Search

Taxonomy—the classification of species—is an important branch of biology that allows us to systematically understand and study biodiversity. Conventional taxonomy relies heavily on morphological and anatomical structures for classification, but recent discoveries of potentially cryptic species and morphological plasticity in many species underscore the importance of having an alternative or complementary method for species classification. In this paper, we discuss the emerging method of classification using biochemical signals, i.e., chemotaxonomy. We also present a case study on the feasibility of biomarker-based chemotaxonomy on the marine red alga Laurencia snackeyi using halogenated snyderane-type sesquiterpenes, which were proposed in earlier studies. [ABSTRACT FROM AUTHOR]

This study examines the importance of both macroalgal heterogeneity and specific macroalgal species or morphotypes to nursery provision for juvenile sparids (Diplodus capensis and Sarpa salpa) in a shallow (< 2 m), sheltered rocky cove in warm-temperate Algoa Bay, South Africa. The rocky cove is comprised of a mosaic of two main benthic habitats; canopy-forming Plocamium corallorhiza beds on rocky outcrops and flat reef dominated by low growing red algae morphotypes. We assessed macroalgal communities and the trophic ecology (stomach contents and isotopes), abundance and size structure of D. capensis and S. salpa in the two different benthic habitats and the resources/food associated with the dominant macroalgae species/morphotypes. We found high densities of S. salpa and D. capensis, in both high profile reef (rocky outcrops) and low profile (flat) reef. Within this habitat mosaic resources (epiphytes and macroinvertebrates) were more abundant in the non-canopy forming low growing macroalgae (Laurencia spp. and coralline turf algae) and these algae were also assimilated in the diets of both sparids. The high abundance of both juvenile S. salpa and D. capensis in high profile and low profile reef, suggests that within this mosaic of habitats these species may be using canopy-forming algae in the high profile reef for shelter and non-canopy forming algae in both the high and low profile reef for food. This shows that macroalgal habitats comprising several morphotypes have the potential to support higher juvenile diversity and abundance through both food provision and shelter. [ABSTRACT FROM AUTHOR]

A history of the taxonomy of the tribe Laurencieae is given in this brief review. The taxonomic revisions that have occurred over the past 200 years are analyzed, and the current view on the species diversity of the tribe and its genera is presented. The problems in identifying the tribe's representatives in the Far Eastern seas of Russia, which require molecular genetic methods to solve them, are revealed. [ABSTRACT FROM AUTHOR]

The findings of this study expanded the geographic distribution of the genus Corynecladia J.Agardh, thought to be endemic to Australia. It is recorded for the first time as present in Europe, with two newly proposed species: C. millarii sp. nov. and C. mediterranea sp. nov. New collections belonging to the Laurencia complex were sampled from the Sicilian coasts of Italy. Examination of this material was carried out using both morphological comparisons and phylogenetic analyses of chloroplast (rbcL) and mitochondrial (COI-5P) nucleotide sequences. The resulting phylogenetic trees divided the Mediterranean specimens into two supported, separate branches, within the genus Corynecladia. Morphological analysis supported placement of these species within Corynecladia and as distinct from other congeners. Specifically, the two new species were conspicuous in the absence of a secondary cortex which is typical of other Corynecladia taxa. Included in this study is a detailed dichotomous key to the Laurencia complex taxa of the Mediterranean. [ABSTRACT FROM AUTHOR]

The identification of macroalgal species within the Laurencia complex is challenging, due to the presence of inconspicuous morphological characters, extensive variation in these traits and a diverse biogeography. Moreover, for a number of these species, no DNA sequence data are available in online databases. For this study, five algal specimens, tentatively assigned to Laurencia, were collected from Malta in the central Mediterranean Sea and studied using an integrative systematics approach. An analysis of the data resulted in the description of a new species, Laurencia mediterranea using combined morphological and molecular criteria, including COI-5P and rbcL. Morphologically L. mediterranea sp. nov. was distinct from other Laurencia spp. in the type of holdfast, the colour and shape of the thallus, the presence of secondary pit connections, lenticular thickenings and 'corps en cerise'. Moreover, a new genetic species cluster indicated a separate taxon at the species level. Our study demonstrates that genetic sequences having clear links to sample metadata and digital herbaria are indispensable for macroalgal biodiversity research. This approach could offer a solution for algal taxonomy in cases where biogeography is important and limited sequence data exist in online DNA libraries. [ABSTRACT FROM AUTHOR]

Naegleria fowleri is an opportunistic protozoan, belonging to the free-living amoeba group, that can be found in warm water bodies. It is causative agent the primary amoebic meningoencephalitis, a fulminant disease with a rapid progression that affects the central nervous system. However, no 100% effective treatments are available and those that are currently used involve the appearance of severe side effects, therefore, there is an urgent need to find novel antiamoebic compounds with low toxicity. In this study, the in vitro activity of six oxasqualenoids obtained from the red algae Laurencia viridis was evaluated against two different strains of N. fowleri (ATCC® 30808 and ATCC® 30215) as well as their cytotoxicity against murine macrophages. Yucatecone was the molecule with the highest selectivity index (>2.98 and 5.23 respectively) and it was selected to continue with the cell death type determination assays. Results showed that yucatone induced programmed cell death like responses in treated amoebae causing DNA condensation and cellular membrane damage among others. In this family of oxasqualenoids, it seems that the most significative structural feature to induce activity against N. fowleri is the presence of a ketone at C-18. This punctual oxidation transforms an inactive compound into a lead compound as the yucatecone and 18-ketodehydrotyrsiferol with IC50 values of 16.25 and 12.70 μM, respectively. The assessment of in silico ADME/Tox analysis revealed that the active compounds showed good Human Oral Absorption and demonstrate that are found to be within the limit of approved drug parameter range. Hence, the study highlights promising potential of yucatone to be tested for therapeutic use against primary amoebic meningoencephalitis.

Parasitic red algae are an interesting system for investigating the genetic changes that occur in parasites. These parasites have evolved independently multiple times within the red algae. The functional loss of plastid genomes can be investigated in these multiple independent examples, and fine‐scale patterns may be discerned. The only plastid genomes from red algal parasites known so far are highly reduced and missing almost all photosynthetic genes. Our study assembled and annotated plastid genomes from the parasites Janczewskia tasmanica and its two Laurencia host species (Laurencia elata and one unidentified Laurencia sp. A25) from Australia and Janczewskia verruciformis, its host species (Laurencia catarinensis), and the closest known free‐living relative (Laurencia obtusa) from the Canary Islands (Spain). For the first time we show parasitic red algal plastid genomes that are similar in size and gene content to free‐living host species without any gene loss or genome reduction. The only exception was two pseudogenes (moeB and ycf46) found in the plastid genome of both isolates of J. tasmanica, indicating potential for future loss of these genes. Further comparative analyses with the three highly reduced plastid genomes showed possible gene loss patterns, in which photosynthetic gene categories were lost followed by other gene categories. Phylogenetic analyses did not confirm monophyly of Janczewskia, and the genus was subsumed into Laurencia. Further investigations will determine if any convergent small‐scale patterns of gene loss exist in parasitic red algae and how these are applicable to other parasitic systems. [ABSTRACT FROM AUTHOR]

The genus Laurencia, a category of marine red algae, is well recognized for producing a large variety of natural products (NPs) that are both chemically intriguing and structurally distinct. The aim of this research was to identify NPs with potential anti-SARS-CoV-2 activity. The crystals of the proteins RdRp and nsp15 were obtained from the RCSB protein database. About 300 NPs were discovered using the PubChem, ChemSpider, and CMNPD databases. The program Autodock Vina was used to conduct the molecular docking procedure once the proteins and ligands were prepared. Before running MD simulations using the CABS-flex 2.0 website, binding affinity assessments and interactions between amino acids were carefully reviewed. Only nine NPs were shortlisted to be examined further. Bromophycolide R, S, and bromophycoic acid C show the tendency to inhibit RdRp by β-hairpin motif binding at the N-terminal known as Active site 2 (AS2), whereas the other four NPs, bromophycolide E, H, P, and thyrsenol A, may effectively inhibit RdRp through interactions via C-terminal, also known as the Active site 1 (AS1). For the enzyme nsp15, bromophycoic B, C, and floridoside showed plausible interactions. In conclusion, out of nine, seven candidates shortlisted for RdRp exhibited strong interactions with the key residues in the AS1 and AS2 regions. Bromophycoic acid C may work as a dual inhibitor due to its favorable interactions with the nsp15 protein and RdRp's N-terminal, with affinities of −8.5 and −8.2 kcal/mol, respectively. [ABSTRACT FROM AUTHOR]

Naegleria fowleri is an opportunistic protozoan, belonging to the free-living amoeba group, that can be found in warm water bodies. It is causative agent the primary amoebic meningoencephalitis, a fulminant disease with a rapid progression that affects the central nervous system. However, no 100% effective treatments are available and those that are currently used involve the appearance of severe side effects, therefore, there is an urgent need to find novel antiamoebic compounds with low toxicity. In this study, the in vitro activity of six oxasqualenoids obtained from the red algae Laurencia viridis was evaluated against two different strains of N. fowleri (ATCC® 30808 and ATCC® 30215) as well as their cytotoxicity against murine macrophages. Yucatecone was the molecule with the highest selectivity index (>2.98 and 5.23 respectively) and it was selected to continue with the cell death type determination assays. Results showed that yucatone induced programmed cell death like responses in treated amoebae causing DNA condensation and cellular membrane damage among others. In this family of oxasqualenoids, it seems that the most significative structural feature to induce activity against N. fowleri is the presence of a ketone at C-18. This punctual oxidation transforms an inactive compound into a lead compound as the yucatecone and 18-ketodehydrotyrsiferol with IC 50 values of 16.25 and 12.70 μM, respectively. The assessment of in silico ADME/Tox analysis revealed that the active compounds showed good Human Oral Absorption and demonstrate that are found to be within the limit of approved drug parameter range. Hence, the study highlights promising potential of yucatone to be tested for therapeutic use against primary amoebic meningoencephalitis. [Display omitted] • Yucatecone showed the best selectivity index against N. fowleri of the evaluated oxasqualenoids. • Yucatecone induced programmed cell death in treated amoebae. • The presence of a ketone at C-18 seems to be the most significative feature to induce activity in N. fowleri. • Yucatecone showed good Human Oral Absorption based on the in silico ADME/Tox analysis. [ABSTRACT FROM AUTHOR]

Determining the structures of new natural products from marine species not only enriches our understanding of the diverse chemistry of these species, but can also lead to the discovery of compounds with novel and/or important biological activities. Herein, we describe the isolation of isomaneonene C (1), a new halogenated C15 acetogenin, and three known compounds, α-snyderol (2), cis-maneonene D (3), and isomaneonene B (4), from the organic extract obtained from the red alga Laurencia cf. mariannensis collected from Iheya Island, Okinawa, Japan. The structures of these secondary metabolites were elucidated spectroscopically. All compounds were inactive at 30 μg/disc against methicillin-resistant Staphylococcus aureus (MRSA) in combination treatment with a β-lactam drug, meropenem. [ABSTRACT FROM AUTHOR]

Among neglected tropical diseases, leishmaniasis is one of the leading causes, not only of deaths but also of disability-adjusted life years. This disease, caused by protozoan parasites of the genus Leishmania, triggers different clinical manifestations, with cutaneous, mucocutaneous, and visceral forms. As existing treatments for this parasitosis are not sufficiently effective or safe for the patient, in this work, different sesquiterpenes isolated from the red alga Laurencia johnstonii have been studied for this purpose. The different compounds were tested in vitro against the promastigote and amastigote forms of Leishmania amazonensis. Different assays were also performed, including the measurement of mitochondrial potential, determination of ROS accumulation, and chromatin condensation, among others, focused on the detection of the cell death process known in this type of organism as apoptosis-like. Five compounds were identified that displayed leishmanicidal activity: laurequinone, laurinterol, debromolaurinterol, isolaurinterol, and aplysin, showing IC50 values against promastigotes of 1.87, 34.45, 12.48, 10.09, and 54.13 µM, respectively. Laurequinone was the most potent compound tested and was shown to be more effective than the reference drug miltefosine against promastigotes. Different death mechanism studies carried out showed that laurequinone appears to induce programmed cell death or apoptosis in the parasite studied. The obtained results underline the potential of this sesquiterpene as a novel anti-kinetoplastid therapeutic agent. [ABSTRACT FROM AUTHOR]

Studies estimate that nearly 2 million new cases of gastric cancer will occur worldwide during the next two decades, which will increase mortality associated with cancer and the demand for new treatments. Marine algae of the Laurencia genus have secondary metabolites known for their cytotoxic action, such as terpenes and acetogenins. The species Laurencia obtusa has demonstrated cytotoxicity against many types of tumors in previous analyses. In this study, we determined the structure of terpenes, acetogenins, and one fatty acid of Laurencia using mass spectrometry (ESI-FT-ICR/MS). In vitro cytotoxicity assays were performed with adenocarcinoma gastric cells (AGS) to select the most cytotoxic fraction of the crude extract of L. obtusa. The Hex:AcOEt fraction was the most cytotoxic, with IC50 9.23 µg/mL. The selectivity index of 15.56 shows that the Hex:AcOEt fraction is selective to cancer cells. Compounds obtained from L. obtusa were tested by the analysis of crystallographic complexes. Molecular docking calculations on the active site of the HIF-2α protein showed the highest affinity for sesquiterpene chermesiterpenoid B, identified from HEX:AcOEt fraction, reaching a score of 65.9. The results indicate that L. obtusa presents potential compounds to be used in the treatment of neoplasms, such as gastric adenocarcinoma. [ABSTRACT FROM AUTHOR]

The red algal genus Laurencia produces abundant brominated metabolites, including cuparane- and laurane-type brominated sesquiterpenes. In order to gain insights into the biosynthesis mechanisms for brominated compounds, we focused on the vanadium-dependent bromoperoxidase (V-BPO). Four members of the homologous genes encoding for V-BPO were obtained from L. okamurae by PCR amplification. The recombinant V-BPO protein produced in Escherichia coli exhibited a significant brominating activity to monochlorodimedone. The function of V-BPO was examined by an assay using nerolidol as a relevant natural substrate. The enzyme properties of V-BPO were compared with those of related halogenating enzymes. The results indicate that V-BPO is one of the key enzymes responsible for the production of brominated compounds in Laurencia.

Two new halogenated metabolites, laurenhalogens A (1) and B (2), along with four known ones (3–6), were isolated from the red alga Laurencia sp. The structures of 1 and 2 were determined by the means of UV, IR, MS, NMR and X-ray diffraction analysis. In addition, the antibacterial activities of 1–6 were also evaluated. [ABSTRACT FROM AUTHOR]

We examined the chemical constitution of the red alga Laurencia saitoi Perestenko, collected from Katsuura, Boso Peninsula, Chiba Prefecture, Japan. This specimen produced a new polyhalogenated acetogenin, named katsuurallene (1), which structure was determined by the spectral methods, along with known diterpene, deoxyparguerol (2) and triterpene, thyrsiferol (3). In this paper we describe the structural elucidation of katsuurallene together with some biological activities. [ABSTRACT FROM AUTHOR]

Abstract We examined the chemical constitution of the red alga Laurencia saitoi Perestenko, collected from Katsuura, Boso Peninsula, Chiba Prefecture, Japan. This specimen produced a new polyhalogenated acetogenin, named katsuurallene (1), which structure was determined by the spectral methods, along with known diterpene, deoxyparguerol (2) and triterpene, thyrsiferol (3). In this paper we describe the structural elucidation of katsuurallene together with some biological activities.

Seaweeds of the red algal genus Laurencia are distributed worldwide in tropical, subtropical to temperate zones, growing in Japan from Hokkaido to Okinawa. Laurencia is highly difficult to classify morphologically because of a high degree of morphological variation within individual species. Nevertheless, Laurencia investigation is favored by organic chemists as it produces uniquely structured compounds. Halogenated secondary metabolites are considered to be used as chemical markers for chemical systematics (chemotaxonomy) of this troublesome genus. As a "weedy seaweed", Laurencia is not effectively utilized, yet it produces a variety of metabolites and thus, holds good potential for containing compounds with specific activity, especially in aspects of secondary metabolites. In this review, we reported significant morphological features to distinguish species in this genus, and the morphological features, habitat, distribution, and chemical composition that help discriminate Japanese Laurencia species., (© 2024 Wiley-VHCA AG, Zurich, Switzerland.)

In India, Kappaphycus alvarezii is the only alga being cultivated commercially for kappa carrageenan production and also being utilized for the socioeconomic upliftment of coastal rural population in India in the form of their cultivation and marketing. The production has been substantially increased from 21 dry tonnes to 1490 dry tonnes with increasing market purchase value from US$ 0.061 to 0.469 kg dry wt−1 during 2001–2013. In India, annual import for carrageenan is 1800–2000 M tons year−1 and its demand is reported to be increased by 5–6% every year (Mantri et al. 2017). To date, Aquagri Pvt Ltd is the only company in India producing kappa carrageenan from cultivated Kappaphycus alvarezii (Mantri et al. 2017). However, few other marine phycocolloid processing factories are producing kappa carrageenan from Hypnea musciformis and Hypnea valentiae at cottage level. The total annual production of carrageenan in India ranges between 100 and 132 tons. There is tremendous demand for other carrageenan such as iota and lambda carrageenan in food, beverage, and consumer product manufacturing industries. In order to ascertain suitability of unexplored other indigenous carrageenophytes for commercial cultivation in India, several red algal species such as Agardhiella subulata, Ahnfeltiopsis pygmaea, Laurencia caraibica, and Solieria robusta were collected from wild habitats in Kanyakumari (N 08°08′10.36″; E 077°34′28.06″) Tamil Nadu, India, and were evaluated for their mariculture potential and the presence of carrageenan. Preliminary cultivation experiments were carried out by raft culture method (1 × 1 m) for 45 days at two harvest cycles at Thonithurai (N 09°16′53.45″; E 079°11′19.22″), Tamil Nadu, South eastern coast of India. Except Ahnfeltiopsis pygmaea, all other seaweeds investigated showed daily growth rate (DGR) in the range of 1.59 to 3.822% and confirmed its mariculture potential. Phycocolloid was extracted with yield 4.5 to 29.37% from dry seaweed residues obtained after extraction of lipids using both water and aqueous alkali [5% Ca (OH)2 solution]. Water was found the better solvent in terms of higher yield of the Phycocolloid (29.37%) from Solieria robusta. FT-IR of the extracted phycocolloid indicated presence of characteristic bands for carrageenan in all the samples. However, from the band positions, the presence of iota carrageenan was ascertained in the Agardhiella subulata and Solieria robusta and hybrid iota/kappa carrageenan is expected to be present in Laurencia caraibica and Ahnfeltiopsis pygmaea. [ABSTRACT FROM AUTHOR]

Studies estimate that nearly 2 million new cases of gastric cancer will occur worldwide during the next two decades, which will increase mortality associated with cancer and the demand for new treatments. Marine algae of the Laurencia genus have secondary metabolites known for their cytotoxic action, such as terpenes and acetogenins. The species Laurencia obtusa has demonstrated cytotoxicity against many types of tumors in previous analyses. In this study, we determined the structure of terpenes, acetogenins, and one fatty acid of Laurencia using mass spectrometry (ESI-FT-ICR/MS). In vitro cytotoxicity assays were performed with adenocarcinoma gastric cells (AGS) to select the most cytotoxic fraction of the crude extract of L. obtusa. The Hex:AcOEt fraction was the most cytotoxic, with IC50 9.23 µg/mL. The selectivity index of 15.56 shows that the Hex:AcOEt fraction is selective to cancer cells. Compounds obtained from L. obtusa were tested by the analysis of crystallographic complexes. Molecular docking calculations on the active site of the HIF-2α protein showed the highest affinity for sesquiterpene chermesiterpenoid B, identified from HEX:AcOEt fraction, reaching a score of 65.9. The results indicate that L. obtusa presents potential compounds to be used in the treatment of neoplasms, such as gastric adenocarcinoma.

Among neglected tropical diseases, leishmaniasis is one of the leading causes, not only of deaths but also of disability-adjusted life years. This disease, caused by protozoan parasites of the genus Leishmania, triggers different clinical manifestations, with cutaneous, mucocutaneous, and visceral forms. As existing treatments for this parasitosis are not sufficiently effective or safe for the patient, in this work, different sesquiterpenes isolated from the red alga Laurencia johnstonii have been studied for this purpose. The different compounds were tested in vitro against the promastigote and amastigote forms of Leishmania amazonensis. Different assays were also performed, including the measurement of mitochondrial potential, determination of ROS accumulation, and chromatin condensation, among others, focused on the detection of the cell death process known in this type of organism as apoptosis-like. Five compounds were identified that displayed leishmanicidal activity: laurequinone, laurinterol, debromolaurinterol, isolaurinterol, and aplysin, showing IC50 values against promastigotes of 1.87, 34.45, 12.48, 10.09, and 54.13 µM, respectively. Laurequinone was the most potent compound tested and was shown to be more effective than the reference drug miltefosine against promastigotes. Different death mechanism studies carried out showed that laurequinone appears to induce programmed cell death or apoptosis in the parasite studied. The obtained results underline the potential of this sesquiterpene as a novel anti-kinetoplastid therapeutic agent.

In this study, we investigated the effect of the bioactive extract of the Caspian Sea red macroalgae, Laurencia caspica on the critical quality characteristic of the synbiotic fat-free yogurt. Microwave-assisted extraction (MAE) process was initially used to obtain ethanolic bioactive extracts from L. caspica. At 50 μg/mL of L. caspica extract, the highest DPPH·scavenging capacity (87.3%), the antiproliferative rate on the growth of A549 (61.3%) and HepG2 (53.9%) cells, and antibacterial activity against Escherichia coli PTCC 1763 (16.1 mm) and Bacillus cereus PTCC 1015 (10.7 mm) were detected. After solvent evaporation, the extract (40–50 μg/mL) was added to yogurt-making skim milk containing oligofructose-enriched inulin (OFEI, 2–4%) and then inoculated with the single probiotic culture of Lactobacillus acidophilus La-5 (107–109 CFU/g). The formulation and quality attributes of healthy yogurts were optimized based on the second-order polynomial models (R2 > 0.98) using response surface methodology (RSM). The 107 CFU/mL-inoculated yogurt containing 4.0% OFEI and 50 μg/mL of L. caspica extract had the optimal pH (4.49), the maximum firmness (0.183 N) and viscosity (7.71 Pa.s), and the minimum syneresis rate (29.0%) with the superior sensory characteristics and the probiotic viability rate compared to the control. The consumption of this functional non-fat dairy product containing Caspian Sea red macroalgae extract may cause health promotion and immune system improvement. [ABSTRACT FROM AUTHOR]

The aryl hydrocarbon receptor (AhR) is a ligand-dependent transcription factor that mediates the toxic and biological effects of structurally diverse chemicals, including the environmental contaminant 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). As part of a larger effort to identify the full spectrum of chemicals that can bind to and activate the AhR, we have examined the ability of several naturally occurring marine-derived brominated indoles and brominated (methylthio)indoles (collectively referred to as brominated indoles) to bind to the AhR and stimulate AhR-dependent gene expression. Incubation of mouse, rat, and guinea pig recombinant cell lines containing a stably transfected AhR-responsive luciferase reporter gene with eight brominated indoles revealed that all compounds stimulated luciferase reporter gene activity, although some species-specific differences were observed. All compounds induced significantly more luciferase activity when incubated with cells for 4 h as compared to 24 h, demonstrating that these compounds are transient activators of the AhR signaling pathway. Three of the brominated indoles induced CYP1A1 mRNA in human HepG2 cells in vitro and Cyp1a mRNA in zebrafish embryos in vivo. The identification of the brominated indoles as direct ligands and activators/agonists of the AhR was confirmed by their ability to compete with [(3)H]TCDD for binding to the AhR and to stimulate AhR transformation and DNA binding in vitro. Taken together, these results indicate that marine-derived brominated indoles are members of a new class of naturally occurring AhR agonists.

Laurencia catarinensis (Ceramiales, Rhodomelaceae) has a high diversity of secondary metabolites such as acetogenin and halogenated terpenoids, with biological activities. We tested different combinations of auxins and cytokinins to evaluate their effects on the growth, total soluble proteins, pigments, and carbohydrates of L. catarinensis with the aim of improving the culture techniques of this species. To accomplish this, algae were cultivated in seawater enriched with quarter strength of von Stosch solution (VSES/4) with the addition of plant growth regulators (PGRs), and the treatment control without PGRs addition. The auxins tested were indole-3-acetic acid (IAA) and 2,4-dichlorophenoxyacetic acid (2,4-D), and cytokinins were benzylaminopurine (BA) and 2-isopentenyladenine (2iP), in the following combinations: IAA:BA, IAA:2iP, 2,4-D:BA, and 2,4-D:2iP, in the concentrations of 5:5, 5:50, 50:5, and 50:50 μM for each auxin:cytokinin combination. Addition of PGRs had significant effects on the growth rates of L. catarinensis, which varied from 7.62 ± 0.12% to 9.30 ± 0.55% day−1. The highest growth rates were observed in treatments with 5:5 μM of IAA:BA and 2,4-D:BA, and 50:5 μM of 2,4-D:2iP. Higher contents of total soluble proteins were observed in treatments with 50:50 μM of IAA:BA and 2,4-D:BA. The auxin:cytokinin combinations inhibited allophycocyanin contents, but did not affect chlorophyll a and carbohydrate concentrations. Therefore, supplementation of auxins and cytokinins, especially the IAA:BA and 2,4-D:BA combinations, is useful approach to stimulate growth rates or soluble protein contents of L. catarinensis, improving the cultivation of this species with high biotechnological potential. [ABSTRACT FROM AUTHOR]

Laurencia intermedia, which belongs to red algae (Rhodophyta), has been found in tropical shore areas. Recently, it has been reported to be a rich source of bioactive compounds; however, there have been limited studies on extraction techniques for recovering bioactive compounds from L. intermedia. Hence, this study was conducted to optimise the ultrasound extraction conditions for maximising recovery yield of total phenolic content (TPC) and antioxidants from L. intermedia using response surface methodology. The results showed that the ratio of sample to solvent had the strongest effect on TPC, while extraction temperature, extraction time, ethanol concentration and ratio of sample to solvent had significant influence on antioxidant power. The yield of TPC, DPPH scavenging ability and ferric reducing antioxidant power were 161.79 ± 3.52 mg GAE/100 g, 32.30 ± 1.20 mg TE/100 g and 87.77 ± 3.17 mg TE/100 g, respectively at the optimum extraction conditions (50 °C, 60 min, 30% ethanol and sample to solvent ratio of 2 g/100 mL). These conditions were employed to prepare L. intermedia extract for subsequent fractionation step, which generated n-hexane, ethyl acetate and aqueous fractions. Among these fractions, ethyl acetate fraction was found to possess the highest yield of TPC and the greatest antioxidant capacity that could be used for further isolation and purification of individual compounds. [ABSTRACT FROM AUTHOR]

Algal blooms are increasing worldwide, driven by elevated nutrient inputs. However, it is still unknown how tropical benthic algae will respond to heatwaves, which are expected to be more frequent under global warming. In the present study, a multifactorial experiment was carried out to investigate the potential synergistic effects of increased ammonium inputs (25 μM, control at 2.5 μM) and a heatwave (31°C, control at 25°C) on the growth and physiology (e.g., ammonium uptake, nutrient assimilation, photosynthetic performance, and pigment concentrations) of two bloom-forming algal species, Cladophoropsis sp. and Laurencia sp. Both algae positively responded to elevated ammonium concentrations with higher growth and chlorophyll a and lutein concentrations. Increased temperature was generally a less important driver, interacting with elevated ammonium by decreasing the algaes' %N content and N:P ratios. Interestingly, this stress response was not captured by the photosynthetic yield (Fv/Fm) nor by the carbon assimilation (%C), which increased for both algae at higher temperatures. The negative effects of higher temperature were, however, buffered by nutrient inputs, showing an antagonistic response in the combined treatment for the concentration of VAZ (violaxanthin, antheraxanthin, zeaxanthin) and thalli growth. Ammonium uptake was initially higher for Cladophoropsis sp. and increased for Laurencia sp. over experimental time, showing an acclimation capacity even in a short time interval. This experiment shows that both algae benefited from increased ammonium pulses and were able to overcome the otherwise detrimental stress of increasingly emerging temperature anomalies, which provide them a strong competitive advantage and might support their further expansions in tropical marine systems., (© 2024 The Authors. Journal of Phycology published by Wiley Periodicals LLC on behalf of Phycological Society of America.)

Insecticidal and repellent activities were evaluated on extracts from three macroalgae (Caulerpa sertularioides, Laurencia johnstonii and Sargassum horridum) against Diaphorina citri adults. The ethanolic extracts were obtained by maceration, filtration, and concentration under reduced pressure at 40 °C. Each extract was fractionated by solid-liquid methods, followed by column fractionation. The fractions obtained were analyzed by phytochemical tests to determinate their chemical composition. The three extracts showed alkaloids, terpenes, phenols, tannins, flavonoids, anthraquinones and saponins, which are associated with insecticidal and repellent activity. The repellency assay with S. horridum extract showed repellent activity over 24 h (Index of Behavioral Tendency, IBT = 0.376 ± 0.047), L. johnstonii extract showed repellency during 18 h (IBT = 0.240 ± 0.034). Although C. sertularioides extract at the beginning produced an attractant effect (during the first 4 h), it was followed by a repellent effect after 12 h (IBT = 0.297 ± 0.041). The repellent control used was Neemix 4.5 (azadirachtin) and it has a longer repellency of over the 24 h, however S. horridum had a higher repellent activity over the control during all the assay. In the insecticidal activity assay, lethal doses were calculated for each species: L. johnstonii (LD50 = 284 μg mL−1), S. horridum (LD50 = 364 μg mL−1), and C. sertularioides (LD50 = 3703 μg mL−1). Additionally, three terpenic compounds isolated from L. johnstonii were identified by GC/MS; debromolaurinterol, isolaurinterol, and laurinterol as potential insecticidal and repellent compounds. The results suggest that seaweed extracts represent an alternative in the development of agrochemicals for pest control. [ABSTRACT FROM AUTHOR]

Schistosomiasis is a parasitic disease that affects more than 250 million people. The treatment is limited to praziquantel and the control of the intermediate host with the highly toxic molluscicidal niclosamide. Marine algae are a poorly explored and promising alternative that can provide lead compounds, and the use of multivariate analysis could contribute to quicker discovery. As part of our search for new natural compounds with which to control schistosomiasis, we screened 45 crude extracts obtained from 37 Brazilian seaweed species for their molluscicidal activity against Biomphalaria glabrata embryos and schistosomicidal activities against Schistosoma mansoni. Two sets of extracts were taxonomically grouped for metabolomic analysis. The extracts were analyzed by GC–MS, and the data were subjected to Pattern Hunter and Pearson correlation tests. Overall, 22 species (60%) showed activity in at least one of the two models. Multivariate analysis pointed towards 3 hits against B. glabrata veliger embryos in the Laurencia/Laurenciella set, 5 hits against B. glabrata blastula embryos, and 31 against S. mansoni in the Ochrophyta set. Preliminary annotations suggested some compounds such as triquinane alcohols, prenylated guaianes, dichotomanes, and xenianes. Despite the putative identification, this work presents potential candidates and can guide future isolation and identification.

Cittarium pica is an overexploited Caribbean top shell that is being produced at an experimental level by aquaculture for conservation purposes. To optimise nursery culture, the growth and survival of wild and hatchery-produced juveniles were assessed after feeding with different biofilm diets. The following three diets were tested over a 6-month period: (1) a microalgal biofilm of Nitzschia sp. and Tetraselmis chuii; (2) an artificial biofilm of dry seaweeds, Padina gymnospora and Laurencia obtusa, and the cyanobacterium Spirulina sp.; and (3) a mix of the microalgal and artificial biofilms. The biofilms were prepared and supplied on folded PVC plates, and treatments were administered in triplicated 10-L aquaria with down-welling systems at 25 ± 1 °C and a salinity of 36.5 ± 0.5 ppt. Higher growth rates were obtained in juveniles fed diets containing artificial biofilms, which had high protein and energy contents, whereas survival rates were higher in juveniles fed the mixed diet. The relatively high growth and survival values suggest that the nursery culture can be improved by feeding with the mix of microalgal and artificial biofilms and that the temporary translocation of wild juveniles to nursery conditions can be a tool for population enhancement. [ABSTRACT FROM AUTHOR]

We report for first time the species Laurencia natalensis for the Atlantic Ocean based on collections made in Venezuela. Once thought to be restricted to the Indian Ocean, the presence of this species is confirmed in this study by phylogenetic analyses using the plastid-encoded large subunit ribulose-bisphosphate carboxylase/oxygenase gene (rbcL). Sequences of the cytochrome C oxidase subunit I (COI) barcode region were obtained for additional support of taxonomic placement. In the rbcL phylogenetic analyses, a well-supported clade was recovered unequivocally placing our specimen as conspecific to L. natalensis from the east coast of South Africa. The barcode region (COI) sequences from Venezuela also clustered with the one obtained from L. natalensis from KwaZulu-Natal. In pairwise comparison of both markers, African and Venezuelan species diverged within the intraspecific variation recorded for Laurencia sensu stricto species. The Venezuelan specimens showed a distinctive combination of anatomical features shared with African specimens that aided in the species determination. However, sterile and immature sporophytic plants of Laurencia natalensis from Venezuela are morphologically variable; particularly sterile plants showed overall anatomical differences in habit when compared with African species. This finding raises the possibility that L. natalensis have been overlooked and probably confused in the field with other species of the Laurencia sensu stricto group. [ABSTRACT FROM AUTHOR]

Extracts of brown algae are used commercially for agricultural crops due to their plant growth-promoting effects and they can also be applied to help improve seaweed cultivation. Gracilaria caudata is commercially exploited as a raw material for agar production in Brazil, and Laurencia catarinensis is a source of halogenated terpenoids with several biological activities. Investigations to understand the development of seaweeds of biotechnological interest are required in order to improve their cultivation and the sustainability for biomass production on an industrial scale. The aim of the present study was to evaluate the effects of Ascophyllum/Acadian marine plant extract powder (AMPEP), a commercial, water-soluble extract of the brown alga Ascophyllum nodosum, on the growth, branching development, and pigment content of G. caudata and L. catarinensis. Four concentrations of AMPEP (0, 0.1, 1.0, and 5.0 mg L−1) were added to sterilized seawater (seawater+AMPEP), and to a medium comprised of half-strength von Stosch solution (VSES/2+AMPEP). Experiments were performed under conditions of 23 ± 2 °C, a light:dark cycle of 14:10 h, salinity at 32 psu, and photon flux densities of 60 ± 10 μmol photons m−2 s−1. Data were analyzed by one-way ANOVA, followed by a posteriori multiple comparison, Student-Newman-Keuls' test. Treatments of seawater+AMPEP at concentrations of 0.1 and 1.0 mg L−1 stimulated the growth rates of G. caudata when compared to the control. However, the effects of seawater+AMPEP and VSES/2+AMPEP on the branching architecture of the thalli were not significant for either species. Concentrations of phycoerythrin, phycocyanin, allophycocyanin, and chlorophyll-a in L. catarinensis were stimulated by the highest concentration of VSES/2+AMPEP (i.e., 5.0 mg L−1). This is the first study to report the stimulatory effect of AMPEP on the phycobiliprotein contents of selected red algae. Furthermore, seawater+AMPEP in concentrations of 0.1 and 1.0 mg L−1 stimulated growth rates of G. caudata, which could be applied in its large-scale cultivation. The results obtained for G. caudata and L. catarinensis, an agar-producing and a terpenoid-producing species, respectively, contributed to extending the knowledge of the beneficial uses of a brown seaweed-derived extract with biostimulatory properties for use with cultivated, economically important red algae. [ABSTRACT FROM AUTHOR]

Abstract This study was designed to characterize the physico-chemical properties of the sulfated polysaccharide (SP) isolated from the red alga Laurencia obtusa and to evaluate its apoptotic, gastroprotective and antioxidant activities. The different macromolecular characteristics of SP were determined by size exclusion chromatography combined with multi-angle laser light-scattering detection (SEC-MALLS), Fourier transform infrared spectroscopy (FTIR) analysis and nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR). The native molecular weight of the extracted polysaccharide is high (≥336,900 g·mol−1). It showed high amounts of sulfated groups (28.2%) and low levels of proteins. It was found to be a potent inducer of apoptosis on acute monocytic leukaemia THP-1cell lines with EC 50 value of 53 μg·mL−1. Furthermore, a significant gastroprotective effect (p < 0.01) was also observed with a gastric ulcer inhibition of 63.44%, 78.42% and 82.15% at the doses 25, 50 and 100 mg·kg−1, respectively. In addition, SP significantly increased glutathione levels (GSH) and decreased the concentration of thiobarbituric acid-reactive substances (TBARS) in EtOH/HCl-damaged gastric mucosa in rats; it also exhibited an important antioxidant activity in vitro. Therefore, SP, derived from the red alga Laurencia obtusa, may have a potential therapeutic effect against acute myeloid leukaemia and a beneficial potential as gastroprotective and antioxidant natural product. Graphical abstract Unlabelled Image [ABSTRACT FROM AUTHOR]

Marine environments represent a great opportunity for the discovery of compounds with a wide spectrum of bioactive properties. Due to their large variety and functions derived from natural selection, marine natural products may allow the identification of novel drugs based not only on newly discovered bioactive metabolites but also on already known compounds not yet thoroughly investigated. Since drug resistance has caused an increase in infections by Mycobacterium tuberculosis and nontuberculous mycobacteria, the re-evaluation of known bioactive metabolites has been suggested as a good approach to addressing this problem. In this sense, this study presents an evaluation of the in vitro effect of laurinterol and aplysin, two brominated sesquiterpenes isolated from Laurencia johnstonii, against nine M. tuberculosis strains and six nontuberculous mycobacteria (NTM). Laurinterol exhibited good antimycobacterial activity, especially against nontuberculous mycobacteria, being remarkable its effect against Mycobacterium abscessus, with minimum inhibitory concentration (MIC) values lower than those of the reference drug imipenem. This study provides further evidence for the antimycobacterial activity of some sesquiterpenes from L. johnstonii, which can be considered interesting lead compounds for the discovery of novel molecules to treat NTM infections.

The red seaweeds belonging to the genus Laurencia are well known as halogenated secondary metabolites producers, mainly terpenoids and acetogennins. Several of these chemicals exhibit important ecological roles and biotechnological applications. However, knowledge regarding the genes involved in the biosynthesis of these compounds is still very limited. We detected 20 different genes involved in the biosynthesis of terpenoid precursors, and 21 different genes coding for terpene synthases that are responsible for the chemical modifications of the terpenoid precursors, resulting in a high diversity of carbon chemical skeletons. In addition, we demonstrate through molecular and cytochemical approaches the occurrence of the mevalonate pathway involved in the biosynthesis of terpenes in L. dendroidea. This is the first report on terpene synthase genes in seaweeds, enabling further studies on possible heterologous biosynthesis of terpenes from L. dendroidea exhibiting ecological or biotechnological interest.

Induced chemical defense is still - uncertain process in seaweed, especially in tropical areas. Attention has been given to changes on phlorotannin contents due herbivore pressure, while knowledge considering - other secondary metabolites or other environmental factors as inducers is limited. We used laboratory experiments to assess induced chemical defense in the tropical red seaweed Laurencia dendroidea in response to simulated herbivory, presence of epibionts (microalga and bacterium), and bacterial infestation, addressing the following questions: 1) does inducible chemical defense by simulated herbivory, as well as microalgal and bacterial epibiosis, occur?; 2) are chemical defenses induced by bacterial infestation after simulated herbivory?; 3) is there a trade-off between inducible defense and seaweed growth?; and 4) how do variations in chemical defense affect seaweed susceptibility to specialist and generalist consumers? Inducible defense was measured as changes in sesquiterpene elatol levels, and growth was taken to infer whether induced chemical defense incurred metabolic costs. Specimens of L. dendroidea under simulated herbivory produced higher concentrations of elatol up to 2 days after treatment, followed by relaxation after 7 days, while epibiosis (by microalga and bacterium) and bacterial infestation did not induce a defense response. Simulated herbivory resulted in reduced L. dendroidea growth, reinforcing that induced chemical defense is a cost-saving strategy as stated by the Optimal Defense Theory (ODT), -in addition there was a tendency of epibiosis for biomass decreasing. The defensive effect varied according to elatol concentration and consumer identity, since aplysiids tolerated 10-fold natural concentrations (NC) whereas sea urchins were inhibited by NC. Our results highlight that inducible chemical defenses may also be a more rapid process than previously evidenced in seaweeds. Higher levels of elatol promoted decreased consumption, demonstrating that seaweed susceptibility is dose-dependent and induction is an important ecological strategy depending on environmental conditions. [ABSTRACT FROM AUTHOR]

Since the conception of the genus Laurencia by Lamouroux in 1813, several red macroalgal species have been included in it. In recent decades, the development of modern molecular tools has resulted in multiple taxonomic modifications, and presently, eight related genera are recognized in the so-called Laurencia complex. In the Macaronesian Region (Central East Atlantic Ocean), species from the Laurencia complex are keystone elements of the benthic communities, especially in the intertidal zone. In this review, we consolidate the existing knowledge about the Laurencia complex within the Macaronesian archipelagos and nearby areas. Morphological descriptions and phylogeographic remarks of the 16 currently accepted species--whose records were molecular or morphologically confirmed--are included together with an identification key for the Macaronesian Region. The phylogeographic data allowed us to re-visit the role of the Macaronesian archipelagos as a bridge area for the marine flora of the Mediterranean and Caribbean Seas (remnants of the former Thetyan Sea) or contemplate their marine flora as the result of successive processes of recolonization after the Quaternary glaciations from those donor areas. Finally, some comments about the frontiers of the research in the Laurencia complex in the Macaronesian Region and nearby coastal areas are included. [ABSTRACT FROM AUTHOR]

Red algae of Laurencia continue to provide wide structural diversity and complexity of halogenated C15 acetogenin medium-ring ethers. Here, we described the isolation of three new C15 acetogenins (3-5), and one truncated derivative (6) from Laurencia viridis collected on the Canary Islands. These compounds are interesting variations on the pinnatifidenyne structure that included the first examples of ethynyl oxirane derivatives (3-4). The structures were elucidated by extensive study of NMR (Nuclear Magnetic Resonance) data, J-based configuration analysis and DFT (Density Functional Theory) calculations. Their antiproliferative activity against six human solid tumor cell lines was evaluated. [ABSTRACT FROM AUTHOR]

Five-membered rings are of particular interest, due to their presence in some of the most common molecules in chemistry and biology. Despite their apparent simplicity, the structural resolution of these rings is complex, due to their inherent conformational flexibility. Here, we describe an application of a recently reported simple and efficient NMR protocol based on the measurement of spin-spin coupling constants to achieve the challenging relative configurations of five new halogenated C15 tetrahydrofuranyl-acetogenins, marilzafurollenes A–D (1–4) and 12-acetoxy-marilzafurenyne (5), isolated from the red alga, Laurencia marilzae. Although DFT chemical shift calculations were used to connect remote stereocenters, the NMR-based approach seems advantageous over computational techniques in this context, as the presence of halogens may interfere with reliable calculations.

Red algae of the genus Laurencia are known to biosynthesize and secrete an immense variety of secondary metabolites possessing a spectrum of biological activities against bacteria, invertebrates and mammalian cell lines. Following a rigorous cross-species screening process, herein we report the antifouling potential of 25 secondary metabolites derived from species of the genus Laurencia, as well as the thorough evaluation of the ecotoxicity of selected metabolites against non-target marine arthropods and vertebrate cell lines. A number of these secondary metabolites exhibited potent antifouling activity and performed well in all screening tests. Our results show that perforenol (9) possesses similar antifouling activity with that already described for bromosphaerol, which is used herein as a benchmark.

Thuwalallenes A−E (1−3, 5 and 8) and thuwalenynes A−C (4, 6, 7), new C15 acetogenins featuring uncommon ring systems, along with cis-maneonene D (9), thyrsiferol (10) and 23-acetyl-thyrsiferol (11) were isolated from the organic extract of a population of the red alga Laurencia sp., collected at Rose Reef off the village of Thuwal in the Red Sea waters of the Kingdom of Saudi Arabia. The structure elucidation of the isolated natural products was based on extensive analysis of their spectroscopic data. Compounds 1−6, 8, 10 and 11 were evaluated for their anti-inflammatory activity by quantifying nitric oxide (NO) release in response to TLR4 stimulation in macrophages. Besides compound 4 that did not exhibit any activity, all other tested metabolites inhibited NO production from activated macrophages. Among them, thyrsiferol (10) and 23-acetylthyrsiferol (11) displayed activity with IC50 values in the low nM scale without cytotoxicity.

Acanthamoeba genus is a widely distributed and opportunistic parasite with increasing importance worldwide as an emerging pathogen in the past decades. This protozoan has an active trophozoite stage, a cyst stage, and is dormant and very resistant. It can cause Acanthamoeba keratitis, an ocular sight-threatening disease, and granulomatous amoebic encephalitis, a chronic, very fatal brain pathology. In this study, the amoebicidal activity of sixteen Laurencia oxasqualenoid metabolites and semisynthetic derivatives were tested against Acanthamoeba castellanii Neff. The results obtained point out that iubol (3) and dehydrothyrsiferol (1) possess potent activities, with IC50 values of 5.30 and 12.83 µM, respectively. The hydroxylated congeners thyrsiferol (2) and 22-hydroxydehydrothyrsiferol (4), active in the same value range at IC50 13.97 and 17.00 µM, are not toxic against murine macrophages; thus, they are solid candidates for the development of new amoebicidal therapies.

Macroalgae represent an important source of bioactive compounds with a wide range of biotechnological applications. Overall, the discovery of effective cytotoxic compounds with pharmaceutical potential is a significant challenge, mostly because they are scarce in nature or their total synthesis is not efficient, while the bioprospecting models currently used do not predict clinical responses. Given this context, we used three-dimensional (3D) cultures of human breast cancer explants to evaluate the antitumoral effect of laurinterol, the major compound of an ethanolic extract of Laurencia johnstonii. To this end, we evaluated the metabolic and histopathological effects of the crude extract of L. johnstonii and laurinterol on Vero and MCF-7 cells, in addition to breast cancer explants. We observed a dose-dependent inhibition of the metabolic activity, as well as morphologic and nuclear changes characteristic of apoptosis. On the other hand, a reduced metabolic viability and marked necrosis areas were observed in breast cancer explants incubated with the crude extract, while explants treated with laurinterol exhibited a heterogeneous response which was associated with the individual response of each human tumor sample. This study supports the cytotoxic and antitumoral effects of laurinterol in in vitro cell cultures and in ex vivo organotypic cultures of human breast cancer explants.

Macrophages are central mediators of inflammation, orchestrating the inflammatory response through the production of cytokines and nitric oxide. Macrophages obtain pro-inflammatory (M1) and anti-inflammatory (M2) phenotypes, which can be modulated by soluble factors, including natural products. Despite the crucial protective role of inflammation, chronic or deregulated inflammation can lead to pathological states, such as autoimmune diseases, metabolic disorders, cardiovascular diseases, and cancer. In this case, we studied the anti-inflammatory activity of neorogioltriol (1) in depth and identified two structurally related diterpenes, neorogioldiol (2), and O11,15-cyclo-14-bromo-14,15-dihydrorogiol-3,11-diol (3), with equally potent activity. We investigated the mechanism of action of metabolites 1⁻3 and found that all three suppressed macrophage activation and promoted an M2-like anti-inflammatory phenotype by inducing expression of Arginase1, MRC1, IRAK-M, the transcription factor C/EBPβ, and the miRNA miR-146a. In addition, they suppressed iNOS induction and nitric oxide production. Importantly, treatment of mice with 2 or 3 suppressed DSS-induced colitis by reducing tissue damage and pro-inflammatory cytokine production. Thus, all these three diterpenes are promising lead molecules for the development of anti-inflammatory agents targeting macrophage polarization mechanisms.