Wanessa Francesconi Stida Peixoto, Renato Crespo Pereira, Esthfanny Dos Santos Souza Azevedo, Fernando Martins Dos Santos, Ricardo Coutinho, Louisi Souza de Oliveira
{"title":"The molecular complexity of terpene biosynthesis in red algae: current state and future perspectives.","authors":"Wanessa Francesconi Stida Peixoto, Renato Crespo Pereira, Esthfanny Dos Santos Souza Azevedo, Fernando Martins Dos Santos, Ricardo Coutinho, Louisi Souza de Oliveira","doi":"10.1039/d4np00034j","DOIUrl":"https://doi.org/10.1039/d4np00034j","url":null,"abstract":"<p><p>Covering the period 1998-2024Red algae are the largest group of seaweeds and rich sources of bioactive terpenes with broad and significant biotechnological potential. However, the main obstacle to the economic exploitation of these compounds is the difficulty of obtaining them on an industrial and sustainable scale. Genetic engineering and heterologous biosynthesis are promising tools for overcoming this limitation, but little is known about red algal terpene biosynthetic routes. In general, terpene biosynthesis relies on complex mechanisms that produce a wide array of chemically diverse compounds. In this article, we review the main processes that contribute to such chemical diversity of terpenes, which are divided into four biosynthetic steps: (i) biosynthesis of isoprenoid precursors, (ii) linear condensation of precursors to produce polyisoprenyl diphosphate intermediary molecules, (iii) terpene synthase-catalyzed chemical/structural modifications, and (iv) additional chemical/structural modifications on the basic terpene carbon skeleton. Terpene synthase evolution in algae and topics that have only recently been explored, such as terpene synthase catalytic and substrate promiscuity, have also been analyzed in detail. We present a detailed analysis of terpenoid metabolism in red algae, highlighting the mechanisms that generate their chemical diversity and identifying knowledge gaps. Additionally, we provide perspectives to guide future studies, aiming to advance the heterologous biosynthesis of terpenes from red algae for biotechnological development and application.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143481764","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}
Mohamed A Tammam, Florbela Pereira, Elizabeth Skellam, Stefan Bidula, A Ganesan, Amr El-Demerdash
{"title":"The cytochalasans: potent fungal natural products with application from bench to bedside.","authors":"Mohamed A Tammam, Florbela Pereira, Elizabeth Skellam, Stefan Bidula, A Ganesan, Amr El-Demerdash","doi":"10.1039/d4np00076e","DOIUrl":"https://doi.org/10.1039/d4np00076e","url":null,"abstract":"<p><p>Covering: 2000-2023Cytochalasans are a fascinating class of natural products that possess an intricate chemical structure with a diverse range of biological activities. They are known for their complex chemical architectures and are often isolated from various fungi. These compounds have attracted attention due to their potential pharmacological properties, including antimicrobial, antiviral, and anticancer effects. For decades, researchers have studied these molecules to better understand their mechanisms of action and to explore their potential applications in medicine and other fields. This review article aims to shed light over the period 2000-2023 on the structural diversities of 424 fungal derived cytochalasans, insights into their biosynthetic origins, pharmacokinetics and their promising therapeutic potential in drug discovery and development.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143481752","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}
Morgane Mauduit, Stéphane Greff, Marie Derrien, Charlotte Simmler
{"title":"Describing the complex chemistry of benthic seawater: from exometabolite sampling strategies to MS-based metabolomics.","authors":"Morgane Mauduit, Stéphane Greff, Marie Derrien, Charlotte Simmler","doi":"10.1039/d4np00064a","DOIUrl":"https://doi.org/10.1039/d4np00064a","url":null,"abstract":"<p><p>Covering: 1982 up to the end of 2024Marine exometabolites (EMs) are small molecules released by marine (micro)organisms into the seawater. Collectively, all of the released EMs contribute to the chemical seascape of a marine ecosystem. Accessing and describing these waterborne molecules are a key focus of various disciplinary fields that aim to study marine biogeochemical cycles, translate the chemical language of the oceans (chemical ecology), or discover new structural entities with biological properties (natural product discovery). Beginning with the semantics of marine exometabolites, this review elucidates the different sampling methods and MS-based metabolomic analyses that are used to describe the chemical composition of seawater of benthic ecosystems. These technical and analytical advances offer promising avenues for describing the structural diversity of marine exometabolites and deciphering their functions in various ecological contexts.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2025-02-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143456419","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}
Anthony R. Carroll, Brent R. Copp, Tanja Grkovic, Robert A. Keyzers and Michèle R. Prinsep
{"title":"Marine natural products†","authors":"Anthony R. Carroll, Brent R. Copp, Tanja Grkovic, Robert A. Keyzers and Michèle R. Prinsep","doi":"10.1039/D4NP00067F","DOIUrl":"10.1039/D4NP00067F","url":null,"abstract":"<p>Covering: January to the end of December 2023</p><p>This review covers the literature published in 2023 for marine natural products (MNPs), with 582 citations (541 for the period January to December 2023) referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, the submerged parts of mangroves and other intertidal plants. The emphasis is on new compounds (1220 in 340 papers for 2023), together with the relevant biological activities, source organisms and country of origin. Pertinent reviews, biosynthetic studies, first syntheses, and syntheses that led to the revision of structures or stereochemistries, have been included. An analysis of the progress in the study of prokaryote involvement in macro-invertebrate MNP production is discussed.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" 2","pages":" 257-297"},"PeriodicalIF":10.2,"publicationDate":"2025-02-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/np/d4np00067f?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143254399","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}
{"title":"Hot off the press","authors":"Robert A. Hill and Andrew Sutherland","doi":"10.1039/D5NP90004B","DOIUrl":"10.1039/D5NP90004B","url":null,"abstract":"<p >A personal selection of 32 recent papers is presented covering various aspects of current developments in bioorganic chemistry and novel natural products, such as hyperzrone A from <em>Hypericum beanii</em>.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" 2","pages":" 203-207"},"PeriodicalIF":10.2,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143187492","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}
Valeria Iobbi , Valentina Parisi , Mauro Giacomini , Francesco De Riccardis , Paola Brun , Laura Núñez-Pons , Giuliana Drava , Paolo Giordani , Maria Chiara Monti , Roberto Poggi , Ylenia Murgia , Nunziatina De Tommasi , Angela Bisio
{"title":"Sesterterpenoids: sources, structural diversity, biological activity, and data management†","authors":"Valeria Iobbi , Valentina Parisi , Mauro Giacomini , Francesco De Riccardis , Paola Brun , Laura Núñez-Pons , Giuliana Drava , Paolo Giordani , Maria Chiara Monti , Roberto Poggi , Ylenia Murgia , Nunziatina De Tommasi , Angela Bisio","doi":"10.1039/d4np00041b","DOIUrl":"10.1039/d4np00041b","url":null,"abstract":"<div><div>Reviewing the literature published up to October 2024.</div></div><div><div>Sesterterpenoids are one of the most chemically diverse and biologically promising subgroup of terpenoids, the largest family of secondary metabolites. The present review article summarizes more than seven decades of studies on isolation and characterization of more than 1600 structurally novel sesterterpenoids, supplemented by biological, pharmacological, ecological, and geographic distribution data. All the information have been implemented in eight tables available on the web and a relational database <span>https://sesterterpenoids.unige.net/</span>. The interface has two sections, one open to the public for reading only and the other, protected by an authentication mechanism, for timely updating of published results.</div></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":"42 3","pages":"Pages 443-481"},"PeriodicalIF":10.2,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/np/d4np00041b?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142996552","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}
Yu-Zhen Li , Wan-Qi Zhang , Peng-Fei Hu , Qiong-Qiong Yang , István Molnár , Peng Xu , Bo-Bo Zhang
{"title":"Harnessing microbial co-culture to increase the production of known secondary metabolites†","authors":"Yu-Zhen Li , Wan-Qi Zhang , Peng-Fei Hu , Qiong-Qiong Yang , István Molnár , Peng Xu , Bo-Bo Zhang","doi":"10.1039/d4np00052h","DOIUrl":"10.1039/d4np00052h","url":null,"abstract":"<div><div>Covering: 2019 to 2024</div></div><div><div>Secondary metabolites (SMs) are naturally occurring defense or signaling molecules that are also utilized as human and animal drugs, crop protection agents, and fine chemicals. Currently, SMs are primarily produced in monoculture settings, devoid of the intricate microbial interactions found in natural environments. Monoculture may lead to the silencing of gene clusters, requiring various genetic or bioprocess strategies to activate the biosynthesis of the corresponding metabolites. Less considered is the effect of monoculture on the efficiency of the production of important, known SMs during microbial fermentations. Co-culturing aims to mimic the complexity of natural microbial habitats, thus may increase the titer, the rate and/or the yield of fermentations. This review summarizes the progress in utilizing co-culture to promote the synthesis of known SMs by describing the types of various microbial co-cultures, listing the mechanisms for enhancing the biosynthesis of SMs, and navigating the challenges and strategies for applying such an approach in the biotechnology industries.</div></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":"42 3","pages":"Pages 623-637"},"PeriodicalIF":10.2,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143447358","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}
{"title":"Advanced crystallography for structure determination of natural products","authors":"Jian-Guo Song , Wen-Cai Ye , Ying Wang","doi":"10.1039/d4np00071d","DOIUrl":"10.1039/d4np00071d","url":null,"abstract":"<div><div>Covering: up to 2025</div></div><div><div>Crystallographic analysis has become the most reliable method for elucidating the structures of natural products, as it can provide absolute configurations with precise spatial arrangement information at the molecular level. However, obtaining high-quality and suitable-sized single crystals can be challenging for many natural products, making their structure determination difficult through traditional crystallography techniques. Recent advancements in this field have introduced innovative strategies to overcome the obstacle. These cutting-edge strategies include post-orientation of organic molecules within pre-prepared porous crystals (crystalline sponge method), co-crystallization of organic molecules with a crystalline mate through supramolecular interactions (crystalline mate method), encapsulation of organic molecules within inert oil nanodroplets (encapsulated nanodroplet crystallization method), and the use of electron diffraction and microscopy for nanocrystals (microcrystal electron diffraction method). This highlight delves into the fundamental principles, key characteristics, and representative applications of each strategy, as well as their respective advantages and limitations, aiming to guide researchers in choosing the most suitable crystallography approach for analyzing the structures of natural products.</div></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":"42 3","pages":"Pages 429-442"},"PeriodicalIF":10.2,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/np/d4np00071d?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143078060","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}
Paris S. Salazar-Hamm , Frances E. Homan , Shyleigh A. Good , Jennifer J. M. Hathaway , Ashley E. Clements , Evelyn G. Haugh , Lindsay K. Caesar
{"title":"Subterranean marvels: microbial communities in caves and underground mines and their promise for natural product discovery","authors":"Paris S. Salazar-Hamm , Frances E. Homan , Shyleigh A. Good , Jennifer J. M. Hathaway , Ashley E. Clements , Evelyn G. Haugh , Lindsay K. Caesar","doi":"10.1039/d4np00055b","DOIUrl":"10.1039/d4np00055b","url":null,"abstract":"<div><div>Covering: 2014 to 2024</div></div><div><div>Since the dawn of human history, caves have played an intimate role in our existence. From our earliest ancestors seeking shelter from the elements to more recent generations harnessing cave substances for medicinal purposes, caves have served as essential resources and havens. The last 40 years of geomicrobiology research has replaced the outdated perception of subterranean environments as lifeless and unchanging with the realization that vibrant microbial communities have adapted to thrive in extreme conditions over millions of years. The ability of subterranean microbial communities to withstand nutrient deprivation and darkness creates a unique reservoir of untapped biosynthetic potential. These communities offer exciting prospects for medicine (<em>e.g.</em>, antimicrobial and antitumor therapies) and biotechnology (<em>e.g.</em>, redox chemical properties and biomineralization). This article highlights the significance of caves and mines as reservoirs of microbial diversity, the potential impact of their bioactive compounds on the fields of healthcare and biotechnology, and the significant challenges that must be overcome to access and harness the biotechnological potential of subterranean microbial communities. Additionally, it emphasizes the conservation efforts needed to protect these delicate ecosystems, ensuring the preservation of both ancient traditions and tomorrow's medicines.</div></div>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":"42 3","pages":"Pages 592-622"},"PeriodicalIF":10.2,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/np/d4np00055b?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143412430","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}
{"title":"Unlocking hidden treasures: the evolution of high-throughput mass spectrometry in screening for cryptic natural products.","authors":"Brett C Covington, Mohammad R Seyedsayamdost","doi":"10.1039/d4np00026a","DOIUrl":"https://doi.org/10.1039/d4np00026a","url":null,"abstract":"<p><p>Covering: 1994 to 2024Historically, microbial natural product discovery has been predominantly guided by biological activity from crude microbial extracts with metabolite characterization proceeding one molecule at a time. Despite decades of bioactivity-guided isolations, genomic evidence now suggests that we have only accessed a small fraction of the total natural product potential from microorganisms and that the products of the vast majority of biosynthetic pathways remain to be identified. Here we describe recent advancements that have enabled high-throughput mass spectrometry and comparative metabolomics, which in turn facilitate high-throughput natural product discovery. These advancement promise to fully unlock the reservoir of microbial natural products.</p>","PeriodicalId":94,"journal":{"name":"Natural Product Reports","volume":" ","pages":""},"PeriodicalIF":10.2,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142996553","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}