Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide

Three new compounds, the sesquiterpenes absilactone and hansonlactone and the acetophenone derivative ajenjol, have been isolated from a cultivated variety of Artemisia absinthium. In addition, the major lactone isolated, 3α-hydroxypelenolide, was biotransformed by the fungus Mucor plumbeus affording the corresponding 1β, 10α-epoxide. A cadinane derivative was formed by an acid rearrangement produced in the culture medium, but not by the enzymatic system of the fungus. Furthermore, 3α-hydroxypelenolide showed strong antifeedant effects against Leptinotarsa decemlineata and cytotoxic activity to Sf9 insect cells, while the biotransformed compounds showed antifeedant postingestive effects against Spodoptera littoralis.

Fraga, Braulio M.; Díaz, Carmen E.; Bailén, María; González-Coloma, Azucena

Plants 10(5), 891: 1-14 (2021)
DOIDigital.CSIC

Endogean beetles (Coleoptera) of Madagascar: deep soil sampling and illustrated overview

This study addresses the diversity of deep soil beetles on the old continental island of Madagascar. We highlight Coleoptera as the only order of insects repeatedly occupying the deep soil (=endogean) habitat. We describe and illustrate soil flotation technique used during our fieldwork in Madagascar in December 2019. We focus on the method’s high-output and mobile technicalities. We document 51 deep soil samples, each about 20 litres in volume, taken by us in varying Malagasy localities (Andringitra, Road RN7, Ankaratra, Andasibe) and habitats (primary forest versus grassland). We provide a preliminary illustrated overview of 1,430 deep soil beetles of Madagascar sampled by us. They include representatives of Carabidae (Anillini, Reicheiina), Leiodidae, Staphylinidae (Aleocharinae, Euaesthetinae, Osoriinae, Paederinae, Pselaphinae, Scydmaeninae), Scarabaeidae, Tenebrionidae and Curculionidae. We emphasize the significant disparity between collecting 1,430 adult endogean beetles and only about a dozen of their larvae, all belonging to Scydmaeninae.

Andújar, Carmelo; Grebennikov, Vasily V.

Zootaxa 4963(2): 317-334 (2021)
DOIDigital.CSIC

Coumarins and other constituents from Deverra battandieri

Three undescribed coumarin derivatives, pituranthosin A–C (1-3), along with nineteen known compounds were isolated and identified from the chloroform and ethyl acetate fractions of the hydroalcoholic extract of Deverra battandieri (Apiaceae). The structures of the compounds were established by interpretation of their spectral data using 1D-NMR (1H, 13C, DEPT experiments), 2D-NMR (COSY, NOESY, HSQC and HMBC), HRESIMS, and by comparison with the literature data.

Esseid, Chahrazed; León, Francisco; Mosset, Paul; Benayache, Samir; Marchioni, Eric; Brouard, Ignacio; Benayache, Fadila

Phytochemistry Letters 42: 129-133 (2021)
DOIDigital.CSIC

Digest: Parallel rather than unique local adaptation along a steep elevation gradient

To what extent do parallel and unique local adaptation occur along elevational gradients? In a reciprocal transplant experiment, Bachmann and Van Buskirk found stronger evidence for parallel adaptation to elevation than for unique local adaptation in Rana temporaria populations of the Swiss Alps. This finding has important implications for understanding gene flow effects on adaptive patterns and provides a useful investigative framework for the study of adaptation.

Arjona, Yurena; Morente-López, Javier

Evolution 75(4): 972-974 (2021)
DOIDigital.CSIC

Bioinformatic Analysis of Genome-Predicted Bat Cathelicidins

Bats are unique in their potential to serve as reservoir hosts for intracellular pathogens. Recently, the impact of COVID-19 has relegated bats from biomedical darkness to the frontline of public health as bats are the natural reservoir of many viruses, including SARS-Cov-2. Many bat genomes have been sequenced recently, and sequences coding for antimicrobial peptides are available in the public databases. Here we provide a structural analysis of genome-predicted bat cathelicidins as components of their innate immunity. A total of 32 unique protein sequences were retrieved from the NCBI database. Interestingly, some bat species contained more than one cathelicidin. We examined the conserved cysteines within the cathelin-like domain and the peptide portion of each sequence and revealed phylogenetic relationships and structural dissimilarities. The antibacterial, antifungal, and antiviral activity of peptides was examined using bioinformatic tools. The peptides were modeled and subjected to docking analysis with the region binding domain (RBD) region of the SARS-CoV-2 Spike protein. The appearance of multiple forms of cathelicidins verifies the complex microbial challenges encountered by these species. Learning more about antiviral defenses of bats and how they drive virus evolution will help scientists to investigate the function of antimicrobial peptides in these species.

Pérez de Lastra, José Manuel; Asensio-Calavia, Patricia; González-Acosta, Sergio; Baca-González, Victoria; Morales-de la Nuez, Antonio

Molecules 26(6), 1181: 1-16 (2021)
DOIDigital.CSIC

The Essentials of Marine Biotechnology

Coastal countries have traditionally relied on the existing marine resources (e.g., fishing, food, transport, recreation, and tourism) as well as tried to support new economic endeavors (ocean energy, desalination for water supply, and seabed mining). Modern societies and lifestyle resulted in an increased demand for dietary diversity, better health and well-being, new biomedicines, natural cosmeceuticals, environmental conservation, and sustainable energy sources. These societal needs stimulated the interest of researchers on the diverse and underexplored marine environments as promising and sustainable sources of biomolecules and biomass, and they are addressed by the emerging field of marine (blue) biotechnology. Blue biotechnology provides opportunities for a wide range of initiatives of commercial interest for the pharmaceutical, biomedical, cosmetic, nutraceutical, food, feed, agricultural, and related industries. This article synthesizes the essence, opportunities, responsibilities, and challenges encountered in marine biotechnology and outlines the attainment and valorization of directly derived or bio-inspired products from marine organisms. First, the concept of bioeconomy is introduced. Then, the diversity of marine bioresources including an overview of the most prominent marine organisms and their potential for biotechnological uses are described. This is followed by introducing methodologies for exploration of these resources and the main use case scenarios in energy, food and feed, agronomy, bioremediation and climate change, cosmeceuticals, bio-inspired materials, healthcare, and well-being sectors. The key aspects in the fields of legislation and funding are provided, with the emphasis on the importance of communication and stakeholder engagement at all levels of biotechnology development. Finally, vital overarching concepts, such as the quadruple helix and Responsible Research and Innovation principle are highlighted as important to follow within the marine biotechnology field. The authors of this review are collaborating under the European Commission-funded Cooperation in Science and Technology (COST) Action Ocean4Biotech – European transdisciplinary networking platform for marine biotechnology and focus the study on the European state of affairs.

Rotter, Ana; Barbier, Michéle; Bertoni, Franceso; Bones, Atle M.; Cancela, M. Leonor; Carlsson, Jens; Carvalho, Maria F.; Cegłowska, Marta; Chirivella-Martorell, Jerónimo; Conk Dalay, Meltem; Cueto, Mercedes; Dailianis, Thanos; Deniz, Irem; Díaz-Marrero, Ana R.; Drakulovic, Dragana; Dubnika, Arita; Edwards, Christine; Einarsson, Hjörleifur; Erdogan, Aysegül; Eroldogan, Orhan Tufan; Ezra, David; Fazi, Stefano; FitzGerald, Richard J.; Gargan, Laura M.; Gaudêncio, Susana P.; Gligora Udovic, Marija; Ivoševic DeNardis, Nadica; Jónsdóttir, Rósa; Kataržyte, Marija; Klun, Katja; Kotta, Jonne; Ktari, Leila; Ljubešic, Zrinka; Lukic Bilela, Lada; Mandalakis, Manolis; Massa-Gallucci, Alexia; Matijošyte, Inga; Mazur-Marzec, Hanna; Mehiri, Mohamed; Laurentius Nielsen, Søren; Novoveská, Lucie; Overlingé, Donata; Perale, Guiseppe; Ramasamy, Praveen; Rebours, Céline; Reinsch, Thorsten; Reyes, Fernando; Rinkevich, Baruch; Robbens, Johan; Röttinger, Eric; Rudovica, Vita; Sabotic, Jerica; Safarik, Ivo; Talve, Siret; Tasdemir, Deniz; Theodotou Schneider, Xenia; Thomas, Olivier P.; Torunska-Sitarz, Anna; Varese, Giovanna Cristina; Vasquez, Marlen I.

Marine Biotechnology 16, 629629: 1-53 (2021)
DOIDigital.CSIC

Intramolecular Nicholas Reaction Enables the Stereoselective Synthesis of Strained Cyclooctynes

Cyclic products can be obtained through the intramolecular version of the Nicholas reaction, which requires having the nucleophile connected to the alkyne unit. Here, we report the synthesis of 1-oxa-3-cyclooctynes starting from commercially available (1R,3S)-camphoric acid. The strategy is based on the initial preparation of propargylic alcohols, complexation of the triple bond with Co2(CO)8, and treatment with BF3·Et2O to induce an intramolecular Nicholas reaction with the free hydroxyl group as nucleophile. Finally, oxidative deprotection of the alkyne afforded the cyclooctynes in good yields. Notably, large-sized R substituents at the chiral center connected to the O atom were oriented in such a way that steric interactions were minimized in the cyclization, allowing the formation of cyclooctynes exclusively with (R) configuration, in good agreement with theoretical predictions. Moreover, preliminary studies demonstrated that these cyclooctynes were reactive in the presence of azides yielding substituted triazoles.

Monzón, Diego M.; Betancort, Juan Manuel; Martín, Tomás ; Ramírez, Miguel Ángel; Martín, Víctor S.; Díaz Díaz, David

Molecules 26(6), 1629: 1-12 (2021)
DOIDigital.CSIC

Impact of Zinc, Glutathione, and Polyphenols as Antioxidants in the Immune Response against SARS-CoV-2

SARS-CoV-2, the coronavirus triggering the disease COVID-19, has a catastrophic health and socioeconomic impact at a global scale. Three key factors contribute to the pathogenesis of COVID-19: excessive inflammation, immune system depression/inhibition, and a set of proinflammatory cytokines. Common to these factors, a central function of oxidative stress has been highlighted. A diversity of clinical trials focused predominantly on antioxidants are being implemented as potential therapies for COVID-19. In this study, we look at the role of zinc, glutathione, and polyphenols, as key antioxidants of possible medicinal or nutritional significance, and examine their role in the antiviral immune response induced by SARS-Cov-2. An unresolved question is why some people experience chronic COVID and others do not. Understanding the relationship between SARS-CoV-2 and the immune system, as well as the role of defective immune responses to disease development, would be essential to recognize the pathogenesis of COVID-19, the risk factors that affect the harmful consequences of the disease, and the rational design of successful therapies and vaccinations. We expect that our research will provide a novel perspective that contributes to the design of clinical or nutritional targets for the prevention of this pandemic.

Pérez de Lastra, José Manuel; Andrés-Juan, Celia; Plou Gasca, Francisco José; Pérez-Lebeña, Eduardo

Processes 9(3), 506: 1-16 (2021)
DOIDigital.CSIC

Three new subterranean species of Baezia (Curculionidae, Molytinae) for the Canary Islands

The genus Baezia Alonso-Zarazaga & García, 1999 is endemic to the Canary Islands, where four species were known to date. Based on morphological evidence, three new species of Baezia are described in this study: Baezia aranfaybo García & López, sp. nov. from El Hierro island, and Baezia madai García & Oromí sp. nov. and Baezia tizziri García & Andújar, sp. nov. from La Palma island. Notes on their biology, habitat, and distribution are presented. The number of taxa in this endemic Canarian genus increases to seven eyeless species. One species has been reported from the soil (endogean environment), with the other six associated with caves and the mesovoid shallow substratum (hypogean or subterranean environment). Frequent association with the presence of roots suggests that species of Baezia may inhabit the continuum represented by the endogean and hypogean environments. Identification key to the seven species are provided.

García, Rafael; Andújar, Carmelo; Oromí, Pedro; Emerson, Brent C.; López, Heriberto

Subterranean Biology 38: 1-18 (2021)
DOIDigital.CSIC

Connecting high‐throughput biodiversity inventories: Opportunities for a site‐based genomic framework for global integration and synthesis

High‐throughput sequencing (HTS) is increasingly being used for the characterization and monitoring of biodiversity. If applied in a structured way, across broad geographical scales, it offers the potential for a much deeper understanding of global biodiversity through the integration of massive quantities of molecular inventory data generated independently at local, regional and global scales. The universality, reliability and efficiency of HTS data can potentially facilitate the seamless linking of data among species assemblages from different sites, at different hierarchical levels of diversity, for any taxonomic group and regardless of prior taxonomic knowledge. However, collective international efforts are required to optimally exploit the potential of site‐based HTS data for global integration and synthesis, efforts that at present are limited to the microbial domain. To contribute to the development of an analogous strategy for the nonmicrobial terrestrial domain, an international symposium entitled “Next Generation Biodiversity Monitoring” was held in November 2019 in Nicosia (Cyprus). The symposium brought together evolutionary geneticists, ecologists and biodiversity scientists involved in diverse regional and global initiatives using HTS as a core tool for biodiversity assessment. In this review, we summarize the consensus that emerged from the 3‐day symposium. We converged on the opinion that an effective terrestrial Genomic Observatories network for global biodiversity integration and synthesis should be spatially led and strategically united under the umbrella of the metabarcoding approach. Subsequently, we outline an HTS‐based strategy to collectively build an integrative framework for site‐based biodiversity data generation.

Arribas, Paula; Andújar, Carmelo; Bidartondo, Martin I.; Bohmann, Kristine; Coissac, Éric; Creer, Simon; deWaard, Jeremy R.; Elbrecht, Vasco; Ficetola, Gentile F.; Goberna, Marta; Kennedy, Susan; Krehenwinkel, Henrik; Leese, Florian; Novotny, Vojtech; Ronquist, Fredrik; Yu, Douglas W.; Zinger, Lucie; Creedy, Thomas J.; Meramveliotakis, Emmanouil; Noguerales, Víctor; Overcast, Isaac; Morlon, Hélène; Vogler, Alfried P.; Papadopoulou, Anna; Emerson, Brent C.

Molecular Ecology 30(5): 1120-1135 (2021)
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