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Siccanin-related drimane meroterpenoids: biological activities and synthesis. Siccanin-related drimane meroterpenoids: biological activities and synthesis.
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-11-04 DOI: 10.1039/d4np00025k
Shengxin Sun, Xia Wang, Nvdan Hu, Shiqi Fu, Shengkun Li
{"title":"Siccanin-related drimane meroterpenoids: biological activities and synthesis.","authors":"Shengxin Sun, Xia Wang, Nvdan Hu, Shiqi Fu, Shengkun Li","doi":"10.1039/d4np00025k","DOIUrl":"10.1039/d4np00025k","url":null,"abstract":"<p><p>Covering: 1962 to 2023Drimane (hydro)quinones biosynthetically arise from the combination of drimane-type terpenoids with phenols or equivalents. Since the isolation of siccanin in 1962 (structure identified in 1967), over 200 natural drimane (hydro)quinones have been reported. They are widespread with remarkably diverse architectures and biological functions, which are achieved by varying either the drimane subunit, hydroquinone segment, or the fusion types of drimane and hydroquinone segment both of them. This type of natural products has drawn increasing attention in the discovery of novel pharmaceutical leads. Enormous efforts have been devoted to developing efficient and divergent synthesis approaches to facilitate the SAR study of drimane (hydro)quinones, aiming for more promising functional leads. This review is arranged mainly in terms of scaffold types of drimane (hydro)quinones and further categorized on the basis of biological functions. The mechanisms of action are also briefly discussed. Synthetic methods are categorized according to the strategies forging the Csp<sup>2</sup>-Csp<sup>3</sup> linker between drimane segments and (hydro)quinone subunits.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2024-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142566518","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
Synthetic-bioinformatic natural product-inspired peptides. 合成生物信息学天然产品启发肽。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-10-30 DOI: 10.1039/d4np00043a
Samantha Nelson, Elizabeth I Parkinson
{"title":"Synthetic-bioinformatic natural product-inspired peptides.","authors":"Samantha Nelson, Elizabeth I Parkinson","doi":"10.1039/d4np00043a","DOIUrl":"10.1039/d4np00043a","url":null,"abstract":"<p><p>Covering: 2016 to 2024Natural products, particularly cyclic peptides, are a promising source of bioactive compounds. Nonribosomal peptide synthetases (NRPSs) play a key role in biosynthesizing these compounds, which include antibiotic and anticancer agents, immunosuppressants, and others. Traditional methods of discovering natural products have limitations including cryptic biosynthetic gene clusters (BGCs), low titers, and currently unculturable organisms. This has prompted the exploration of alternative approaches. Synthetic-bioinformatic natural products (<i>syn</i>-BNPs) are one such alternative that utilizes bioinformatics techniques to predict nonribosomal peptides (NRPs) followed by chemical synthesis of the predicted peptides. This approach has shown promise, resulting in the discovery of a variety of bioactive compounds including peptides with antibacterial, antifungal, anticancer, and proteasome-stimulating activities. Despite the success of this approach, challenges remain especially in the accurate prediction of fatty acid incorporation, tailoring enzyme modifications, and peptide release mechanisms. Further work in these areas will enable the discovery of many bioactive peptides that are currently inaccessible.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11525955/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142542952","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
Volatile organic compounds (VOCs) in terrestrial extreme environments: implications for life detection beyond Earth. 陆地极端环境中的挥发性有机化合物(VOCs):对地球以外生命探测的影响。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-10-21 DOI: 10.1039/d4np00037d
Claire A Batty, Victoria K Pearson, Karen Olsson-Francis, Geraint Morgan
{"title":"Volatile organic compounds (VOCs) in terrestrial extreme environments: implications for life detection beyond Earth.","authors":"Claire A Batty, Victoria K Pearson, Karen Olsson-Francis, Geraint Morgan","doi":"10.1039/d4np00037d","DOIUrl":"10.1039/d4np00037d","url":null,"abstract":"<p><p>Covering: 1961 to 2024Discovering and identifying unique natural products/biosignatures (signatures that can be used as evidence for past or present life) that are abundant, and complex enough that they indicate robust evidence of life is a multifaceted process. One distinct category of biosignatures being explored is organic compounds. A subdivision of these compounds not yet readily investigated are volatile organic compound (VOCs). When assessing these VOCs as a group (volatilome) a fingerprint of all VOCs within an environment allows the complex patterns in metabolic data to be unravelled. As a technique already successfully applied to many biological and ecological fields, this paper explores how analysis of volatilomes in terrestrial extreme environments could be used to enhance processes (such as metabolomics and metagenomics) already utilised in life detection beyond Earth. By overcoming some of the complexities of collecting VOCs in remote field sites, a variety of lab based analytical equipment and techniques can then be utilised. Researching volatilomics in astrobiology requires time to characterise the patterns of VOCs. They must then be differentiated from abiotic (non-living) signals within extreme environments similar to those found on other planetary bodies (analogue sites) or in lab-based simulated environments or microcosms. Such an effort is critical for understanding data returned from past or upcoming missions, but it requires a step change in approach which explores the volatilome as a vital additional tool to current 'Omics techniques.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142453668","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
Accelerating enzyme discovery and engineering with high-throughput screening. 通过高通量筛选加速酶的发现和工程化。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-10-15 DOI: 10.1039/d4np00031e
Eray U Bozkurt, Emil C Ørsted, Daniel C Volke, Pablo I Nikel
{"title":"Accelerating enzyme discovery and engineering with high-throughput screening.","authors":"Eray U Bozkurt, Emil C Ørsted, Daniel C Volke, Pablo I Nikel","doi":"10.1039/d4np00031e","DOIUrl":"10.1039/d4np00031e","url":null,"abstract":"<p><p>Covering: up to August 2024Enzymes play an essential role in synthesizing value-added chemicals with high specificity and selectivity. Since enzymes utilize substrates derived from renewable resources, biocatalysis offers a pathway to an efficient bioeconomy with reduced environmental footprint. However, enzymes have evolved over millions of years to meet the needs of their host organisms, which often do not align with industrial requirements. As a result, enzymes frequently need to be tailored for specific industrial applications. Combining enzyme engineering with high-throughput screening has emerged as a key approach for developing novel biocatalysts, but several challenges are yet to be addressed. In this review, we explore emergent strategies and methods for isolating, creating, and characterizing enzymes optimized for bioproduction. We discuss fundamental approaches to discovering and generating enzyme variants and identifying those best suited for specific applications. Additionally, we cover techniques for creating libraries using automated systems and highlight innovative high-throughput screening methods that have been successfully employed to develop novel biocatalysts for natural product synthesis.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142453666","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
Fe(II) and 2-oxoglutarate-dependent dioxygenases for natural product synthesis: molecular insights into reaction diversity. 用于天然产物合成的铁(II)和 2-氧代戊二酸二氧酶:对反应多样性的分子认识。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-10-15 DOI: 10.1039/d4np00030g
Songyin Zhao, Lunjie Wu, Yan Xu, Yao Nie
{"title":"Fe(II) and 2-oxoglutarate-dependent dioxygenases for natural product synthesis: molecular insights into reaction diversity.","authors":"Songyin Zhao, Lunjie Wu, Yan Xu, Yao Nie","doi":"10.1039/d4np00030g","DOIUrl":"10.1039/d4np00030g","url":null,"abstract":"<p><p>Covering: up to 2024Fe(II) and 2-oxoglutarate-dependent dioxygenases (Fe/2OG DOs) are a superfamily of enzymes that play important roles in a variety of catalytic reactions, including hydroxylation, ring formation, ring reconstruction, desaturation, and demethylation. Each member of this family has similarities in their overall structure, but they have varying specific differences, making Fe/2OG DOs attractive for catalytic diversity. With the advancement of current research, more Fe/2OG DOs have been discovered, and their catalytic scope has been further broadened; however, apart from hydroxylation, many reaction mechanisms have not been accurately demonstrated, and there is a lack of a systematic understanding of their molecular basis. Recently, an increasing number of X-ray structures of Fe/2OG DOs have provided new insights into the structural basis of their function and substrate-binding properties. This structural information is essential for understanding catalytic mechanisms and mining potential catalytic reactions. In this review, we summarize most of the Fe/2OG DOs whose structures have been resolved in recent years, focus on their structural features, and explore the relationships between various structural elements and unique catalytic mechanisms and their associated reaction type classification.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142453667","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
Bi- and tricyclic diterpenoids: landmarks from a decade (2013–2023) in search of leads against infectious diseases 双环和三环二萜类化合物:寻找抗传染病线索十年(2013-2023 年)的里程碑。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-10-07 DOI: 10.1039/D4NP00021H
Olha Antoniuk, Ana Maranha, Jorge A. R. Salvador, Nuno Empadinhas and Vânia M. Moreira
{"title":"Bi- and tricyclic diterpenoids: landmarks from a decade (2013–2023) in search of leads against infectious diseases","authors":"Olha Antoniuk, Ana Maranha, Jorge A. R. Salvador, Nuno Empadinhas and Vânia M. Moreira","doi":"10.1039/D4NP00021H","DOIUrl":"10.1039/D4NP00021H","url":null,"abstract":"<p>Covering: 2013 to 2023</p><p>In an era where antimicrobial resistance severely threatens our ability to treat infections, the discovery of new drugs that belong to different chemical classes and/or bear original modes of action is urgently needed. In this case, diterpenoids comprise a productive field with a proven track record in providing new anti-infectives to tackle bacterial infections and malaria. This review highlights the potential of both naturally occurring and semi-synthetic bi- and tricyclic diterpenoids to become leads in search of new drugs to treat infections caused by bacteria, fungi, viruses and protozoan parasites. The literature from the last decade (2013–2023) is covered, focusing on naturally occurring and semi-synthetic bicyclic (labdanes and labdane-type) and tricyclic (all classes) diterpenoids, detailing their relevant biological activities in the context of infection, which are explained through structure–activity relationships.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" 12","pages":" 1858-1894"},"PeriodicalIF":10.2,"publicationDate":"2024-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/np/d4np00021h?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142379543","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
Chemical case studies from natural products of recent interest in the crop protection industry 作物保护行业近期关注的天然产品化学案例研究
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-09-19 DOI: 10.1039/D4NP00035H
Georg Späth and Olivier Loiseleur
{"title":"Chemical case studies from natural products of recent interest in the crop protection industry","authors":"Georg Späth and Olivier Loiseleur","doi":"10.1039/D4NP00035H","DOIUrl":"10.1039/D4NP00035H","url":null,"abstract":"<p>Covering: up to 2024</p><p>This review showcases selected natural products, which are of high relevance to the craft of crop protection, including in its most recent aspects such as their non-cidal use as biostimulants in plant health. Focussing on the chemistry and associated structure–activity relationships that were disclosed, the review presents case studies from the recent chemical development of important natural products and compounds inspired by them for their use in the crop protection industry.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" 12","pages":" 1915-1938"},"PeriodicalIF":10.2,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267346","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 diversity and chemical logic underlying the assembly of monoterpene indole alkaloids oligomers†‡ 单萜吲哚生物碱低聚物组装的结构多样性和化学逻辑
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-09-18 DOI: 10.1039/d4np00011k
Pierre Le Pogam , Mehdi A. Beniddir
{"title":"Structural diversity and chemical logic underlying the assembly of monoterpene indole alkaloids oligomers†‡","authors":"Pierre Le Pogam ,&nbsp;Mehdi A. Beniddir","doi":"10.1039/d4np00011k","DOIUrl":"10.1039/d4np00011k","url":null,"abstract":"<div><div>Covering: up to 2024</div></div><div><div>This review aims to draw a parallel between all known oligomers of monoterpene indole alkaloids (MIAs) by illustrating the chemical logic underlying their assembly. For this purpose, oligomeric MIAs were first comprehensively listed and organized according to the names of the backbones of their constitutive monomers and the binding sites. From this extensive list, an oligomer network was generated and unprecedented MIA statistics were mined and shared herein. Subsequently, oligomeric MIAs were categorized according to the number of connections instigated between their monomeric components (single, double, triple, and mixed tethering), then subdivided according to the uniqueness or combination of oligomerization assembly reactions. This effort outlined oligomerization trends in a scaffold-specific manner, and established binding reactivity patterns facilitating the comprehension of the associated biosynthetic processes. At last, this review illustrates a unique initiative in crafting a comprehensive repository of machine-readable metadata for MIA oligomers that could be leveraged for chemoinformatic purposes.</div></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":"41 11","pages":"Pages 1723-1765"},"PeriodicalIF":10.2,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/np/d4np00011k?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142178808","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
Phytochemical and pharmacological properties of the genus Alpinia from 2016 to 2023 2016 年至 2023 年阿尔皮纳属的植物化学和药理特性。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-09-18 DOI: 10.1039/d4np00004h
{"title":"Phytochemical and pharmacological properties of the genus Alpinia from 2016 to 2023","authors":"","doi":"10.1039/d4np00004h","DOIUrl":"10.1039/d4np00004h","url":null,"abstract":"<div><div>Covering 2016 up to the end of 2023</div></div><div><div> <em>Alpinia</em> is the largest genus of flowering plants in the ginger family, Zingiberaceae, and comprises about 500 species. Many <em>Alpinia</em> are commonly cultivated ornamental plants, and some are used as spices or traditional medicine to treat inflammation, hyperlipidemia, and cancers. However, only a few comprehensive reviews have been published on the phytochemistry and pharmacology of this genus, and the latest review was published in 2017. In this review, we provide an extensive coverage of the studies on <em>Alpinia</em> species reported from 2016 through 2023, including newly isolated compounds and potential biological effects. The present review article shows that <em>Alpinia</em> species have a wide spectrum of pharmacological activities, most due to the activities of diarylheptanoids, terpenoids, flavonoids, and phenolics.</div></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":"41 9","pages":"Pages 1346-1367"},"PeriodicalIF":10.2,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/np/d4np00004h?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140875260","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
Terpenoids of plants from Chloranthaceae family: chemistry, bioactivity, and synthesis† 绿茶科植物的萜类化合物:化学、生物活性和合成。
IF 10.2 1区 化学
Natural Product Reports Pub Date : 2024-09-18 DOI: 10.1039/d4np00005f
{"title":"Terpenoids of plants from Chloranthaceae family: chemistry, bioactivity, and synthesis†","authors":"","doi":"10.1039/d4np00005f","DOIUrl":"10.1039/d4np00005f","url":null,"abstract":"<div><div>Covering: 1976 to December 2023</div></div><div><div>Chloranthaceae is comprised of four extant genera (<em>Chloranthus</em>, <em>Sarcandra</em>, <em>Hedyosmum</em>, and <em>Ascarina</em>), totaling about 80 species, many of which have been widely used as herbal medicines for diverse medical purposes. Chloranthaceae plants represent a rich source of structurally interesting and diverse secondary metabolites, with sesquiterpenoids and diterpenoids being the predominant structural types. Lindenane sesquiterpenoids and their oligomers, chemotaxonomical markers of the family Chloranthaceae, have shown a wide spectrum of bioactivities, attracting significant attention from organic chemists and pharmacologists. Recent achievements also demonstrated the research value of two unique structural types in this plant family, sesquiterpenoid–monoterpenoid heterodimers and meroterpenoids. This review systematically summarizes 682 structurally characterized terpenoids from 22 Chloranthaceae plants and their key biological activities as well as the chemical synthesis of selected terpenoids.</div></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":"41 9","pages":"Pages 1368-1402"},"PeriodicalIF":10.2,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141160430","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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