited clinical applications due to their reduced pharmacological efficacy. This study synthesized and evaluated 36 saponin-1,2,3-triazole derivatives of ginsenosides Rg1/Rb1 and notoginsenoside R1 for anti-adipogenesis activity <em>in vitro</em>. The research revealed that the ginsenosides Rg1-1,2,3-triazole derivative <strong>a17</strong> demonstrates superior adipogenesis inhibitory effects. Structure-activity relationships (SARs) analysis indicates that incorporating an amidyl-substituted 1,2,3-triazole into the saponin side chain <em>via</em> Click reaction enhances anti-adipogenesis activity. Additionally, several other derivatives exhibit general adipogenesis inhibition. Compound <strong>a17</strong> demonstrated enhanced potency compared to the parent ginsenoside Rg1. Mechanistic investigations revealed that <strong>a17</strong> exhibits dose-dependent inhibition of adipogenesis <em>in vitro</em>, accompanied by decreased expression of preadipocytes. Peroxisome proliferator-activated receptor γ (PPARγ), fatty acid synthase (FAS), and fatty acid binding protein 4 (FABP4) adipogenesis regulators. These findings establish the ginsenoside Rg1-1,2,3-triazole derivative <strong>a17</strong> as a promising adipocyte differentiation inhibitor and potential therapeutic agent for obesity and associated metabolic disorders. This research provides a foundation for developing effective therapeutic approaches for various metabolic syndromes.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 920-931"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749691","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"(±)-Talapyrones A−F: six pairs of dimeric polyketide enantiomers with unusual 6/6/6 and 6/6/6/5 ring systems from Talaromycesadpressus","authors":"Meijia Zheng ,&nbsp;Xinyi Zhao ,&nbsp;Chenxi Zhou ,&nbsp;Hong Liao ,&nbsp;Qin Li ,&nbsp;Yuling Lu ,&nbsp;Bingbing Dai ,&nbsp;Weiguang Sun ,&nbsp;Ying Ye ,&nbsp;Chunmei Chen ,&nbsp;Yonghui Zhang ,&nbsp;Hucheng Zhu","doi":"10.1016/S1875-5364(25)60928-9","DOIUrl":"10.1016/S1875-5364(25)60928-9","url":null,"abstract":"<div><div>(±)-Talapyrones A−F (<strong>1</strong>−<strong>6</strong>), six pairs of dimeric polyketide enantiomers featuring unusual 6/6/6 and 6/6/6/5 ring systems, were isolated from the fungus <em>Talaromyces adpressus</em>. Their structures were determined by spectroscopic analysis and HR-ESI-MS data, and their absolute configurations were elucidated using a modified Mosher’s method and electronic circular dichroism (ECD) calculations. (±)-Talapyrones A−F (<strong>1</strong>−<strong>6</strong>) possess a 6/6/6 tricyclic skeleton, presumably formed through a Michael addition reaction between one molecule of <em>α</em>-pyrone derivative and one molecule of C₈ poly-<em>β</em>-keto chain. In addition, compounds <strong>2</strong>/<strong>3</strong> and <strong>4</strong>/<strong>5</strong> are two pairs of C-18 epimers, respectively. Putative biosynthetic pathways of <strong>1</strong>−<strong>6</strong> were discussed.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 932-937"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749692","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Ten new lignans with anti-inflammatory activities from the leaves of Illicium dunnianum","authors":"Ting Li ,&nbsp;Xiaoqing He ,&nbsp;Dabo Pan ,&nbsp;Xiaochun Zeng ,&nbsp;Siying Zeng ,&nbsp;Zhenzhong Wang ,&nbsp;Xinsheng Yao ,&nbsp;Wei Xiao ,&nbsp;Haibo Li ,&nbsp;Yang Yu","doi":"10.1016/S1875-5364(25)60934-4","DOIUrl":"10.1016/S1875-5364(25)60934-4","url":null,"abstract":"<div><div>The anti-inflammatory phytochemical investigation of the leaves of <em>Illicium dunnianum</em> (<em>I. dunnianum</em>) resulted in the isolation of five pairs of new lignans (<strong>1</strong>–<strong>5</strong>), and 7 known analogs (<strong>6</strong>–<strong>12</strong>). The separation of enantiomer mixtures <strong>1</strong>–<strong>5</strong> to <strong>1a</strong>/<strong>1b</strong>–<strong>5a</strong>/<strong>5b</strong> was achieved using a chiral column with acetonitrile−water mixtures as eluents. The planar structures of <strong>1</strong>–<strong>2</strong> were previously undescribed, and the chiral separation and absolute configurations of <strong>3</strong>–<strong>5</strong> were reported for the first time. Their structures were determined through comprehensive spectroscopic data analysis [nuclear magnetic resonance (NMR), high-resolution electrospray ionization mass (HR-ESI-MS), infrared (IR), and ultraviolet (UV)] and quantum chemistry calculations (ECD). The new isolates were evaluated by measuring their inhibitory effect on NO in lipopolysaccharide (LPS)-stimulated BV-2 cells. Compounds <strong>1a</strong>, <strong>3a</strong>, <strong>3b</strong>, and <strong>5a</strong> demonstrated partial inhibition of NO production in a concentration-dependent manner. Western blot and real-time polymerase chain reaction (PCR) assays revealed that <strong>1a</strong> down-regulated the messenger ribonucleic acid (mRNA) levels of tumor necrosis factor α (<em>TNF-α</em>), interleukin-6 (<em>IL-6</em>), <em>COX-2</em>, and <em>iNOS</em> and the protein expressions of COX-2 and iNOS. This research provides guidance and evidence for the further development and utilization of <em>I. dunnianum</em>.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 990-996"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749836","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Combining label-free quantitative proteomics and 2D-DIGE to identify the potential targets of Sini Decoction acting on myocardial infarction","authors":"Fei Feng ,&nbsp;Weiyue Zhang ,&nbsp;Yan Cao ,&nbsp;Diya Lv ,&nbsp;Yifeng Chai ,&nbsp;Dandan Guo ,&nbsp;Xiaofei Chen","doi":"10.1016/S1875-5364(25)60937-X","DOIUrl":"10.1016/S1875-5364(25)60937-X","url":null,"abstract":"<div><div>Sini Decoction (SNT) is a traditional formula recognized for its efficacy in warming the spleen and stomach and dispersing cold. However, elucidating the mechanism of action of SNT remains challenging due to its complex multiple components. This study utilized a synergistic approach combining two-dimensional fluorescence difference in gel electrophoresis (2D-DIGE)-based drug affinity responsive target stability (DARTS) with label-free quantitative proteomics techniques to identify the direct and indirect protein targets of SNT in myocardial infarction. The analysis identified 590 proteins, with 30 proteins showing significant upregulation and 51 proteins showing downregulation when comparing the SNT group with the model group. Through the integration of 2D-DIGE DARTS with proteomics data and pharmacological assessments, the findings indicate that protein disulfide-isomerase A3 (PDIA3) may serve as a potential protein target through which SNT provides protective effects on myocardial cells during myocardial infarction.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 1016-1024"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749839","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Structurally novel tryptamine-derived alkaloids from the seeds of Peganum harmala and their antiviral activities against respiratory syncytial virus","authors":"Zhongnan Wu ,&nbsp;Yubo Zhang ,&nbsp;Guocai Wang ,&nbsp;Qing Tang ,&nbsp;Yaolan Li ,&nbsp;Xiaoqing Xie ,&nbsp;Yushen Liang ,&nbsp;Wen Cheng","doi":"10.1016/S1875-5364(25)60932-0","DOIUrl":"10.1016/S1875-5364(25)60932-0","url":null,"abstract":"<div><div><em>Peganum harmala</em> L. (<em>P. harmala</em>) is a significant economic and medicinal plant. The seeds of <em>P. harmala</em> have been extensively utilized in traditional Chinese medicine, Uighur medicine, and Mongolian medicine, as documented in the <em>Drug Standard of the Ministry of Health of China</em>. Twelve novel tryptamine-derived alkaloids (<strong>1</strong>−<strong>12</strong>) and eight known compounds (<strong>13</strong>−<strong>20</strong>) were isolated from <em>P. harmala</em> seeds. Compounds <strong>1</strong> and <strong>2</strong> represent the first reported instances of tryptamine-derived heteromers, comprising tryptamine and aniline fragments with previously undocumented C-3−N-1′ linkage and C-3−C-4′ connection, respectively. Compounds <strong>3</strong>−<strong>5</strong> were identified as indole-quinazoline heteromers, exhibiting a novel C-3 and NH-1′ linkage between indole and quinazoline-derived fragments. Compound <strong>6</strong> demonstrates the dimerization pattern of C-C linked tryptamine-quinazoline dimer. Compound <strong>8</strong> represents a tryptamine-derived heterodimer with a distinctive carbon skeleton, featuring an unusual spiro-tricyclic ring (<strong>7</strong>) and conventional bicyclic tryptamine. Compounds <strong>9</strong>−<strong>11</strong> constitute novel 6/5/5/5 spiro-tetracyclic tryptamine-derived alkaloids presenting a unique ring system of tryptamine-spiro-pyrrolizine. Compounds <strong>1</strong>−<strong>3</strong> and <strong>6</strong>−<strong>11</strong> were identified as racemates. Compounds <strong>2</strong>, <strong>7</strong>, <strong>9</strong>, <strong>10</strong>, and <strong>12</strong> were confirmed <em>via</em> X-ray crystallographic analysis. All isolated compounds (<strong>1</strong>−<strong>20</strong>) exhibited varying degrees of antiviral efficacy against respiratory syncytial virus (RSV). Notably, the anti-RSV activity of compound <strong>12</strong> (IC₅₀ 5.01 ± 0.14 μmol·L⁻¹) surpassed that of the positive control (ribavirin, IC₅₀ 6.23 ± 0.95 μmol·L⁻¹), as validated through plaque reduction and immunofluorescence assays. The identification of anti-RSV compounds from <em>P. harmala</em> seeds may enhance the development and application of this plant in antiviral therapeutic products.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":"23 8","pages":"Pages 972-979"},"PeriodicalIF":4.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144749697","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}