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A Biotechnological Platform for Gram-Scale Production of Mureidomycin A 克级生产穆雷霉素A的生物技术平台
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-23 DOI: 10.1021/acs.jnatprod.6c00713
Panagiota-Hanna Koutsandrea, Richard Sonnengrün, Nils Hauck, Andreas Kulik, Harald Gross, Silja Mordhorst, Bertolt Gust
{"title":"A Biotechnological Platform for Gram-Scale Production of Mureidomycin A","authors":"Panagiota-Hanna Koutsandrea,&nbsp;Richard Sonnengrün,&nbsp;Nils Hauck,&nbsp;Andreas Kulik,&nbsp;Harald Gross,&nbsp;Silja Mordhorst,&nbsp;Bertolt Gust","doi":"10.1021/acs.jnatprod.6c00713","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00713","url":null,"abstract":"<p>Mureidomycin A is a uridyl peptide antibiotic with potent bioactivity against the Gram-negative pathogen <em>Pseudomonas aeruginosa</em>. Crucial bottlenecks impeding further drug development include low compound production in native producers and heterologous hosts, as well as the formation of numerous derivatives, which further reduces the yield of the target compound. By analyzing different production hosts and deleting single genes, a production platform for mureidomycin A was developed in this study. The production of several derivatives was reduced or abolished, facilitating compound isolation. While mureidomycin A was previously produced in trace amounts, the final strain yields ∼1.4 g/L, enabling future preclinical studies.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"3067–3077"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149230447","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
Hypoglaucines A−D, Unusual Isoquinoline Dimers from the Roots of Cyclea hypoglauca 次青光眼根中罕见的异喹啉二聚体——次青光眼氨酸A - D
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-03 DOI: 10.1021/acs.jnatprod.6c00943
Nan An, Zhan-Tao Zhao, Wei-Ye Wu, Lei Li, Long Jiang, Dong Huang, Fang-Yu Yuan, Lu Gan, Jia-Luo Huang, Gui-Hua Tang, Sheng Yin
{"title":"Hypoglaucines A−D, Unusual Isoquinoline Dimers from the Roots of Cyclea hypoglauca","authors":"Nan An,&nbsp;Zhan-Tao Zhao,&nbsp;Wei-Ye Wu,&nbsp;Lei Li,&nbsp;Long Jiang,&nbsp;Dong Huang,&nbsp;Fang-Yu Yuan,&nbsp;Lu Gan,&nbsp;Jia-Luo Huang,&nbsp;Gui-Hua Tang,&nbsp;Sheng Yin","doi":"10.1021/acs.jnatprod.6c00943","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00943","url":null,"abstract":"<p>Hypoglaucines A−D (<strong>1−4</strong>), four unusual isoquinoline dimers, were isolated from the roots of <em>Cyclea hypoglauca</em>. Compound <strong>1</strong> features <em>p</em>-tolylmethanol and 4-(hydroxymethyl)phenol linkages that join two isoquinoline monomers into a 19-membered macrocyclic ring. Compounds <strong>2−4</strong> are bisbenzylisoquinoline derivatives containing a benzoyl unit. The structures of <strong>1−4</strong>, including their absolute configurations, were determined by spectroscopic, computational, and single-crystal X-ray diffraction methods. Compound <strong>1</strong> potently inhibited the proliferation of NCI-H1975 cells with an IC<sub>50</sub> of 1.43 ± 0.15 μM by inducing G0/G1 phase arrest.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"3052–3059"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149230423","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
Tonakiamides A and B, Antitrypanosomal Lipopeptides Isolated from a Marine Okeania sp. Cyanobacterium 海洋蓝藻中抗锥虫体脂肽的tonakamides A和B
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-25 DOI: 10.1021/acs.jnatprod.6c00670
Natsumi Watanabe, Ghulam Jeelani, Tomoyoshi Nozaki, Arihiro Iwasaki
{"title":"Tonakiamides A and B, Antitrypanosomal Lipopeptides Isolated from a Marine Okeania sp. Cyanobacterium","authors":"Natsumi Watanabe,&nbsp;Ghulam Jeelani,&nbsp;Tomoyoshi Nozaki,&nbsp;Arihiro Iwasaki","doi":"10.1021/acs.jnatprod.6c00670","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00670","url":null,"abstract":"<p>The structure elucidation of peptidic natural products is often hindered by extensive <em>N</em>-methylation and repetitive sequence motifs, which complicate NMR spectral analysis. Tonakiamides A and B (<strong>1</strong> and <strong>2</strong>), two lipopeptides isolated from a marine <em>Okeania</em> sp. cyanobacterium collected in Japan, represent such challenging compounds. Tonakiamides A and B (<strong>1</strong> and <strong>2</strong>) are acyclic nonapeptides composed of a hexanoic acid moiety and nine amino acid residues, six of which are <em>N</em>-methylated, resulting in complex mixtures of rotamers. Their structures were elucidated through a combination of spectroscopic and spectrometric analyses together with the characterization of three partial hydrolysates obtained under mild hydrolysis conditions. Tonakiamides A and B exhibited moderate growth-inhibitory activities against <em>Trypanosoma brucei rhodesiense</em>, the causative agent of African sleeping sickness.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2807–2814"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233572","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 Use of TMS for Determining the Absolute Configuration of Natural Products Bearing Hydroxyl Groups 用TMS测定含羟基天然产物的绝对构型
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-29 DOI: 10.1021/acs.jnatprod.6c00975
Gregor Talajić, Edi Topić, Emanuel Pištan, Nikola Cindro
{"title":"The Use of TMS for Determining the Absolute Configuration of Natural Products Bearing Hydroxyl Groups","authors":"Gregor Talajić,&nbsp;Edi Topić,&nbsp;Emanuel Pištan,&nbsp;Nikola Cindro","doi":"10.1021/acs.jnatprod.6c00975","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00975","url":null,"abstract":"<p>Compounds isolated from natural sources continue to make invaluable contributions across many fields of chemistry. Structures elucidated and reported in the literature often serve as starting points for the total synthesis of bioactive compounds. In this painstaking process of separation and structural elucidation, one of the most complex steps is the determination of absolute configuration. In this work we present a combination of a simple molecular modification, which is fast, robust and selective, with traditional single-crystal X-ray diffraction to achieve high precision in determining absolute configuration. The method can be employed on a wide variety of compounds bearing at least one hydroxylic group, which includes a significant proportion of natural products.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"3031–3037"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233525","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
Total Synthesis of the Cyclodepsipeptide Nodupetide and Evaluation of Its Cytotoxicity 环沉积肽节肽的全合成及其细胞毒性评价
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-09-23 DOI: 10.1021/acs.jnatprod.6c00867
Siva Ramakrishna Paipuri, Kavya Lekha Sunkara, Sunil Misra, Srihari Pabbaraja
{"title":"Total Synthesis of the Cyclodepsipeptide Nodupetide and Evaluation of Its Cytotoxicity","authors":"Siva Ramakrishna Paipuri,&nbsp;Kavya Lekha Sunkara,&nbsp;Sunil Misra,&nbsp;Srihari Pabbaraja","doi":"10.1021/acs.jnatprod.6c00867","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00867","url":null,"abstract":"<p>The stereoselective total synthesis of the cyclodepsipeptide nodupetide (<strong>1</strong>) with a 3-hydroxy-4-methylhexanoic acid (HMHA) moiety is described. Evan’s aldol approach for fixing the chirality in the HMHA motif and classical liquid-phase peptide coupling procedures for construction of the tetrapeptide were utilized. Preliminary biological evaluation of the synthesized natural product along with its two acyclic precursors indicated cytotoxic activities.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2935–2946"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233532","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
Eudesmane Sesquiterpenoids from Dregea Volubilis Suppress Kidney Stones via Akt Signalling to Inhibit Oxalate Biosynthesis in Drosophila 通过Akt信号抑制果蝇草酸盐生物合成抑制肾结石
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-14 DOI: 10.1021/acs.jnatprod.6c00830
Jinna Zhao, Faxiang Guo, Jiahuan Wang, Lvyou Wan, Lei Zhang, Yanjun Ding, Jiahao Chen, Bo Li, Libo Wang, Bojie Cong, Jinhui Wang
{"title":"Eudesmane Sesquiterpenoids from Dregea Volubilis Suppress Kidney Stones via Akt Signalling to Inhibit Oxalate Biosynthesis in Drosophila","authors":"Jinna Zhao,&nbsp;Faxiang Guo,&nbsp;Jiahuan Wang,&nbsp;Lvyou Wan,&nbsp;Lei Zhang,&nbsp;Yanjun Ding,&nbsp;Jiahao Chen,&nbsp;Bo Li,&nbsp;Libo Wang,&nbsp;Bojie Cong,&nbsp;Jinhui Wang","doi":"10.1021/acs.jnatprod.6c00830","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00830","url":null,"abstract":"<p><em>Dregea volubilis</em> has long been used in traditional medicine for the treatment of urolithiasis, yet its bioactive constituents and molecular mechanisms remain largely undefined. Here, molecular networking-guided UPLC-ESI-MS/MS analysis enabled the isolation of ten sesquiterpenoids, including eight previously undescribed compounds (compounds <strong>1∼4</strong>, <strong>6∼9</strong>). Among them, dregeaterpene A (<strong>1</strong>) exhibited potent anti-urolithic activity in Drosophila, surpassing the therapeutic efficacy of potassium citrate. Mechanistically, dregeaterpene A suppressed endogenous oxalate biosynthesis by restoring oxalate-impaired Akt phosphorylation, leading to the downregulation of <em>Daao1</em> and <em>Daao2</em>, and the upregulation of <em>Agxt</em>. Consequently, oxalate accumulation and calcium oxalate stone formation were markedly reduced. Collectively, these findings identify eudesmane sesquiterpenoids from <em>D. volubilis</em> as bioactive anti-urolithic agents and establish Akt-dependent regulation of oxalate metabolism as their underlying mechanism of action, highlighting dregeaterpene A as a promising lead compound for the development of therapeutics against calcium oxalate urolithiasis.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2887–2896"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233605","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
Subtortins A−C, Pyran-3-one-Containing Malabaricanes Isolated from Cortinarius subtortus subtortinus Subtortins A−C, pyran -3- 1 - containing Malabaricanes
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-03 DOI: 10.1021/acs.jnatprod.6c00850
Théo Ozga, Mehdi A. Beniddir, Jean-Michel Bellanger, Arnaud Marvilliers, Emmanuelle Girard-Valenciennes, Aurélie Urbain
{"title":"Subtortins A−C, Pyran-3-one-Containing Malabaricanes Isolated from Cortinarius subtortus","authors":"Théo Ozga,&nbsp;Mehdi A. Beniddir,&nbsp;Jean-Michel Bellanger,&nbsp;Arnaud Marvilliers,&nbsp;Emmanuelle Girard-Valenciennes,&nbsp;Aurélie Urbain","doi":"10.1021/acs.jnatprod.6c00850","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00850","url":null,"abstract":"<p><em>Cortinarius</em> (webcaps) is the most diversified genus of mushrooms, yet mycochemical studies so far seem to have mostly investigated toxic or colorful species. The aim of our project was to leverage HPLC-DAD-HRMS/MS data from our local fungal extract library to target and isolate compounds found specifically in <em>Cortinarius</em> extracts. The selection and fractionation of an ethyl acetate extract obtained from sporophores of <em>Cortinarius subtortus</em> led to the isolation and structure elucidation of three new uncommon triterpenes named subtortins A−C (<strong>1</strong>−<strong>3</strong>). These compounds belong to the malabaricane triterpenoid subclass, arising from an incomplete cyclization of squalene, and feature an unprecedented terminal pyran-3-one moiety. To date, only very few malabaricanes of fungal origin have been reported, all from <em>Cortinarius</em>, suggesting a potential chemotaxonomic significance. Structure elucidation and absolute configuration assignment of subtortins A−C (<strong>1</strong>−<strong>3</strong>) were established by a combination of experimental spectroscopies (NMR and ECD) and computational approaches based on GIAO NMR and TDDFT-ECD. Antimicrobial assays against the pathogenic models <em>Staphylococcus aureus</em>, <em>Escherichia coli</em>, and <em>Candida albicans</em> showed no activity, while the possible biosynthesis and ecological role of these metabolites are discussed.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2906–2917"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149230425","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
A Practical Guide to Dereplication in Natural Products Metabolomics 天然产物代谢组学的反向复制实用指南
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-01 DOI: 10.1021/acs.jnatprod.6c00896
Jiangpeiyun Jin, Neha Garg
{"title":"A Practical Guide to Dereplication in Natural Products Metabolomics","authors":"Jiangpeiyun Jin,&nbsp;Neha Garg","doi":"10.1021/acs.jnatprod.6c00896","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00896","url":null,"abstract":"<p>Liquid chromatography-tandem mass spectrometry (LC−MS/MS)-based metabolomics has become a central approach for characterizing the chemical diversity of biological systems, particularly in natural product discovery. However, the scale and complexity of untargeted LC−MS/MS datasets present a persistent challenge: only a small fraction of detected features can be confidently assigned to known structures, leaving much of the metabolome unexplored. Dereplication and annotation tools have rapidly expanded to address this bottleneck, including molecular networking, spectral library matching, substructure discovery, chemical class prediction, <em>in silico</em> structure prediction, and repository-scale spectral searching. For beginners, these growing computational tools can be difficult to navigate since individual tools differ in input requirements, confidence levels, and optimal use cases. This review provides a practical overview of major annotation strategies in LC−MS/MS-based metabolomics and emphasizes how complementary tools can be integrated into coherent workflows. We first introduce core approaches for feature organization and dereplication, then discuss advanced strategies for substructure analysis, chemical classification, <em>de novo</em> annotation, and genome-informed discovery. Finally, representative applications from studies on different biological systems illustrate how integrative workflows enable prioritization, structural characterization, and discovery of previously unknown chemistry and biochemical reactions.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2764–2782"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233373","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
Hydroxypheophytin a Stereoisomers as Principal Bioactive Compounds from Spirulina for the Reduction of Lipids and Appetite 羟基绿藻素a立体异构体作为螺旋藻降脂降食欲的主要生物活性化合物
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-09 DOI: 10.1021/acs.jnatprod.6c00721
C. Filipe Henriques, Ana C. Fonseca, Tiago Ribeiro, Diogo Ferreira-Martins, Mariana Alves Reis, Ralph Urbatzka
{"title":"Hydroxypheophytin a Stereoisomers as Principal Bioactive Compounds from Spirulina for the Reduction of Lipids and Appetite","authors":"C. Filipe Henriques,&nbsp;Ana C. Fonseca,&nbsp;Tiago Ribeiro,&nbsp;Diogo Ferreira-Martins,&nbsp;Mariana Alves Reis,&nbsp;Ralph Urbatzka","doi":"10.1021/acs.jnatprod.6c00721","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00721","url":null,"abstract":"<p>The rising prevalence of obesity calls for the development of novel treatments. Spirulina is known for its beneficial effects on metabolic health; however, the specific bioactive compounds have not yet been identified. This work aims to address this gap through the bioassay-guided isolation of lipid-reducing compounds from <em>Limnospira platensis</em> using zebrafish larvae. The primary bioactive compounds identified were the stereoisomers of 13<sup>2</sup>-hydroxypheophytin <em>a</em> (13<sup>2</sup>-hpa), with 13<sup>2</sup>-(<em>R</em>)-hpa (<strong>2</strong>) (EC<sub>50</sub> = 1.7 μM) that showed seven times higher lipid-reducing potential than 13<sup>2</sup>-(<em>S</em>)-hpa (<strong>1</strong>) (EC<sub>50</sub> = 11.7 μM). Both isomers prevented lipid accumulation in an <em>in vitro</em> steatosis model using oleic acid-overloaded HepG2 cells, and both remediated steatosis following prior lipid accumulation. Both compounds reduced <em>Paramecia</em> intake with similar EC<sub>50</sub> values, but only 13<sup>2</sup>-(<em>S</em>)-hpa (<strong>1</strong>) suppressed liposome intake (EC<sub>50</sub> = 22.5 μM), which indicates different mechanisms of appetite regulation. No effects were observed on tissue glucose uptake or β-cell regeneration after ablation. Together, these findings identify the isomers of 13<sup>2</sup>-hpa (<strong>1</strong> and <strong>2</strong>) as the principal bioactive compounds of spirulina, with differing lipid reduction potencies and appetite suppression, underscoring the importance of C-13<sup>2</sup> configuration for biological activity.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"2815–2826"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233456","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
Structural Insights into the Anti-Austerity Activity of DC1149B through an SAR Study of Trichodermamides 通过对木霉酰胺类化合物的SAR研究，了解DC1149B抗紧缩活性的结构
IF 3.7 2区 生物学
Journal of Natural Products Pub Date : 2026-10-23 Epub Date: 2026-10-02 DOI: 10.1021/acs.jnatprod.6c00634
Atsushi Kimishima, Yujin Takeshita, Kazumi Ikegami, Peng Du, Masayoshi Arai
{"title":"Structural Insights into the Anti-Austerity Activity of DC1149B through an SAR Study of Trichodermamides","authors":"Atsushi Kimishima,&nbsp;Yujin Takeshita,&nbsp;Kazumi Ikegami,&nbsp;Peng Du,&nbsp;Masayoshi Arai","doi":"10.1021/acs.jnatprod.6c00634","DOIUrl":"https://doi.org/10.1021/acs.jnatprod.6c00634","url":null,"abstract":"<p>DC1149B, a fungal secondary metabolite, exhibits potent and highly selective anti-austerity activity against PANC-1 cells, whereas the structurally related trichodermamide A shows neither significant anti-austerity activity nor cytotoxicity. An extensive structure−activity relationship study using chiral trichodermamides and rationally designed analogs revealed that the C-5 β-allylic chloride is indispensable for potent cytotoxicity, whereas the unique seven-membered bicyclo[3.2.2] framework within the fused epidithiodiketopiperazine moiety is crucial for highly selective anti-austerity activity.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"89 10","pages":"3060–3066"},"PeriodicalIF":3.7,"publicationDate":"2026-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149233346","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
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