Natural Product Reports最新文献_第6页

Vallesamidine and schizozygane alkaloids: rearranged monoterpene indole alkaloids and synthetic endeavours Vallesamidine 和 schizozygane 生物碱：重新排列的单萜吲哚生物碱和合成努力。

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-05-22 DOI: 10.1039/d3np00048f

Xiangyu Zhang

{"title":"Vallesamidine and schizozygane alkaloids: rearranged monoterpene indole alkaloids and synthetic endeavours","authors":"Xiangyu Zhang","doi":"10.1039/d3np00048f","DOIUrl":"10.1039/d3np00048f","url":null,"abstract":"<div><p>Covering 1963 to 2023</p></div><div><p>Monoterpene indole alkaloids are the main sub-family of indole alkaloids with fascinating structures, stereochemistry, and diverse bioactivities (<em>e.g.</em>, anticancer, anti-malarial and anti-arrhythmic <em>etc.</em>). Vallesamidine alkaloids and structurally more complex schizozygane alkaloids are small groups of rearranged monoterpene indole alkaloids with a unique 2,2,3-trialkylated indoline scaffold, while schizozygane alkaloids can generate a further rearranged skeleton, isoschizozygane, possessing a tetra-substituted, bridged tetrahydroquinoline core. In this review, the origin and structural features of vallesamidine and schizozygane alkaloids are introduced, and a discussion on the relationship of these alkaloids with aspidosperma alkaloids and a structural rearrangement hypothesis based on published studies is followed. Moreover, uncommon skeletons and potential bioactivities, such as anti-malarial and anti-tumour activities, make such alkaloids important synthetic targets, attracting research groups globally to accomplish total synthesis, resulting in impressive works on novel total synthesis, formal synthesis, and construction of key intermediates. These synthetic endeavours are systematically reviewed and highlighted with key strategies and efficiencies, providing different viewpoints on molecular structures and promoting the extension of chemical space and mining of new active scaffolds.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":11.9,"publicationDate":"2024-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139562646","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 Kornblum DeLaMare rearrangement in natural product synthesis: 25 years of innovation 天然产物合成中的 Kornblum DeLaMare 重排：25 年的创新。

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-05-22 DOI: 10.1039/d3np00058c

Marc C. Kimber , Darren S. Lee

引用次数: 0

Biosynthesis of fungal terpenoids† 真菌萜类化合物的生物合成。

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-05-22 DOI: 10.1039/d3np00052d

Pan Luo , Jia-Hua Huang , Jian-Ming Lv , Gao-Qian Wang , Dan Hu , Hao Gao

{"title":"Biosynthesis of fungal terpenoids†","authors":"Pan Luo , Jia-Hua Huang , Jian-Ming Lv , Gao-Qian Wang , Dan Hu , Hao Gao","doi":"10.1039/d3np00052d","DOIUrl":"10.1039/d3np00052d","url":null,"abstract":"<div><p>Covering: up to August 2023</p></div><div><p>Terpenoids, which are widely distributed in animals, plants, and microorganisms, are a large group of natural products with diverse structures and various biological activities. They have made great contributions to human health as therapeutic agents, such as the anti-cancer drug paclitaxel and anti-malarial agent artemisinin. Accordingly, the biosynthesis of this important class of natural products has been extensively studied, which generally involves two major steps: hydrocarbon skeleton construction by terpenoid cyclases and skeleton modification by tailoring enzymes. Additionally, fungi (Ascomycota and Basidiomycota) serve as an important source for the discovery of terpenoids. With the rapid development of sequencing technology and bioinformatics approaches, genome mining has emerged as one of the most effective strategies to discover novel terpenoids from fungi. To date, numerous terpenoid cyclases, including typical class I and class II terpenoid cyclases as well as emerging UbiA-type terpenoid cyclases, have been identified, together with a variety of tailoring enzymes, including cytochrome P450 enzymes, flavin-dependent monooxygenases, and acyltransferases. In this review, our aim is to comprehensively present all fungal terpenoid cyclases identified up to August 2023, with a focus on newly discovered terpenoid cyclases, especially the emerging UbiA-type terpenoid cyclases, and their related tailoring enzymes from 2015 to August 2023.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":11.9,"publicationDate":"2024-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139544001","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

Unveiling Amaryllidaceae alkaloids: from biosynthesis to antiviral potential – a review 揭开金盏花科生物碱的神秘面纱：从生物合成到抗病毒潜力--综述。

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-05-22 DOI: 10.1039/d3np00044c

Thilina U. Jayawardena , Natacha Merindol , Nuwan Sameera Liyanage , Isabel Desgagné-Penix

{"title":"Unveiling Amaryllidaceae alkaloids: from biosynthesis to antiviral potential – a review","authors":"Thilina U. Jayawardena , Natacha Merindol , Nuwan Sameera Liyanage , Isabel Desgagné-Penix","doi":"10.1039/d3np00044c","DOIUrl":"10.1039/d3np00044c","url":null,"abstract":"<div><p>Covering: 2017 to 2023 (now)</p></div><div><p>Amaryllidaceae alkaloids (AAs) are a unique class of specialized metabolites containing heterocyclic nitrogen bridging that play a distinct role in higher plants. Irrespective of their diverse structures, most AAs are biosynthesized <em>via</em> intramolecular oxidative coupling. The complex organization of biosynthetic pathways is constantly enlightened by new insights owing to the advancement of natural product chemistry, synthetic organic chemistry, biochemistry, systems and synthetic biology tools and applications. These promote novel compound identification, trace-level metabolite quantification, synthesis, and characterization of enzymes engaged in AA catalysis, enabling the recognition of biosynthetic pathways. A complete understanding of the pathway benefits biotechnological applications in the long run. This review emphasizes the structural diversity of the AA specialized metabolites involved in biogenesis although the process is not entirely defined yet. Moreover, this work underscores the pivotal role of synthetic and enantioselective studies in justifying biosynthetic conclusions. Their prospective candidacy as lead constituents for antiviral drug discovery has also been established. However, a complete understanding of the pathway requires further interdisciplinary efforts in which antiviral studies address the structure–activity relationship. This review presents current knowledge on the topic.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":11.9,"publicationDate":"2024-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138827259","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 total synthesis of protoberberine and chiral tetrahydroberberine alkaloids. 原小檗碱和手性四氢小檗碱全合成的最新进展。

IF 10.2 1区化学

Natural Product Reports Pub Date : 2024-05-07 DOI: 10.1039/d4np00016a

Zhen-Xi Niu, Ya-Tao Wang, Jun-Feng Wang

引用次数: 0

Hot off the Press 热销产品

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-04-24 DOI: 10.1039/d4np90015d

Robert A. Hill , Andrew Sutherland

引用次数: 0

Polyamine-containing natural products: structure, bioactivity, and biosynthesis† 含多胺的天然产物：结构、生物活性和生物合成。

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-04-24 DOI: 10.1039/d2np00087c

Qingshan Long , Wen Zhou , Haibo Zhou , Ying Tang , Wu Chen , Qingshu Liu , Xiaoying Bian

引用次数: 0

The biosynthetic logic and enzymatic machinery of approved fungi-derived pharmaceuticals and agricultural biopesticides 经批准的真菌衍生药物和农业生物农药的生物合成逻辑和酶机制。

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-04-24 DOI: 10.1039/d3np00040k

Moli Sang , Peiyuan Feng , Lu-Ping Chi , Wei Zhang

{"title":"The biosynthetic logic and enzymatic machinery of approved fungi-derived pharmaceuticals and agricultural biopesticides","authors":"Moli Sang , Peiyuan Feng , Lu-Ping Chi , Wei Zhang","doi":"10.1039/d3np00040k","DOIUrl":"10.1039/d3np00040k","url":null,"abstract":"<div><p>Covering: 2000 to 2023</p></div><div><p>The kingdom Fungi has become a remarkably valuable source of structurally complex natural products (NPs) with diverse bioactivities. Since the revolutionary discovery and application of the antibiotic penicillin from <em>Penicillium</em>, a number of fungi-derived NPs have been developed and approved into pharmaceuticals and pesticide agents using traditional “activity-guided” approaches. Although emerging genome mining algorithms and surrogate expression hosts have brought revolutionary approaches to NP discovery, the time and costs involved in developing these into new drugs can still be prohibitively high. Therefore, it is essential to maximize the utility of existing drugs by rational design and systematic production of new chemical structures based on these drugs by synthetic biology. To this purpose, there have been great advances in characterizing the diversified biosynthetic gene clusters associated with the well-known drugs and in understanding the biosynthesis logic mechanisms and enzymatic transformation processes involved in their production. We describe advances made in the heterogeneous reconstruction of complex NP scaffolds using fungal polyketide synthases (PKSs), non-ribosomal peptide synthetases (NRPSs), PKS/NRPS hybrids, terpenoids, and indole alkaloids and also discuss mechanistic insights into metabolic engineering, pathway reprogramming, and cell factory development. Moreover, we suggest pathways for expanding access to the fungal chemical repertoire by biosynthesis of representative family members <em>via</em> common platform intermediates and through the rational manipulation of natural biosynthetic machineries for drug discovery.</p></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":null,"pages":null},"PeriodicalIF":11.9,"publicationDate":"2024-04-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138289727","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

Nitrile biosynthesis in nature: how and why? 自然界中的腈生物合成：如何进行？

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-04-24 DOI: 10.1039/d3np00028a

Mingyu Liu , Shengying Li

引用次数: 0

The shikimate pathway: gateway to metabolic diversity 莽草酸途径：通向代谢多样性的大门

IF 11.9 1区化学

Natural Product Reports Pub Date : 2024-04-24 DOI: 10.1039/d3np00037k

Vikram V. Shende , Katherine D. Bauman , Bradley S. Moore

引用次数: 0