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Bacterial polyynes uncovered: a journey through their bioactive properties, biosynthetic mechanisms, and sustainable production strategies 揭秘细菌多炔:了解其生物活性特性、生物合成机制和可持续生产战略。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-07-17 DOI: 10.1039/d3np00059a
{"title":"Bacterial polyynes uncovered: a journey through their bioactive properties, biosynthetic mechanisms, and sustainable production strategies","authors":"","doi":"10.1039/d3np00059a","DOIUrl":"10.1039/d3np00059a","url":null,"abstract":"<div><p>Covering: up to 2023</p></div><div><p>Conjugated polyynes are natural compounds characterized by alternating single and triple carbon–carbon bonds, endowing them with distinct physicochemical traits and a range of biological activities. While traditionally sourced mainly from plants, recent investigations have revealed many compounds originating from bacterial strains. This review synthesizes current research on bacterial-derived conjugated polyynes, delving into their biosynthetic routes, underscoring the variety in their molecular structures, and examining their potential applications in biotechnology. Additionally, we outline future directions for metabolic and protein engineering to establish more robust and stable platforms for their production.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":10.2,"publicationDate":"2024-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139569194","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Gold-catalyzed cyclization and cycloaddition in natural product synthesis 天然产物合成中的金催化环化和环化反应。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-07-17 DOI: 10.1039/d3np00056g
{"title":"Gold-catalyzed cyclization and cycloaddition in natural product synthesis","authors":"","doi":"10.1039/d3np00056g","DOIUrl":"10.1039/d3np00056g","url":null,"abstract":"<div><p>Covering: 2016 to mid 2023</p></div><div><p>Transition metal catalysis, known for its remarkable capacity to expedite the assembly of molecular complexity from readily available starting materials in a single operation, occupies a central position in contemporary chemical synthesis. Within this landscape, gold-catalyzed reactions present a novel and versatile paradigm, offering robust frameworks for accessing diverse structural motifs. In this review, we highlighted a curated selection of publications in the past 8 years, focusing on the deployment of homogeneous gold catalysis in the ring-forming step for the total synthesis of natural products. These investigations are categorized based on the specific ring formations they engender, accentuating the prevailing gold-catalyzed methodologies applied to surmount intricate challenges in natural products synthesis.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":10.2,"publicationDate":"2024-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140058157","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Structural, biochemical and bioinformatic analyses of nonribosomal peptide synthetase adenylation domains 非核糖体肽合成酶腺苷酸化结构域的结构、生物化学和生物信息学分析。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-07-17 DOI: 10.1039/d3np00064h
{"title":"Structural, biochemical and bioinformatic analyses of nonribosomal peptide synthetase adenylation domains","authors":"","doi":"10.1039/d3np00064h","DOIUrl":"10.1039/d3np00064h","url":null,"abstract":"<div><p>Covering: 1997 to July 2023</p></div><div><p>The adenylation reaction has been a subject of scientific intrigue since it was first recognized as essential to many biological processes, including the homeostasis and pathogenicity of some bacteria and the activation of amino acids for protein synthesis in mammals. Several foundational studies on adenylation (A) domains have facilitated an improved understanding of their molecular structures and biochemical properties, in particular work on nonribosomal peptide synthetases (NRPSs). In NRPS pathways, A domains activate their respective acyl substrates for incorporation into a growing peptidyl chain, and many nonribosomal peptides are bioactive. From a natural product drug discovery perspective, improving existing bioinformatics platforms to predict unique NRPS products more accurately from genomic data is desirable. Here, we summarize characterization efforts of A domains primarily from NRPS pathways from July 1997 up to July 2023, covering protein structure elucidation, <em>in vitro</em> assay development, and <em>in silico</em> tools for improved predictions.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":10.2,"publicationDate":"2024-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11253843/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140130216","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Bacillus subtilis as a host for natural product discovery and engineering of biosynthetic gene clusters 枯草芽孢杆菌作为天然产品发现和生物合成基因簇工程的宿主。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-07-17 DOI: 10.1039/d3np00065f
{"title":"Bacillus subtilis as a host for natural product discovery and engineering of biosynthetic gene clusters","authors":"","doi":"10.1039/d3np00065f","DOIUrl":"10.1039/d3np00065f","url":null,"abstract":"<div><p>Covering: up to October 2023</p></div><div><p>Many bioactive natural products are synthesized by microorganisms that are either difficult or impossible to cultivate under laboratory conditions, or that produce only small amounts of the desired compound. By transferring biosynthetic gene clusters (BGCs) into alternative host organisms that are more easily cultured and engineered, larger quantities can be obtained and new analogues with potentially improved biological activity or other desirable properties can be generated. Moreover, expression of cryptic BGCs in a suitable host can facilitate the identification and characterization of novel natural products. Heterologous expression therefore represents a valuable tool for natural product discovery and engineering as it allows the study and manipulation of their biosynthetic pathways in a controlled setting, enabling innovative applications. <em>Bacillus</em> is a genus of Gram-positive bacteria that is widely used in industrial biotechnology as a host for the production of proteins from diverse origins, including enzymes and vaccines. However, despite numerous successful examples, <em>Bacillus</em> species remain underexploited as heterologous hosts for the expression of natural product BGCs. Here, we review important advantages that <em>Bacillus</em> species offer as expression hosts, such as high secretion capacity, natural competence for DNA uptake, and the increasing availability of a wide range of genetic tools for gene expression and strain engineering. We evaluate different strain optimization strategies and other critical factors that have improved the success and efficiency of heterologous natural product biosynthesis in <em>B. subtilis</em>. Finally, future perspectives for using <em>B. subtilis</em> as a heterologous host are discussed, identifying research gaps and promising areas that require further exploration.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":10.2,"publicationDate":"2024-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/np/d3np00065f?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140092931","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Correction: Biosynthesis, biological activities, and structure–activity relationships of decalin-containing tetramic acid derivatives isolated from fungi 更正:从真菌中分离出的含蜕皮激素的四元酸衍生物的生物合成、生物活性和结构-活性关系。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-07-10 DOI: 10.1039/D4NP90030H
Hyun Woo Kim, Jin Woo Lee and Sang Hee Shim
{"title":"Correction: Biosynthesis, biological activities, and structure–activity relationships of decalin-containing tetramic acid derivatives isolated from fungi","authors":"Hyun Woo Kim, Jin Woo Lee and Sang Hee Shim","doi":"10.1039/D4NP90030H","DOIUrl":"10.1039/D4NP90030H","url":null,"abstract":"<p >Correction for ‘Biosynthesis, biological activities, and structure–activity relationships of decalin-containing tetramic acid derivatives isolated from fungi’ by Hyun Woo Kim <em>et al.</em>, <em>Nat. Prod. Rep.</em>, 2024, https://doi.org/10.1039/d4np00013g.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":10.2,"publicationDate":"2024-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/np/d4np90030h?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141562015","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
The dichapetalins and dichapetalin-type compounds: structural diversity, bioactivity, and future research perspectives. 二氢杨梅素和二氢杨梅素类化合物:结构多样性、生物活性和未来研究前景。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-07-04 DOI: 10.1039/d3np00039g
Ivan Addae-Mensah, Godwin Akpeko Dziwornu, Mary Anti Chama, Dorcas Osei-Safo
{"title":"The dichapetalins and dichapetalin-type compounds: structural diversity, bioactivity, and future research perspectives.","authors":"Ivan Addae-Mensah, Godwin Akpeko Dziwornu, Mary Anti Chama, Dorcas Osei-Safo","doi":"10.1039/d3np00039g","DOIUrl":"https://doi.org/10.1039/d3np00039g","url":null,"abstract":"<p><p>Covering mainly from 2013 up to 2023 with relevant references to work done before 2013First reported in 1995, the dichapetalins and analogous compounds constitute a novel class of natural dammarane-type merotriterpenoids characterized by their unique 2-phenylpyrano moiety annellated to ring A of the dammarane skeleton. They have been reported from only two genera: <i>Dichapetalum</i> (Dichapetalaceae) and <i>Phyllanthus</i> (Phyllanthaceae). About 100 novel dichapetalins and dichapetalin-type compounds, including the acutissimatriterpenes and their antitumour and other bioactivities have been reported. In the present review, we cover the distribution, ethnobotanical and medicinal importance and the diversity of secondary metabolites reported from the two genera <i>Dichapetalum</i> and <i>Phyllanthus</i> from 2013 to date, with appropriate reference to relevant information prior to 2013. We also propose and discuss possible biosynthetic pathways, antitumour activity against a broad range of human and murine cancer cell lines, structure activity relationships, and other biological activities and mechanisms of action. Finally, the review deals with future perspectives which include expansion of the structural diversity and bioactivity scope, possible simplification of the structural complexity of the compounds to enhance their drug-likeness, <i>in silico</i> studies, and continuation of the search for new dichapetalins and dichapetalin-type compounds from the over 200 <i>Dichapetalum</i> and over 1200 <i>Phyllanthus</i> species yet to be investigated. It is envisaged that the present review will stimulate further multidisciplinary and interdisciplinary studies.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":10.2,"publicationDate":"2024-07-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141496403","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Advances, opportunities, and challenges in methods for interrogating the structure activity relationships of natural products. 天然产品结构活性关系研究方法的进展、机遇和挑战。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-06-24 DOI: 10.1039/d4np00009a
Christine Mae F Ancajas, Abiodun S Oyedele, Caitlin M Butt, Allison S Walker
{"title":"Advances, opportunities, and challenges in methods for interrogating the structure activity relationships of natural products.","authors":"Christine Mae F Ancajas, Abiodun S Oyedele, Caitlin M Butt, Allison S Walker","doi":"10.1039/d4np00009a","DOIUrl":"https://doi.org/10.1039/d4np00009a","url":null,"abstract":"<p><p>Time span in literature: 1985-early 2024Natural products play a key role in drug discovery, both as a direct source of drugs and as a starting point for the development of synthetic compounds. Most natural products are not suitable to be used as drugs without further modification due to insufficient activity or poor pharmacokinetic properties. Choosing what modifications to make requires an understanding of the compound's structure-activity relationships. Use of structure-activity relationships is commonplace and essential in medicinal chemistry campaigns applied to human-designed synthetic compounds. Structure-activity relationships have also been used to improve the properties of natural products, but several challenges still limit these efforts. Here, we review methods for studying the structure-activity relationships of natural products and their limitations. Specifically, we will discuss how synthesis, including total synthesis, late-stage derivatization, chemoenzymatic synthetic pathways, and engineering and genome mining of biosynthetic pathways can be used to produce natural product analogs and discuss the challenges of each of these approaches. Finally, we will discuss computational methods including machine learning methods for analyzing the relationship between biosynthetic genes and product activity, computer aided drug design techniques, and interpretable artificial intelligence approaches towards elucidating structure-activity relationships from models trained to predict bioactivity from chemical structure. Our focus will be on these latter topics as their applications for natural products have not been extensively reviewed. We suggest that these methods are all complementary to each other, and that only collaborative efforts using a combination of these techniques will result in a full understanding of the structure-activity relationships of natural products.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":10.2,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141441830","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
The insect microbiome is a vast source of bioactive small molecules† 昆虫微生物群是生物活性小分子的巨大来源。
IF 11.9 1区 化学
Natural Product Reports Pub Date : 2024-06-19 DOI: 10.1039/d3np00054k
Carlismari Oliveira Grundmann , Juan Guzman , Andreas Vilcinskas , Mônica Tallarico Pupo
{"title":"The insect microbiome is a vast source of bioactive small molecules†","authors":"Carlismari Oliveira Grundmann ,&nbsp;Juan Guzman ,&nbsp;Andreas Vilcinskas ,&nbsp;Mônica Tallarico Pupo","doi":"10.1039/d3np00054k","DOIUrl":"10.1039/d3np00054k","url":null,"abstract":"<div><p>Covering: September 1964 to June 2023</p></div><div><p>Bacteria and fungi living in symbiosis with insects have been studied over the last sixty years and found to be important sources of bioactive natural products. Not only classic producers of secondary metabolites such as <em>Streptomyces</em> and other members of the phylum Actinobacteria but also numerous bacteria from the phyla Proteobacteria and Firmicutes and an impressive array of fungi (usually pathogenic) serve as the source of a structurally diverse number of small molecules with important biological activities including antimicrobial, cytotoxic, antiparasitic and specific enzyme inhibitors. The insect niche is often the exclusive provider of microbes producing unique types of biologically active compounds such as gerumycins, pederin, dinactin, and formicamycins. However, numerous insects still have not been described taxonomically, and in most cases, the study of their microbiota is completely unexplored. In this review, we present a comprehensive survey of 553 natural products produced by microorganisms isolated from insects by collating and classifying all the data according to the type of compound (rather than the insect or microbial source). The analysis of the correlations among the metadata related to insects, microbial partners, and their produced compounds provides valuable insights into the intricate dynamics between insects and their symbionts as well as the impact of their metabolites on these relationships. Herein, we focus on the chemical structure, biosynthesis, and biological activities of the most relevant compounds.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":11.9,"publicationDate":"2024-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139970036","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Recent advances in discovery and biosynthesis of natural products from myxobacteria: an overview from 2017 to 2023 从霉菌中发现和生物合成天然产物的最新进展:2017 年至 2023 年概览。
IF 11.9 1区 化学
Natural Product Reports Pub Date : 2024-06-19 DOI: 10.1039/d3np00062a
Chao-Yi Wang , Jia-Qi Hu , De-Gao Wang , Yue-Zhong Li , Changsheng Wu
{"title":"Recent advances in discovery and biosynthesis of natural products from myxobacteria: an overview from 2017 to 2023","authors":"Chao-Yi Wang ,&nbsp;Jia-Qi Hu ,&nbsp;De-Gao Wang ,&nbsp;Yue-Zhong Li ,&nbsp;Changsheng Wu","doi":"10.1039/d3np00062a","DOIUrl":"10.1039/d3np00062a","url":null,"abstract":"<div><p>Covering: 2017.01 to 2023.11</p></div><div><p>Natural products biosynthesized by myxobacteria are appealing due to their sophisticated chemical skeletons, remarkable biological activities, and intriguing biosynthetic enzymology. This review aims to systematically summarize the advances in the discovery methods, new structures, and bioactivities of myxobacterial NPs reported in the period of 2017–2023. In addition, the peculiar biosynthetic pathways of several structural families are also highlighted.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":11.9,"publicationDate":"2024-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139928963","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Connecting metabolome and phenotype: recent advances in functional metabolomics tools for the identification of bioactive natural products 连接代谢组和表型:用于鉴定生物活性天然产物的功能代谢组学工具的最新进展。
IF 11.9 1区 化学
Natural Product Reports Pub Date : 2024-06-19 DOI: 10.1039/d3np00050h
Giovanni Andrea Vitale , Christian Geibel , Vidit Minda , Mingxun Wang , Allegra T. Aron , Daniel Petras
{"title":"Connecting metabolome and phenotype: recent advances in functional metabolomics tools for the identification of bioactive natural products","authors":"Giovanni Andrea Vitale ,&nbsp;Christian Geibel ,&nbsp;Vidit Minda ,&nbsp;Mingxun Wang ,&nbsp;Allegra T. Aron ,&nbsp;Daniel Petras","doi":"10.1039/d3np00050h","DOIUrl":"10.1039/d3np00050h","url":null,"abstract":"<div><p>Covering: 1995 to 2023</p></div><div><p>Advances in bioanalytical methods, particularly mass spectrometry, have provided valuable molecular insights into the mechanisms of life. Non-targeted metabolomics aims to detect and (relatively) quantify all observable small molecules present in a biological system. By comparing small molecule abundances between different conditions or timepoints in a biological system, researchers can generate new hypotheses and begin to understand causes of observed phenotypes. Functional metabolomics aims to investigate the functional roles of metabolites at the scale of the metabolome. However, most functional metabolomics studies rely on indirect measurements and correlation analyses, which leads to ambiguity in the precise definition of functional metabolomics. In contrast, the field of natural products has a history of identifying the structures and bioactivities of primary and specialized metabolites. Here, we propose to expand and reframe functional metabolomics by integrating concepts from the fields of natural products and chemical biology. We highlight emerging functional metabolomics approaches that shift the focus from correlation to physical interactions, and we discuss how this allows researchers to uncover causal relationships between molecules and phenotypes.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":11.9,"publicationDate":"2024-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139728489","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
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