Journal of Natural Products 最新文献_第10页

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-07-25

Wenjing Tian, Xuan Chen, Gaiyun Zhang, Linfeng Gong, Junxiong Lin, Bihong Hong*, Lisheng Li* and Siwen Niu*,

引用次数: 0

Dietary Supplement Adulteration: Laboratory Approaches to Risk Mitigation 膳食补充剂掺假：降低风险的实验室方法。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-23 DOI: 10.1021/acs.jnatprod.5c00456

Cuiying Ma*, Maria Monagas, Leah Bronstein, Amy Cadwallader and Virginia Goldman*,

引用次数: 0

Design, Synthesis, and Anti-Hepatocellular Carcinoma Evaluation Revealed by Transcriptome Analysis of Epimeric Sesquiterpene Lactones: Trilobolide-6-O-isobutyrate Analogues. 外链倍半萜内酯：三叶油酯-6- o -异丁酸类似物的设计、合成和抗肝癌评价。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2025-07-18 DOI: 10.1021/acs.jnatprod.5c00279

Xiu-Qiao Zhou, Yi-Ming Qian, Xing Li, Chui-Ji Jiang, Hua-Jie Feng, Hui-Qian He, Hao-Zhe Zeng, Yang Hui, Wen-Hao Chen

{"title":"Design, Synthesis, and Anti-Hepatocellular Carcinoma Evaluation Revealed by Transcriptome Analysis of Epimeric Sesquiterpene Lactones: Trilobolide-6-O-isobutyrate Analogues.","authors":"Xiu-Qiao Zhou, Yi-Ming Qian, Xing Li, Chui-Ji Jiang, Hua-Jie Feng, Hui-Qian He, Hao-Zhe Zeng, Yang Hui, Wen-Hao Chen","doi":"10.1021/acs.jnatprod.5c00279","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.5c00279","url":null,"abstract":"Hepatocellular carcinoma is a malignant neoplasm that ranks sixth in global incidence and fourth in global mortality. In this study, based on the splicing principle and prodrug synthesis strategies, a total of 18 new sesquiterpene lactone derivatives, consisting of seven mustard derivatives and 11 amine adducts, were designed and synthesized using the sesquiterpene lactone epimers 1 and 2 as parent molecules. Their structures were characterized by means of NMR, HRESIMS, and X-ray crystallography data. Through the CCK8 assay, compound 11 exhibited the most potent inhibitory activity against HepG2 (IC50 = 4.2 μM) and Huh7 (IC50 = 4.9 μM) cells. Subsequent pharmacological experiments demonstrated that compound 18 could decrease the viability of two HCC cell lines in a time- and dose-dependent manner. Both compounds 11 and 18 were capable of inducing cell apoptosis, arresting the cell cycle progression, and inhibiting cell proliferation and migration in HepG2 and Huh7 cells. Further transcriptome analysis indicated that 18 possessed potential antitumor effects. Both 11 and 18 had favorable predicted ADME and physicochemical properties. Collectively, the findings of this study suggest that derivatives 11 and 18 are promising candidates for the treatment of hepatocellular carcinoma.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":""},"PeriodicalIF":3.3,"publicationDate":"2025-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144657876","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

Chemoenzymatic Generation of Thio-analogues of δ-Cadinene, δ-Cadinol, and a Thio-diquinane Using 8-Thio-farnesylpyrophosphate 用8-硫代法尼基焦磷酸盐化学酶促生成δ- cad二烯、δ- cad二醇和硫代二醌的硫代类似物。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-17 DOI: 10.1021/acs.jnatprod.5c00409

Birk Jäger, Jan Luca Budde, Norman Birke, Maximilian Hauke and Andreas Kirschning*,

引用次数: 0

Bioinspired Syntheses of the Marine Pyridoacridine Alkaloids 2-Bromo and 3-Bromodeoxyamphimedine and Structure Correction of 2-Bromoamphimedine 海洋吡啶类生物碱2-溴和3-溴脱氧两栖药的仿生合成及2-溴两栖药的结构校正。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-17 DOI: 10.1021/acs.jnatprod.5c00538

Nathan Blyth, Yi Chen, Florent Rouvier, Jean Michel Brunel, Melissa M. Cadelis and Brent R. Copp*,

{"title":"Bioinspired Syntheses of the Marine Pyridoacridine Alkaloids 2-Bromo and 3-Bromodeoxyamphimedine and Structure Correction of 2-Bromoamphimedine","authors":"Nathan Blyth, Yi Chen, Florent Rouvier, Jean Michel Brunel, Melissa M. Cadelis and Brent R. Copp*, ","doi":"10.1021/acs.jnatprod.5c00538","DOIUrl":"10.1021/acs.jnatprod.5c00538","url":null,"abstract":"We have used an efficient bioinspired methodology to synthesize, for the first time, the recently reported antibacterial brominated pyridoacridine alkaloids 2-bromodeoxyamphimedine and 3-bromodeoxyamphimedine. The synthetic route started with the synthesis of 5-bromo and 6-bromokynuramine, the latter being a sponge-derived marine natural product. Oxidative addition of the brominated kynuramine analogues, with Boc-dopamine, afforded the anticipated natural products 2- and 3-bromostyelsamine D. Further Pictet-Spengler reaction with paraformaldehyde afforded the target brominated deoxyamphimedines, spectroscopic data for which were in excellent agreement with those reported for the isolated natural products. Oxidation of 2-bromodeoxyamphimedine and 3-bromodeoxyamphimedine using K3[Fe(CN)6] gave 2- and 3-bromoamphimedine, respectively. 1H NMR data reported for ‘2-bromoamphimedine’, isolated from a Petrosia n. sp. sponge differed from the data observed for synthetic 2-bromoaphimedine but were in good agreement with those observed for synthetic 3-bromoamphimedine, requiring structure correction of the isolated natural product.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 8","pages":"1901–1906"},"PeriodicalIF":3.6,"publicationDate":"2025-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144657875","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

The Khamkhains, Neurotrophic Drimane-Type Sesquiterpenoids Derived from a Polyporaceous Basidiomycete Originating from Thailand Khamkhains，源自泰国多孔担子菌的神经营养驱动型倍半萜类。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-16 DOI: 10.1021/acs.jnatprod.5c00669

Pathompong Paomephan, Khadija Hassan, Marco Kirchenwitz, Sebastian Pfütze, Frank Surup, Ivana Císařová, Chuenchit Boonchird* and Marc Stadler*,

{"title":"The Khamkhains, Neurotrophic Drimane-Type Sesquiterpenoids Derived from a Polyporaceous Basidiomycete Originating from Thailand","authors":"Pathompong Paomephan, Khadija Hassan, Marco Kirchenwitz, Sebastian Pfütze, Frank Surup, Ivana Císařová, Chuenchit Boonchird* and Marc Stadler*, ","doi":"10.1021/acs.jnatprod.5c00669","DOIUrl":"10.1021/acs.jnatprod.5c00669","url":null,"abstract":"Eight unprecedented terpenoids were isolated from submerged cultures of a polyporoid basidiomycete originating from Thailand (which had been referred to as “Cerrena sp.” in a previous publication) by preparative chromatography. Their chemical structures were elucidated by extensive two-dimensional nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry. One of the compounds was crystallized, and its absolute configuration was established by X-ray crystallography. Among the isolated metabolites were several members of the rare nitrogen-containing drimane type and one dimeric drimane, which consists of a nitrogen-containing monomer and a regular monomer. The latter compound represents a hitherto unknown type of terpenoid natural product. The metabolites were subjected to a biological characterization, and some of them showed significant neurotrophic effects. Notably, several of the compounds significantly enhanced the outgrowth of neurites in PC12 cells when treated with 5 ng/mL nerve growth factor. On the other hand, they were devoid of significant cytotoxic and antimicrobial effects.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 7","pages":"1840–1846"},"PeriodicalIF":3.6,"publicationDate":"2025-07-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12305638/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144647995","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

In Silico Design and Analysis of Cyanobacterial Pseudo Natural Products 蓝藻假天然产物的硅片设计与分析。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-16 DOI: 10.1021/acs.jnatprod.5c00439

Ángel D. Hernández-Mejías, Gabriel D. Jimenez-Nieves and Eduardo J. E. Caro-Diaz*,

{"title":"In Silico Design and Analysis of Cyanobacterial Pseudo Natural Products","authors":"Ángel D. Hernández-Mejías, Gabriel D. Jimenez-Nieves and Eduardo J. E. Caro-Diaz*, ","doi":"10.1021/acs.jnatprod.5c00439","DOIUrl":"10.1021/acs.jnatprod.5c00439","url":null,"abstract":"Marine cyanobacteria produce natural products (NPs) with potent and selective bioactivity against a broad range of diseases. However, like many NPs, most exhibit poor drug-like physicochemical properties, and the discovery of structurally novel NPs is declining. To address these challenges, we generated an in silico library of 2,415 cyanobacterial pseudo-NPs by tethering cyanobacterial NP fragments with privileged scaffolds from noncyanobacterial NPs via hypothetical amide bond formation. This library was analyzed using computational platforms to assess predicted physicochemical and ADME/Tox properties, lead-likeness penalties, NP-likeness scores, Tanimoto similarity coefficients, and Synthetic Accessibility Scores. Comparisons to public compound libraries showed that most cyanobacterial pseudo-NPs possess favorable drug- and lead-like characteristics; occupy low-density chemical space; and display unique, synthetically accessible scaffolds. Our results suggest that these pseudo-NPs are promising synthetic targets for drug development. Moreover, this platform can be expanded by using artificial intelligence (AI)-based fragment harvesting tools to create larger libraries of NP-inspired compounds. By integrating cyanobacterial fragments with known bioactive motifs, we aim to bridge the gap between natural diversity and drug-like properties, providing a novel and tractable chemical space for drug discovery efforts.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 7","pages":"1701–1709"},"PeriodicalIF":3.6,"publicationDate":"2025-07-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144647994","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

Bletistrosides M-X, Anti-Alzheimer’s Disease Compounds from the Tubers of Bletilla striata 白芨块茎抗阿尔茨海默病化合物。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-15 DOI: 10.1021/acs.jnatprod.5c00486

Zhiwei Bian, Xiaoying Liu, Jiaxuan Li, Shian Hu, Yeun-Mun Choo, Zeyu Zhao, Jinfeng Hu, Kangrui Ji, Mark T. Hamann, Xin Wang* and Xiaojuan Wang*,

{"title":"Bletistrosides M-X, Anti-Alzheimer’s Disease Compounds from the Tubers of Bletilla striata","authors":"Zhiwei Bian, Xiaoying Liu, Jiaxuan Li, Shian Hu, Yeun-Mun Choo, Zeyu Zhao, Jinfeng Hu, Kangrui Ji, Mark T. Hamann, Xin Wang* and Xiaojuan Wang*, ","doi":"10.1021/acs.jnatprod.5c00486","DOIUrl":"10.1021/acs.jnatprod.5c00486","url":null,"abstract":"Twelve new compounds, bletistrosides M-X (1-12), including five glucosyloxybenzyl 2-isobutylmalates (1-5), along with four neolignan glycosides (6-9), two phenanthrene derivatives (10-11), and one bibenzyl derivative (12), were isolated from the tubers of Bletilla striata (B. striata). The structures and absolute configurations of the undescribed compounds were elucidated on the basis of spectroscopic data analysis, experimental and calculated electronic circular dichroism data, chiroptical analysis, and chemical derivatizations. In silico, compounds 2, 3, and 12 bound well to Aβ1–42. Compounds 2, 3, and 12 significantly delayed the paralysis phenotype in CL4176 worms compared to controls. Higher nonparalysis rates were observed in these treatment groups (5 μM for compound 2; 25, 50 μM for compounds 2, 3 and 12), suggesting their potential role in anti-Alzheimer’s disease.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 7","pages":"1752–1765"},"PeriodicalIF":3.6,"publicationDate":"2025-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144641244","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

Correction to Pestones A and B from a Fungus Pestalotiopsis sp. Bound to Mutant p53 and Changed its Conformation 与突变体p53结合的拟盘多毛菌对Pestones A和B的修正并改变其构象。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-15 DOI: 10.1021/acs.jnatprod.5c00761

Yusaku Sadahiro, Misaki Okubo, Yuki Hitora, Natsuko Hitora-Imamura, Shunsuke Kotani and Sachiko Tsukamoto,

引用次数: 0

Wikstdaphnoids A–I, Daphnane Diterpenoid Orthoesters from Wikstroemia chamaedaphne with Anti-Liver Fibrosis Activity 具有抗肝纤维化活性的紫花葡萄烷二萜正酯A-I。

IF 3.6 2区生物学

Journal of Natural Products Pub Date : 2025-07-15 DOI: 10.1021/acs.jnatprod.5c00536

Dong Huang, Yi-Ling Liao, Jia-Qian Chen, Fang-Yu Yuan, Shu-Qi Wu, Jia-Luo Huang, Tao Yuan, Xin Chen, Zhang-Hua Sun, Gui-Hua Tang, Lu Gan* and Sheng Yin*,

{"title":"Wikstdaphnoids A–I, Daphnane Diterpenoid Orthoesters from Wikstroemia chamaedaphne with Anti-Liver Fibrosis Activity","authors":"Dong Huang, Yi-Ling Liao, Jia-Qian Chen, Fang-Yu Yuan, Shu-Qi Wu, Jia-Luo Huang, Tao Yuan, Xin Chen, Zhang-Hua Sun, Gui-Hua Tang, Lu Gan* and Sheng Yin*, ","doi":"10.1021/acs.jnatprod.5c00536","DOIUrl":"10.1021/acs.jnatprod.5c00536","url":null,"abstract":"Bioassay─combined with molecular networking─guided chemical investigation of Wikstroemia chamaedaphne (Thymelaeaceae) led to the isolation of 15 daphnane diterpenoid orthoesters (DDOs), of which 1–9 were new. Compounds 1–5 and 8–9 are a rare group of 1-alkyl macrocyclic DDOs. These structures were determined by extensive spectroscopic and computational methods as well as single-crystal X-ray diffraction. All of DDOs were evaluated for anti-liver fibrosis activity in TGF-β1-stimulated LX-2 cells by high-throughput screening assays, and the results showed that six of isolates significantly inhibited the expression of fibronectin (FN) at 10 μM, among which 1 and 11 exhibited the most potent activity that could dose-dependently inhibit protein levels of FN, α-smooth muscle actin (α-SMA), and collagen I in LX-2 and JS-1 cells. Our study indicated that macrocyclic DDOs could serve as a new type of structural motif in anti-liver fibrosis drug development.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 7","pages":"1781–1790"},"PeriodicalIF":3.6,"publicationDate":"2025-07-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144641245","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