Natural Products and Bioprospecting最新文献

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Discovery of structurally diverse polyprenylated acylphloroglucinols with quorum sensing inhibitory activity from Hypericum seniawinii Maxim. 结构多样且具有群体感应抑制活性的聚丙烯酰间苯三酚的发现。
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-06-19 DOI: 10.1007/s13659-025-00520-z
Yulin Duan, Xiaoxia Gu, Xincai Hao, Guosheng Cao, Weiguang Sun, Changxing Qi, Yonghui Zhang
{"title":"Discovery of structurally diverse polyprenylated acylphloroglucinols with quorum sensing inhibitory activity from Hypericum seniawinii Maxim.","authors":"Yulin Duan, Xiaoxia Gu, Xincai Hao, Guosheng Cao, Weiguang Sun, Changxing Qi, Yonghui Zhang","doi":"10.1007/s13659-025-00520-z","DOIUrl":"https://doi.org/10.1007/s13659-025-00520-z","url":null,"abstract":"<p><p>Four previously undescribed polyprenylated acylphloroglucinols, hyperisenins A-D (1-4), along with two known analogues (5 and 6), were obtained from the aerial part of Hypericum seniawinii Maxim. Compounds 1 and 2 were two highly degraded polyprenylated acylphloroglucinols with a cyclohexanone-monocyclic skeleton, while compound 3 was the first example of O-prenylated acylphloroglucinols with a 6/6/6 ring system. Their structures were identified by analyzing NMR, HRESIMS data, and quantum chemical calculations. The biosynthetic pathway of 1 and 2 might originate from bicyclic polyprenylated acylphloroglucinols via a series of complex retro-Claisen, keto - enol tautomerism, and intramolecular cyclization. The bioassay results showed that 4 exhibited quorum sensing inhibitory activity against Pseudomonas aeruginosa, which could decrease the activation of the rhl system, and significantly reduce rhamnolipid levels at a concentration of 100 µM, and the mechanism might be the ability to bind 4 to lasR and pqsR.</p>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":"40"},"PeriodicalIF":4.8,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144324122","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Exploring anti-SARS-CoV-2 natural products: dual-viral target inhibition by delphinidin and the anti-coronaviral efficacy of deapio platycodin D. 探索抗sars - cov -2天然产物:飞燕草苷对双病毒靶点的抑制作用和桔梗素D的抗冠状病毒作用。
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-06-13 DOI: 10.1007/s13659-025-00523-w
Jiani Lu, Yan Tang, Hongtao Li, Saisai Tian, Xixiang Chen, Xueyue Song, Pengcheng Qin, Jianrong Xu, Haiyan Zhu, Liqiang Ni, Huarong Du, Weidong Zhang, Weihua Li, Lili Chen
{"title":"Exploring anti-SARS-CoV-2 natural products: dual-viral target inhibition by delphinidin and the anti-coronaviral efficacy of deapio platycodin D.","authors":"Jiani Lu, Yan Tang, Hongtao Li, Saisai Tian, Xixiang Chen, Xueyue Song, Pengcheng Qin, Jianrong Xu, Haiyan Zhu, Liqiang Ni, Huarong Du, Weidong Zhang, Weihua Li, Lili Chen","doi":"10.1007/s13659-025-00523-w","DOIUrl":"10.1007/s13659-025-00523-w","url":null,"abstract":"<p><p>Qingfei Paidu decoction (QFPDD) has been extensively used in clinical treatments during the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) epidemic. SARS-CoV-2 primarily invades host cells via its spike (S) protein binding to the angiotensin-converting enzyme 2 (ACE2) on the cell membrane, mediating viral-host membrane fusion. Blocking viral entry is a crucial step in preventing infection, with the interaction between the S receptor binding domain (S-RBD) and ACE2 being a key antiviral target. Given that SARS-CoV-2 predominantly affects the respiratory system and approximately 25% of patients suffering from corona virus disease 2019 (COVID-19) with gastrointestinal symptoms, we are committed to identifying more active ingredients in QFPDD that target the respiratory and gastrointestinal tracts of COVID-19 patients. Among medicinal plants, ephedra and liquorice derived from QFPDD, along with two other Chinese herbs, Platycodon grandiflorum and Radix Rhei Et Rhizome (rhubarb), have garnered our interest. These herbs have historically been used in traditional Chinese medicine (TCM) for treating infectious diseases with respiratory and digestive symptoms. Here, we established a library containing all components of the four individual herbs gathered from the Traditional Chinese Medicine Systems Pharmacology Database and Analysis Platform (TCMSP) and performed structure-based virtual screening to identify potential ACE2/S-RBD inhibitors. Subsequently, we selected 10 ingredients from the top 30 candidates and evaluated their activities using a pseudovirus neutralization assay. Delphinidin and deapio platycodin D (DPD) showed significant antiviral potential with half-maximal inhibitory concentration (IC<sub>50</sub>) values of 45.35 µM and 1.38 µM, respectively. Furthermore, delphinidin also inhibited the 3-chymotrypsin-like protease (3CL<sup>pro</sup>), indicating its dual-viral target inhibitory potential. Notably, DPD effectively suppressed HCoV-229E replication in BEL-7402 cells. This study not only provides a strategy for rapid identifying antiviral agents from TCM in anticipation of future pandemics but also offers theoretical and experimental evidence to support for the clinical use of QFPDD.</p>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":"39"},"PeriodicalIF":4.8,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12165925/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144281943","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Design of 20-deoxyingenol-esters-based PKC agonists and their lysosome biogenesis-enhancing activity. 基于20-脱氧胆醇酯的PKC激动剂的设计及其溶酶体生物活性增强。
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-06-10 DOI: 10.1007/s13659-025-00522-x
Jia-Jia Wan, Qiu-Yuan Yin, Mao Sun, Cui-Shan Zhang, Hao-Jing Zang, Pei-Tong Yao, Ming-Rui Yuan, Ding-Kang Chen, Feng Guo, Qun Chen, Bo-Wen Ouyang, Zi-Fei Xu, Ming-Ming Cao, Chong-Lin Yang, Xiao-Jiang Hao, Ying-Tong Di
{"title":"Design of 20-deoxyingenol-esters-based PKC agonists and their lysosome biogenesis-enhancing activity.","authors":"Jia-Jia Wan, Qiu-Yuan Yin, Mao Sun, Cui-Shan Zhang, Hao-Jing Zang, Pei-Tong Yao, Ming-Rui Yuan, Ding-Kang Chen, Feng Guo, Qun Chen, Bo-Wen Ouyang, Zi-Fei Xu, Ming-Ming Cao, Chong-Lin Yang, Xiao-Jiang Hao, Ying-Tong Di","doi":"10.1007/s13659-025-00522-x","DOIUrl":"10.1007/s13659-025-00522-x","url":null,"abstract":"<p><p>The activation of conventional (α) and novel (δ) protein kinase C (PKC) isoforms promotes lysosomal biogenesis, a critical process for clearance of pathogenic protein aggregates including β-amyloid (Aβ) and phosphorylated Tau (p-Tau) in neurodegenerative disorders. Notably, PKC activators HEP14/15, characterized by 20-methyl moiety, fail to establish classical C1B domain pharmacophore interactions, suggesting a non-canonical activation mechanism. In this study, structural diversification of 20-deoxyingenol through esterification and acetonide protection yielded 18 new derivatives (2-19). Systematic screening revealed their lysosome-promoting activities, with structure-activity relationship analysis identifying compounds 4 and 18 as superior autophagy inducers. At 20 μM, these derivatives enhanced autophagic flux by 2.45-fold and 2.31-fold versus vehicle control. Moreover, compounds 4 and 18 exhibited a dose-dependent increase in lysosome numbers, promoted TFEB nuclear translocation, and enhanced lysosome-mediated lipid droplet clearance. Western blot analysis further revealed that compounds 4/18 upregulated proteins associated with the autophagy-lysosome system, suggesting their potential as promising autophagy inducers. Mechanistically, molecular docking simulations indicated thier high-affinity binding to PKCδ, which may explain their autophagy-enhancing properties.</p>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":"38"},"PeriodicalIF":4.8,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12151967/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144257072","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Bridging chemical space and biological efficacy: advances and challenges in applying generative models in structural modification of natural products. 弥合化学空间和生物功效:在自然产物结构修饰中应用生成模型的进展和挑战。
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-06-06 DOI: 10.1007/s13659-025-00521-y
Chuan-Su Liu, Bing-Chao Yan, Han-Dong Sun, Jin-Cai Lu, Pema-Tenzin Puno
{"title":"Bridging chemical space and biological efficacy: advances and challenges in applying generative models in structural modification of natural products.","authors":"Chuan-Su Liu, Bing-Chao Yan, Han-Dong Sun, Jin-Cai Lu, Pema-Tenzin Puno","doi":"10.1007/s13659-025-00521-y","DOIUrl":"10.1007/s13659-025-00521-y","url":null,"abstract":"<p><p>Natural products (NPs) are invaluable resources for drug discovery, characterized by their intricate scaffolds and diverse bioactivities. AI drug discovery & design (AIDD) has emerged as a transformative approach for the rational structural modification of NPs. This review examines a variety of molecular generation models since 2020, focusing on their potential applications in two primary scenarios of NPs structure modification: modifications when the target is identified and when it remains unidentified. Most of the molecular generative models discussed herein are open-source, and their applicability across different domains and technical feasibility have been evaluated. This evaluation was accomplished by integrating a limited number of research cases and successful practices observed in the molecular optimization of synthetic compounds. Furthermore, the challenges and prospects of employing molecular generation modeling for the structural modification of NPs are discussed.</p>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":"37"},"PeriodicalIF":4.8,"publicationDate":"2025-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12144013/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144232912","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Mechanisms of action and resistance prevention of synergistic thymol and carvacrol combinations with antibiotics in Staphylococcus aureus and Acinetobacter baumannii. 百里香酚和香芹酚协同联合抗生素对金黄色葡萄球菌和鲍曼不动杆菌的作用机制及耐药预防。
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-06-06 DOI: 10.1007/s13659-025-00518-7
Cristina Gan, Elisa Langa, Gang Wang, Françoise Van Bambeke, Diego Ballestero, María Rosa Pino-Otín
{"title":"Mechanisms of action and resistance prevention of synergistic thymol and carvacrol combinations with antibiotics in Staphylococcus aureus and Acinetobacter baumannii.","authors":"Cristina Gan, Elisa Langa, Gang Wang, Françoise Van Bambeke, Diego Ballestero, María Rosa Pino-Otín","doi":"10.1007/s13659-025-00518-7","DOIUrl":"10.1007/s13659-025-00518-7","url":null,"abstract":"<p><p>The use of natural products as antibiotic adjuvants to enhance efficacy and mitigate resistance is increasingly recognized as a promising strategy. This study explored five novel synergistic antimicrobial combinations (SACs) of carvacrol (CARV) and three already identified SACs of thymol (THY) with chloramphenicol, gentamicin, and streptomycin against Staphylococcus aureus and Acinetobacter baumannii, critical WHO-listed pathogens, and investigated their mechanisms of action and resistance-prevention capabilities. Despite being isomers, CARV and THY exhibited distinct synergistic effects and fractional inhibitory concentration index (FICI) values depending on the antibiotic and bacterial species. The SACs significantly reduced the required antibiotic dose by 4- to 16-fold, with FICI values ranging from 0.25 to 0.5. Growth kinetics revealed that SACs completely inhibited planktonic bacterial growth, outperforming antibiotics alone. Additionally, the SACs demonstrated efficacy in both inhibiting and eradicating biofilms of S. aureus and A. baumannii. Resistance development studies highlighted that neither THY nor CARV induced resistance in these pathogens. Moreover, SACs combining aminoglycosides with THY reduced the emergence of resistance in A. baumannii by up to 32-fold. In S. aureus, THY mitigated gentamicin resistance by 16-fold. CARV exhibited similar, albeit slightly less potent, effects.Mechanistic investigations revealed that THY and CARV exert antimicrobial action by multiple mechanisms, including bacterial membrane depolarization and disruption, efflux pump inhibition, disrupting ATP metabolism and mitigating oxidative stress induced by antibiotics. These findings highlight the potential of SACs to enhance antibiotic efficacy while preventing resistance, positioning them as strong candidates for innovative antimicrobial therapies against multidrug-resistant pathogens.</p>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":"36"},"PeriodicalIF":4.8,"publicationDate":"2025-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12144027/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144232913","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chemical constituents of Lycium barbarum leaves and their anti-rheumatoid arthritis activity in vitro. 枸杞叶化学成分及其体外抗类风湿关节炎活性研究。
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-05-30 DOI: 10.1007/s13659-025-00516-9
Zi-Jiao Wang, Bang-Yin Tan, Yun Zhao, Chang-Bin Wang, Yun-Li Zhao, Xiao-Dong Luo
{"title":"Chemical constituents of Lycium barbarum leaves and their anti-rheumatoid arthritis activity in vitro.","authors":"Zi-Jiao Wang, Bang-Yin Tan, Yun Zhao, Chang-Bin Wang, Yun-Li Zhao, Xiao-Dong Luo","doi":"10.1007/s13659-025-00516-9","DOIUrl":"10.1007/s13659-025-00516-9","url":null,"abstract":"<p><p>Two new together with 32 known compounds were isolated from the leaves of Lycium barbarum. Their structures were elucidated using 1D and 2D NMR, HRESIMS, and ECD spectroscopic techniques. Compounds 1-34 were evaluated for their anti-rheumatoid arthritis activities in a lipopolysaccharide (LPS)-induced MH7A cells inflammatory model. As a result, compounds 1-3, 6, 8, 10, 14, 17-19, 29 and 31 inhibited the activity of lactate dehydrogenase (LDH) and nitric oxide (NO) at concentrations 20 μM. Among them, compound 1 showed the best effectiveness, with inhibition rates of 46.7% for NO and 32.8% for LDH.</p>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":"35"},"PeriodicalIF":4.8,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12125459/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144186215","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Polyprenylated acylphloroglucinols from Garcinia species and structural revision of seven analogues 藤黄属植物的聚丙烯基间苯三酚及其7个类似物的结构修正
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-05-26 DOI: 10.1007/s13659-025-00519-6
Yong-Ge Fu, Yi-Qi Huang, Zhi-Hong Xu, Xia Liu, Xing-Wei Yang
{"title":"Polyprenylated acylphloroglucinols from Garcinia species and structural revision of seven analogues","authors":"Yong-Ge Fu,&nbsp;Yi-Qi Huang,&nbsp;Zhi-Hong Xu,&nbsp;Xia Liu,&nbsp;Xing-Wei Yang","doi":"10.1007/s13659-025-00519-6","DOIUrl":"10.1007/s13659-025-00519-6","url":null,"abstract":"<div><p>Our continuous study of the fruits of <i>Garcinia xanthochymus</i> and <i>Garcinia subelliptica</i> led to the isolation and structural characterization of six new polyprenylated acylphloroglucinols, xanthochymusones N and O (<b>1</b> and <b>2</b>), (–)-garciyunnanin L (<b>3</b>), and garsubelones C–E (<b>4</b>–<b>6</b>), together with two known analogues. Their structures were elucidated by interpretation of NMR and MS spectroscopic data. It was found that the Grossman-Jacobs rule is no longer applicable to determination of the C-7 configuration of compounds <b>1</b>–<b>3</b>, as they possess a complex 6/6/6/6/6 fused ring system. The inhibitory activities of all the compounds against two human hepatocellular carcinoma cell lines Huh-7 and HepG2 were evaluated, and compound <b>1</b> exhibited moderate cytotoxic activities against HepG2 cells with IC<sub>50</sub> value 7.3 μM. Furthermore, the previous assignments of some polyprenylated acylphloroglucinols have been proved to be incorrect in this study, and analysis of NMR data enabled the structural revision of seven analogues: hyperselancins A and B, garcinielliptones F and G, garxanthochins A and B, and 13,14-didehydroxygarcicowin C. The revised structures of garcinielliptone F and garxanthochin A were shown to have the same structures of garsubelone B and xanthochymusone K, respectively, and the revised structures of other five compounds have not been reported.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":""},"PeriodicalIF":4.8,"publicationDate":"2025-05-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13659-025-00519-6.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144140295","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Enantiomeric diarylheptanoids from Ottelia acuminata var. acuminata and their α-glucosidase inhibitory activity 荆芥对映体二芳基庚烷类化合物及其α-葡萄糖苷酶抑制活性
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-05-16 DOI: 10.1007/s13659-025-00515-w
Jia-Ru Zhou, Xin-Yue Hu, Hong-Xing Liu, Yu Zhou, Fei-Fei Xiong, Jian-Jun Zhao, Xing-Ren Li, Gang Xu
{"title":"Enantiomeric diarylheptanoids from Ottelia acuminata var. acuminata and their α-glucosidase inhibitory activity","authors":"Jia-Ru Zhou,&nbsp;Xin-Yue Hu,&nbsp;Hong-Xing Liu,&nbsp;Yu Zhou,&nbsp;Fei-Fei Xiong,&nbsp;Jian-Jun Zhao,&nbsp;Xing-Ren Li,&nbsp;Gang Xu","doi":"10.1007/s13659-025-00515-w","DOIUrl":"10.1007/s13659-025-00515-w","url":null,"abstract":"<div><p>Otteacumienes G–K (<b>1</b>–<b>5</b>), five pairs of enantiomeric diarylheptanoids, along with one undescribed diarylheptanoid glycoside and one new lignan, were isolated from <i>Ottelia</i> <i>acuminata</i> var. <i>acuminata</i>. Compounds <b>1</b>–<b>5</b> were identified as five pairs of enantiomers and their structural configurations were determined through a combination of spectroscopic analysis, X-ray crystallography, and ECD calculation. Notably, compound <b>6</b> was the first diarylheptanoid glycoside isolated from this aquatic species, and its absolute configuration was unequivocally established through semi-synthesis. Biological evaluation demonstrated that compound <b>1</b> exhibited <i>α</i>-glucosidase inhibitory activity, with an inhibition ratio of 38.97% (acarbose as the positive control, inhibition ratio = 13.52%).</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":""},"PeriodicalIF":4.8,"publicationDate":"2025-05-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13659-025-00515-w.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144073729","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Concise syntheses of natural diarylheptanoids containing a 1,4-pentadiene unit 含有1,4-戊二烯单元的天然二芳基庚烷的简明合成
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-05-13 DOI: 10.1007/s13659-025-00517-8
Guang Tao, Xin-Yue Hu, Hong-Xing Liu, Xing-Ren Li, Li-Dong Shao, Gang Xu
{"title":"Concise syntheses of natural diarylheptanoids containing a 1,4-pentadiene unit","authors":"Guang Tao,&nbsp;Xin-Yue Hu,&nbsp;Hong-Xing Liu,&nbsp;Xing-Ren Li,&nbsp;Li-Dong Shao,&nbsp;Gang Xu","doi":"10.1007/s13659-025-00517-8","DOIUrl":"10.1007/s13659-025-00517-8","url":null,"abstract":"<div><p>Two concise and efficient synthetic routes were developed for the synthesis of three 1,7-diarylheptanoids (<b>1</b>–<b>3</b>) containing a 1,4-pentadiene unit, which were originally isolated from <i>Ottelia acuminata</i> var. <i>acuminata</i>. The first approach focused on the construction of linear diarylheptanoids <b>1</b> and <b>3</b> featuring a (1<i>E</i>,4<i>E</i>)-pentadiene moiety, via a Suzuki coupling reaction. The second strategy enabled the synthesis of sixteen-membered macrocyclic ether <b>2</b> with a (1<i>Z</i>,4<i>E</i>)-pentadiene unit. The challenging macrocyclization was successfully accomplished through an Ullmann coupling. Notably, the formation of the <i>Z</i>-olefin within the macrocyclic framework was promoted by the inherent ring strain of diarylether-type heptane system, which preferentially stabilizes this particular configuration.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"15 1","pages":""},"PeriodicalIF":4.8,"publicationDate":"2025-05-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13659-025-00517-8.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143938310","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Six pairs of enantiomeric prenylated flavonoids with cytotoxic activities from Epimedium sagittatum Maxim 六对具有细胞毒活性的淫羊藿烯酰化类黄酮对映体
IF 4.8 3区 化学
Natural Products and Bioprospecting Pub Date : 2025-05-13 DOI: 10.1007/s13659-025-00510-1
Shuang-Shuang Xie, Xiang Yu, Qi-Mei Tie, Jing-Ke Zhang, Bei-Bei Zhang, Meng-Nan Zeng, Xiao-Ke Zheng, Wei-Sheng Feng
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