Chinese Journal of Natural Medicines最新文献

{"title":"Loganin inhibits the ROS-NLRP3-IL-1β axis by activating the NRF2/HO-1 pathway against osteoarthritis","authors":"","doi":"10.1016/S1875-5364(24)60555-8","DOIUrl":"10.1016/S1875-5364(24)60555-8","url":null,"abstract":"<div><div>Loganin (LOG), a bioactive compound derived from <em>Cornus officinalis</em> Siebold &amp; Zucc, has been understudied in the context of osteoarthritis (OA) treatment. In this study, we induced an inflammatory response in chondrocytes using lipopolysaccharide (LPS) and subsequently treated these cells with LOG. We employed fluorescence analysis to quantify reactive oxygen species (ROS) levels and measured the expression of NLRP3 and nuclear factor erythropoietin-2-related factor 2 (NRF2) using real-time quantitative polymerase chain reaction (qRT-PCR), Western blotting, and immunofluorescence (IF) techniques. Additionally, we developed an OA mouse model by performing medial meniscus destabilization (DMM) surgery and monitored disease progression through micro-computed tomography (micro-CT), hematoxylin and eosin (H&amp;E) staining, safranin O and fast green (S&amp;F) staining, and immunohistochemical (IHC) analysis. Our results indicate that LOG significantly reduced LPS-induced ROS levels in chondrocytes, inhibited the activation of the NLRP3 inflammasome, and enhanced NRF2/heme oxygenase 1 (HO-1) signaling. <em>In vivo</em>, LOG treatment mitigated cartilage degradation and osteophyte formation triggered by DMM surgery, decreased NLRP3 expression, and increased NRF2 expression. These findings suggest that LOG has a protective effect against OA, potentially delaying disease progression by inhibiting the ROS-NLRP3-IL-1β axis and activating the NRF2/HO-1 pathway.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586877","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":"Eudesmane-guaiane sesquiterpenoid dimers from Aucklandia costus trigger paraptosis-like cell death via ROS accumulation and MAPK hyperactivation","authors":"","doi":"10.1016/S1875-5364(24)60592-3","DOIUrl":"10.1016/S1875-5364(24)60592-3","url":null,"abstract":"<div><div>Three novel sesquiterpenoid heterodimers, designated as auckcostusolides A–C (<strong>1</strong>–<strong>3</strong>), were isolated from <em>Aucklandia costus</em> leaves. The structures of compounds <strong>1</strong>–<strong>3</strong> were elucidated through comprehensive spectroscopic analysis, with their absolute configurations established using a combination of X-ray single-crystal diffraction and electronic circular dichroism (ECD) calculations. Notably, compounds <strong>1</strong> and <strong>2</strong>, despite sharing identical planar structures derived from two identical sesquiterpenoids, exhibited opposite configurations at C-11 and C-8′. This configurational difference can be attributed to distinct Diels−Alder cycloaddition processes between the sesquiterpenoid monomers. Additionally, the cytotoxic effects of compounds <strong>1</strong>–<strong>3</strong> were evaluated against colorectal cancer HCT116 cells, fibrosarcoma HT1080 cells, and hepatocellular carcinoma HepG2 cells. Compounds <strong>1</strong>–<strong>3</strong> induced cell death was characterized by endoplasmic reticulum (ER) swelling and cytoplasmic vacuolization, typical morphological changes associated with paraptosis. Mechanistic studies revealed that compounds <strong>1</strong> and <strong>3</strong> triggered paraptosis-like cell death through the accumulation of reactive oxygen species (ROS), activation of ER stress, and stimulation of the MAPK signaling pathway.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586882","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":"NO inhibitory constituents from Glycosmis craibii var. glabra","authors":"","doi":"10.1016/S1875-5364(24)60632-1","DOIUrl":"10.1016/S1875-5364(24)60632-1","url":null,"abstract":"<div><div>Six novel compounds, comprising three quinolones (<strong>1a</strong>, <strong>1b</strong>, and <strong>2</strong>) and three flavanones (<strong>3</strong>–<strong>5</strong>), along with seven known analogs (<strong>6</strong>–<strong>13</strong>), were isolated from the 95% EtOH extract of the stems and leaves of <em>Glycosmis craibii</em> var. <em>glabra</em>. The structures of the new compounds were elucidated using HR-ESI-MS, UV, and 1D and 2D nuclear magnetic resonance (NMR) data analysis. The absolute configurations were determined through Mosher ester and electronic circular dichroism (ECD) spectral analysis. Compounds <strong>2, 6, 9</strong>, and <strong>10</strong> demonstrated inhibition of nitric oxide (NO) production stimulated by lipopolysaccharide in BV-2 microglial cells, with IC₅₀ values ranging from 13.5 to 20.1 μmol·L⁻¹, comparable to the positive control, dexamethasone.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586874","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":"Highly oxidized sesquiterpenoids from Parasenecio rubescens and assessment of their cytotoxicity","authors":"","doi":"10.1016/S1875-5364(24)60607-2","DOIUrl":"10.1016/S1875-5364(24)60607-2","url":null,"abstract":"<div><div>A phytochemical investigation of the whole plant of <em>Parasenecio rubescens</em> (S. Moore) Y. L. Chen yielded 14 previously undescribed, highly oxidized bisabolane-type sesquiterpenoids, named pararunines L–Y, along with one known oplopane-type sesquiterpenoid. The structural elucidation of these compounds was accomplished through comprehensive spectroscopic analysis, including nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) techniques. Motivated by traditional uses and previous studies on this genus, all isolated compounds were subjected to <em>in vitro</em> cytotoxicity assays against four human cancer cell lines (MCF-7, Hela, HCT116, and HT-29). Considering that the reported chemical constituents of numerous other species within this genus primarily consist of eremophilane-type sesquiterpenoids, our findings not only expand the structural diversity of bisabolane-type sesquiterpenoids but also contribute valuable scientific evidence to the chemotaxonomy of this genus.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586887","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":"New nor-ent-halimane and nor-clerodane diterpenes from Callicarpa integerrima with anti-MRSA activity","authors":"","doi":"10.1016/S1875-5364(24)60575-3","DOIUrl":"10.1016/S1875-5364(24)60575-3","url":null,"abstract":"<div><div>Two new <em>nor-ent-halimane</em> diterpenes and three previously unreported <em>nor</em>-clerodane diterpenes, designated callicaintides A−E (<strong>1−5</strong>), were isolated from <em>Callicarpa integerrima</em>. Compounds <strong>1</strong> and <strong>2</strong> feature a distinctive 5/6-membered ring system, while compounds <strong>3−5</strong> are characterized by progressively truncated carbon skeletons, containing 18, 17, and 16 carbons, respectively. In addition, four known compounds <strong>6−9</strong> were also identified. Their structures were elucidated using advanced spectroscopic techniques, including nuclear magnetic resonance (NMR), high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), ultraviolet (UV), infrared radiation (IR), optical rotatory dispersion (ORD), DP4⁺ analysis and electronic circular dichroism (ECD), supported by quantum chemical calculations. Compounds <strong>1−9</strong> were evaluated for their anti-MRSA activity. Among them, compound <strong>6</strong> demonstrated significant anti-MRSA activity, with a minimum inhibitory concentration (MIC) of 16 μg·mL⁻¹.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586881","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":"Dual-function natural products: Farnesoid X receptor agonist/inflammation inhibitor for metabolic dysfunction-associated steatotic liver disease therapy","authors":"","doi":"10.1016/S1875-5364(24)60706-5","DOIUrl":"10.1016/S1875-5364(24)60706-5","url":null,"abstract":"<div><div>Metabolic dysfunction-associated steatotic liver disease (MASLD) is the most prevalent chronic liver disease globally, with only one Food and Drug Administration (FDA)-approved drug for its treatment. Given MASLD’s complex pathophysiology, therapies that simultaneously target multiple pathways are highly desirable. One promising approach is dual-modulation of the farnesoid X receptor (FXR), which regulates lipid and bile acid metabolism. However, FXR agonists alone are insufficient due to their limited anti-inflammatory effects. This study aimed to dto identify natural products capable of both FXR activation and inflammation inhibition to provide a comprehensive therapeutic approach for MASLD. Potential FXR ligands from the Natural Product Library were predicted <em>via</em> virtual screening using the Protein Preparation Wizard module in Schrodinger (2018) for molecular docking. Direct binding and regulation of candidate compounds on FXR were analyzed using surface plasmon resonance (SPR) binding assay, reporter gene analysis, and reverse transcription-polymerase chain reaction (RT-PCR). The anti-inflammatory properties of these compounds were evaluated in AML12 cells treated with tumor necrosis factor-alpha (TNF-α). Dual-function compounds with FXR agonism and inflammation inhibition were further identified in cells transfected with <em>Fxr</em> siRNA and treated with TNF-α. The effects of these dual-function compounds on lipid accumulation and inflammation were evaluated in cells treated with palmitic acid. Results revealed that 17 natural products were predicted <em>via</em> computational molecular docking as potential FXR agonists, with 15 exhibiting a strong affinity for FXR recombinant protein. Nine isoflavone compounds significantly enhanced FXR reporter luciferase activity and the mRNA expressions of <em>Shp</em> and <em>Ostb</em>. Structure-activity relationship analysis indicated that introducing isopropyl or methoxy groups at the C7 position or a methoxy group at the C6 position could enhance the agonistic efficacy of isoflavones. Three compounds (<strong>2</strong>, <strong>6</strong>, and <strong>8</strong>) were identified as dual-function natural products functioning as FXR agonists and inflammatory inhibitors, while one compound (<strong>12</strong>) acted as an FXR agonist to inhibit inflammation. These natural products protected hepatocytes against palmitic acid-induced lipid accumulation and inflammation. In conclusion, compounds <strong>2</strong>, <strong>6</strong>, and <strong>8</strong> (genistein, biochanin A, and 7-methoxyisoflavone, respectively) were identified as dual-function bioactive products that transactivate FXR and inhibit inflammation, serving as potential candidates or lead compounds for MASLD therapy.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586876","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":"Luteolin ameliorates ulcerative colitis in mice via reducing the depletion of NCR+ILC3 through Notch signaling pathway","authors":"","doi":"10.1016/S1875-5364(24)60568-6","DOIUrl":"10.1016/S1875-5364(24)60568-6","url":null,"abstract":"<div><div>The disorder of group 3 innate lymphoid cells (ILC3) subgroup, such as the predominance of NCR^-ILC3 but the depletion of NCR⁺ILC3, is unfavorable to damaged intestinal barrier repair, which leads to the prolongations and obstinacy of ulcerative colitis (UC). Our previous studies had shown that luteolin promoted NCR⁻ILC3 differentitating into NCR⁺ILC3 to improving the depletion of NCR⁺ILC3 in UC mice, while the mechanism is unclear. This article aimed to explore the underlying mechanism of luteolin enhancing the proportion NCR⁺ILC3. UC mice model was established with 2% DSS and Notch signaling was blocked, then luteolin was used to intervene. The results showed that the effect of luteolin on ameliorating disease symptoms in UC mice, including inhibiting the weight loss, reducing the pathological damage of colon mucosa, <em>etc.</em>, was diminished with blocking Notch signaling pathway. In addition, luteolin increased the proportion of NCR⁺ILC3, NCR⁺MNK3 and IL-22⁺ILC3, decreased intestinal permeability, promoted mucin secretion, and promoted ZO-1 and Occludin expression, the above effect of luteolin was neutralized by Notch inhibitor LY-411575. Luteolin activated the abnormally blocked Notch signaling pathway in UC mice. And molecular docking predicted the affinity of luteolin for RBPJ to be −7.5 kcal·mol⁻¹ in mouse, respectively; the affinity of luteolin for Notch1 and RBPJ was respectively scored to be −6.4 kcal·mol⁻¹ and −7.7 kcal·mol⁻¹ homo sapiens. These results proved that luteolin is positive for enhancing the proportion of NCR⁺ILC3 <em>via</em> Notch signaling, and it provides a basis for targeting NCR⁺ILC3 for restoring intestinal barrier function to alleviating ulcerative colitis.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586880","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":"The biologically and ecologically important natural products from the Chinese sea hare Bursatella leachii: structures, stereochemistry and beyond","authors":"","doi":"10.1016/S1875-5364(24)60611-4","DOIUrl":"10.1016/S1875-5364(24)60611-4","url":null,"abstract":"<div><div>A novel amide alkaloid, bursatamide A (<strong>1</strong>), featuring an unprecedented propyl-hexahydronaphthalene carbon framework, was isolated from the infrequently studied sea hare <em>Bursatella leachi</em>, alongside a new 3-phenoxypropanenitrile alkaloid, bursatellin B (<strong>2</strong>), and twelve known compounds. The structures of <strong>1</strong> and <strong>2</strong> were elucidated through comprehensive spectroscopic data analyses, while their relative and absolute configurations (ACs) were established through total synthesis and a series of quantum chemical calculations, including calculated electronic circular dichroism (ECD) spectra, optical rotatory dispersion (ORD) methods, and DP4+ probability analyses. Bursatamide A (<strong>1</strong>) demonstrated inhibitory effects against the human pathogenic bacteria <em>Listeria monocytogenes</em> and <em>Vibrio cholerae. Erythro</em>-bursatellin B (<strong>21</strong>), a diastereoisomer of <strong>2</strong>, exhibited notable antibacterial activity against the fish pathogenic bacterium Streptococcus parauberis FP KSP28, with an MIC₉₀ value of 0.0472 μg·mL⁻¹.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586889","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":"Multioxidized polyketides from an endophytic Penicillium sp. YUD17006 associated with Gastrodia elata","authors":"","doi":"10.1016/S1875-5364(24)60724-7","DOIUrl":"10.1016/S1875-5364(24)60724-7","url":null,"abstract":"<div><div>Three novel, highly oxygenated polyketides, multioketides A−C (<strong>1</strong>−<strong>3</strong>), and three previously described multioxidized aromatic polyketides (<strong>4−6</strong>), were isolated from an endophytic <em>Penicillium</em> sp. YUD17006 associated with <em>Gastrodia elata</em>. Their chemical structures were elucidated using extensive spectroscopic data, electronic circular dichroism calculations, and single X-ray diffraction analysis. All metabolites were characterized by a typical <em>α</em>,<em>β</em>-unsaturated ketone fragment and exhibited a high degree of oxidation. Multioketides A and B were identified as a pair of epimers featuring a rare dihydroisobenzofuranone core. Multioketide C possessed a novel 5/6/6/6 heterotetracyclic chemical architecture with unusual 1,4-dioxin functionalities. Plausible biosynthetic pathways for <strong>1−6</strong> were proposed. Additionally, compound <strong>3</strong> demonstrated weak inhibitory activities against both acetylcholinesterase and protein tyrosine phosphatase 1B.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586875","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":"Talaketides A−G, linear polyketides with prostate cancer cytotoxic activity from the mangrove sediment-derived fungus Talaromyces sp. SCSIO 41027","authors":"","doi":"10.1016/S1875-5364(24)60659-X","DOIUrl":"10.1016/S1875-5364(24)60659-X","url":null,"abstract":"<div><div>Seven novel linear polyketides, talaketides A−G (<strong>1</strong>−<strong>7</strong>), were isolated from the rice media cultures of the mangrove sediment-derived fungus <em>Talaromyces</em> sp. SCSIO 41027. Among these, talaketides A−E (<strong>1</strong>−<strong>5</strong>) represented unprecedented unsaturated linear polyketides with an epoxy ring structure. The structures, including absolute configurations of these compounds, were elucidated through detailed analyses of nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HR-MS) data, as well as electronic custom distributors (ECD) calculations. In the cytotoxicity screening against prostate cancer cell lines, talaketide E (<strong>5</strong>) demonstrated a dose-dependent inhibitory effect on prostate cancer PC-3 cell lines, with an IC₅₀ value of 14.44 μmol·L⁻¹ . Moreover, compound <strong>5</strong> significantly inhibited the cloning formation of PC-3 cell lines and arrested the cell cycle in S-phase, ultimately inducing apoptosis. These findings indicate that compound <strong>5</strong> may serve as a promising lead compound for the development of a potential treatment for prostate cancer.</div></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142586888","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}