Journal of Natural Products 最新文献_第7页

Total Synthesis and Structural Reassignment of the Molt-Inhibiting Marine Alkaloid Erebusinone. 蜕皮抑制性海洋生物碱依瑞布西酮的全合成与结构重定。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-10-04 DOI: 10.1021/acs.jnatprod.4c00973

Louisa Tham, Brodie W Bulcock, Samuele Sala, Gareth L Nealon, Gavin R Flematti, Stephen A Moggach, Matthew J Piggott

引用次数: 0

Immunosuppressive Breviane Spiroditerpenoids from Penicillium bialowiezense Isolated from a Medicinal Plant. 从一种药用植物中分离出的青霉 Bialowiezense 中提取的具有免疫抑制作用的 Breviane 疏螺旋体。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-10-09 DOI: 10.1021/acs.jnatprod.4c00782

Shu-Shuai Chen, Yuan Gao, Li Chen, Xiao Tong, Pei-Qian Wu, Yi Huang, Shi-Jun He, Jian-Min Yue, Bin Zhou

{"title":"Immunosuppressive Breviane Spiroditerpenoids from Penicillium bialowiezense Isolated from a Medicinal Plant.","authors":"Shu-Shuai Chen, Yuan Gao, Li Chen, Xiao Tong, Pei-Qian Wu, Yi Huang, Shi-Jun He, Jian-Min Yue, Bin Zhou","doi":"10.1021/acs.jnatprod.4c00782","DOIUrl":"10.1021/acs.jnatprod.4c00782","url":null,"abstract":"Breviane spiroditerpenoids are a small group of structurally interesting and complex meroterpenoids. This work focused on an endophytic fungus Penicillium bialowiezense ZBWPQ-27 that was isolated from a medicinal plant Euphorbia neriifolia, leading to the isolation of 15 breviane spiroditerpenoids with four types of polycyclic systems (1-6 and 9-17), and two new carotane sesquiterpenoids (7 and 8). The structures including absolute configurations of the new compounds 1-8 were elucidated by spectroscopic data analysis and electronic circular dichroism (ECD) calculations. In addition, the misassigned NMR data of several resonances of the 5-methyl-TAL motif (E ring) in those of known brevianes (9-15) were corrected by spectroscopic data analysis. Biological tests revealed that brevianes with the type A ring system (6/6/6/5/6) showed moderate to significant immunosuppressive activities, and compound 11 displayed the most potent inhibitory activities against concanavalin A (ConA)-induced T cell proliferation (IC50 4.1 ± 0.2 μM) and lipopolysaccharide (LPS)-induced B cell proliferation (IC50 4.6 ± 0.2 μM), with good SI values of 28 ± 2 and 25 ± 4, respectively.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"2468-2477"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142386401","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

Maydisens, Sesterterpenoids with Anti-MDR Activity from Bipolaris maydis. Maydisens, Sesterterpenoids with Anti-MDR Activity from Bipolaris maydis.

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-10-02 DOI: 10.1021/acs.jnatprod.4c00658

Yong Shen, Nanjin Ding, Lianghu Gu, Mengru Yu, Qin Li, Weiguang Sun, Chunmei Chen, Yonghui Zhang, Hucheng Zhu

引用次数: 0

Talauromides A-G, Nitrogen-Containing Heptacyclic Oligophenalenone Dimers from the Soil Fungus Talaromyces stipitatus BMC-16. 来自土壤真菌 Talaromyces stipitatus BMC-16 的含氮七环低菲烯酮二聚体 Talauromides A-G。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-10-16 DOI: 10.1021/acs.jnatprod.4c00742

Shikun Zong, Yixuan Zhang, Jun Xiao, Yajuan Cong, Zhuoling Bi, Chunxiao Sun, Haotian Wang, Yimei Wei, Xiaozhi Rong, Jianfeng Zhou, Dehai Li, Meilin Zhu

引用次数: 0

Biologically Active Natural Products: Source and Inspiration for Drug R&D. 生物活性天然产品：药物研发的源泉和灵感。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 DOI: 10.1021/acs.jnatprod.4c01158

Jayanta Haldar, Christa E Müller, Philip J Proteau

引用次数: 0

Activity of the Caged Xanthone Morellic Acid against Vancomycin-Resistant Enterococcus Infection by Targeting the Bacterial Membrane. 笼黄酮莫来酸通过靶向细菌膜对抗耐万古霉素肠球菌感染的活性

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-10-10 DOI: 10.1021/acs.jnatprod.4c00425

Dong-Mei Tang, Zhao-Jie Wang, Wen-Biao Zu, Yue-Ming Jiang, Yan-Yan Zhu, Mei-Zhen Wei, Xiao-Dong Luo

{"title":"Activity of the Caged Xanthone Morellic Acid against Vancomycin-Resistant Enterococcus Infection by Targeting the Bacterial Membrane.","authors":"Dong-Mei Tang, Zhao-Jie Wang, Wen-Biao Zu, Yue-Ming Jiang, Yan-Yan Zhu, Mei-Zhen Wei, Xiao-Dong Luo","doi":"10.1021/acs.jnatprod.4c00425","DOIUrl":"10.1021/acs.jnatprod.4c00425","url":null,"abstract":"Vancomycin-resistant Enterococcus (VRE) is an important nosocomial opportunistic pathogen that is associated with multidrug resistance. Here, we demonstrate that morellic acid inhibits VRE by restoring its sensitivity to vancomycin and ampicillin with low drug resistance and efficient biofilm clearance effects. Morellic acid binds to inner membrane phospholipids, such as phosphatidylethanolamine (PE), phosphatidylglycerol (PG), and cardiolipin (CL) of VRE, such that the fluidity and proton-motive force (PMF) interfere with the damaged inner membrane, causing intracellular reactive oxygen species (ROS) accumulation and bacterial death. Transcriptional analyses supported this effect on inner membrane-related pathways such as fatty acid biosynthesis and glycerophospholipid metabolism. Moreover, morellic acid significantly eliminated residual bacteria in the spleen, liver, kidneys, and abdominal effusion in mice. Our findings indicate the potential applications of morellic acid as an antibacterial agent or adjuvant for treating VRE infections.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"2366-2375"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142398714","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

Conformational Sampling in Computational Studies of Natural Products: Why Is It Important? 天然产物计算研究中的构象取样：为何重要？

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-09-24 DOI: 10.1021/acs.jnatprod.4c00852

Yuchen Zhou, Ingso Limbu, Mary J Garson, Elizabeth H Krenske

引用次数: 0

Isolation and Characterization of the Cyanobacterial Macrolide Glycoside Moorenaside, an Anti-Inflammatory Analogue of Aurisides Targeting the Keap1/Nrf2 Pathway. 蓝藻大环内酯糖苷 Moorenaside 的分离与特性分析--一种针对 Keap1/Nrf2 通路的 Aurisides 抗炎类似物

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-09-24 DOI: 10.1021/acs.jnatprod.4c00420

Fatma H Al-Awadhi, Sofia Kokkaliari, Ranjala Ratnayake, Valerie J Paul, Hendrik Luesch

{"title":"Isolation and Characterization of the Cyanobacterial Macrolide Glycoside Moorenaside, an Anti-Inflammatory Analogue of Aurisides Targeting the Keap1/Nrf2 Pathway.","authors":"Fatma H Al-Awadhi, Sofia Kokkaliari, Ranjala Ratnayake, Valerie J Paul, Hendrik Luesch","doi":"10.1021/acs.jnatprod.4c00420","DOIUrl":"10.1021/acs.jnatprod.4c00420","url":null,"abstract":"A new 14-membered ring brominated macrolide glycoside, named moorenaside (1), was discovered from a marine cyanobacterial sample collected from Shands Key in Florida. The structure of 1 was established by analysis of spectroscopic data including its relative configuration. The absolute configuration was inferred from optical rotation data and comparison with related compounds. The structure of 1 features an α,β-unsaturated carbonyl system, which is also found in aurisides. The presence of this motif in 1 prompted us to evaluate its effect on Keap1/Nrf2 signaling, a cytoprotective pathway culminating in the activation of antioxidant genes activated upstream by the cysteine alkylation of Keap1. Moorenaside exhibited moderate ARE luciferase activity at 32 μM. Due to the established crosstalk between Nrf2 and NF-κB pathways, we investigated the anti-inflammatory effects of 1 in LPS-induced mouse macrophages (RAW264.7 cells), a commonly used model for inflammation. Moorenaside significantly upregulated Nqo1 (Nrf2 target gene) and downregulated iNos (NF-κB target gene) at 32 μM by 5.0- and 2.5-fold, respectively, resulting in a significant reduction of nitric oxide (NO) levels. Furthermore, we performed RNA-sequencing and demonstrated the transcriptional activity of 1 on a global level and identified canonical pathways and upstream regulators involved in inflammation, immune response, and certain oxidative-stress-underlying diseases such as multiple sclerosis and chronic kidney disease.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"2355-2365"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11519913/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142306585","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

Further Probing the Properties of a Unique Sponge-derived Alkaloid Through the Isolation of a New (-)-(5E)-(8R)-(14Z)-Mycothiazole Analogue. 通过分离一种新的(-)-(5E)-(8R)-(14Z)-霉噻唑类似物，进一步探索一种独特的海绵生物碱的特性。

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-09-30 DOI: 10.1021/acs.jnatprod.4c00691

Joe A Gerke, Sofia F Odron, Juri Kim, Naibedya Dutta, Jacqueline G Clarke, Joseph Media, David A Coppage, Maria Oorloff, Athena Alcala, Gilberto Garcia, Marissa E F Kang, Cy L Gerke, Jacob C Peterson, Joseph D Morris, Ryo Higuchi-Sanabria, Frederick A Valeriote, Phillip Crews, Tyler A Johnson

{"title":"Further Probing the Properties of a Unique Sponge-derived Alkaloid Through the Isolation of a New (-)-(5E)-(8R)-(14Z)-Mycothiazole Analogue.","authors":"Joe A Gerke, Sofia F Odron, Juri Kim, Naibedya Dutta, Jacqueline G Clarke, Joseph Media, David A Coppage, Maria Oorloff, Athena Alcala, Gilberto Garcia, Marissa E F Kang, Cy L Gerke, Jacob C Peterson, Joseph D Morris, Ryo Higuchi-Sanabria, Frederick A Valeriote, Phillip Crews, Tyler A Johnson","doi":"10.1021/acs.jnatprod.4c00691","DOIUrl":"10.1021/acs.jnatprod.4c00691","url":null,"abstract":"Scale-up isolation of (+)-(5Z)-(8S)-(14Z)-mycothiazole (1) from Vanuatu specimens of C. mycofijiensis to semisynthesize (+)-(5Z)-(8S)-8-O-acetyl-(14Z)-mycothiazole (2) revealed a new diastereomer, (-)-(5E)-(8R)-(14Z)-mycothiazole (4). The structure of 4 was determined using HRMS, NMR, and comparing optical rotation to (-)-(5Z)-(8R)-(14Z)-mycothiazole (3) and 2. The maximum tolerated dose of 2 in mice was 0.1 mg/kg. The IC50 of 4 in PANC-1 and HepG2 cancer cell lines was 111.6 and 115.0 nM. Evaluation of 4 in C. elegans showed similar oxygen consumption compared to 1-2, and all compounds significantly increased the lifespan. The Z orientation at Δ5,6 is crucial for picomolar cytotoxicity but not for mitochondrial inhibition.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"2523-2529"},"PeriodicalIF":3.3,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11534373/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142337355","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

Machine Learning Accelerates Screening of Osteoclast Differentiation Inhibitors from Natural Products. 机器学习加速从天然产品中筛选破骨细胞分化抑制剂

IF 3.3 2区生物学

Journal of Natural Products Pub Date : 2024-10-25 Epub Date: 2024-10-04 DOI: 10.1021/acs.jnatprod.4c00640

Yuki Hitora, Mako Hokaguchi, Yusaku Sadahiro, Takumi Higaki, Sachiko Tsukamoto

引用次数: 0