Investigations of Secondary Metabolites from Seaweeds and Cyanobacteria

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Publisher :
ISBN 13 :
Total Pages : 168 pages
Book Rating : 4.:/5 (646 download)

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Book Synopsis Investigations of Secondary Metabolites from Seaweeds and Cyanobacteria by : Mohammad Shoeb

Download or read book Investigations of Secondary Metabolites from Seaweeds and Cyanobacteria written by Mohammad Shoeb and published by . This book was released on 2003 with total page 168 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Seaweeds Secondary Metabolites

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Publisher : MDPI
ISBN 13 : 3039283006
Total Pages : 320 pages
Book Rating : 4.0/5 (392 download)

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Book Synopsis Seaweeds Secondary Metabolites by : Diana Cláudia Pinto

Download or read book Seaweeds Secondary Metabolites written by Diana Cláudia Pinto and published by MDPI. This book was released on 2020-02-21 with total page 320 pages. Available in PDF, EPUB and Kindle. Book excerpt: Seaweeds are recognized as highly nutritious, and their use in gastronomy is increasing. Their health benefits and their potential to prevent several diseases have also been established. In this Special Issue several health effects are discussed, with more emphasis on their antitumor activity and potential use to treat Alzheimer’s disease. The key bioactive metabolites, from which phlorotannins can be highlighted, are presented, as well as some important in vivo studies. Altogether, the chapters provide in-depth information about the biological activities of seaweed metabolites, contributing to elucidate the health effects of seaweed.

Structure Elucidation and Biosynthetic Investigations of Marine Cyanobacterial Secondary Metabolites

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ISBN 13 :
Total Pages : 400 pages
Book Rating : 4.:/5 (534 download)

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Book Synopsis Structure Elucidation and Biosynthetic Investigations of Marine Cyanobacterial Secondary Metabolites by : Lisa Marie Nogle

Download or read book Structure Elucidation and Biosynthetic Investigations of Marine Cyanobacterial Secondary Metabolites written by Lisa Marie Nogle and published by . This book was released on 2002 with total page 400 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Investigations of Marine Cyanobacterial Secondary Metabolites

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Publisher :
ISBN 13 : 9781267249180
Total Pages : 22 pages
Book Rating : 4.2/5 (491 download)

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Book Synopsis Investigations of Marine Cyanobacterial Secondary Metabolites by : Joshawna Kay Nunnery

Download or read book Investigations of Marine Cyanobacterial Secondary Metabolites written by Joshawna Kay Nunnery and published by . This book was released on 2012 with total page 22 pages. Available in PDF, EPUB and Kindle. Book excerpt: Marine cyanobacteria, especially of the genus Lyngbya, have been a prolific source of bioactive natural products over the past forty years. While the most prevalent biological activity reported for marine cyanobacterial secondary metabolites is anticancer activity, the propensity of marine cyanobacteria to produce neuromodulatory active secondary metabolites has been realized in recent years. Neuromodulatory activity may have therapeutic relevance in the treatment of spinal cord injury, chronic pain, CNS disorders including stroke and epilepsy, and treatment of cardiovascular, inflammatory and neurodegenerative disorders. While a number of compounds exhibiting neuromodulatory activities have been isolated from Lyngbya sp., relatively few have been reported from other species belonging to the Oscillatoriaceae. The primary focus of the research herein was to evaluate the natural products richness of marine cyanobacteria belonging to the genera Schizothrix and Symploca spp. with particular emphasis on isolating compounds from extracts and fractions exhibiting neuromodulatory activity. In total, seven novel compounds from marine cyanobacteria were isolated and characterized, including four lipopeptides, janthielamide A and kimbeamides A-C, a polyketide-extended pyranone, kimbelactone A, a new iodinated and brominated diterpene, tasihalide C, and a novel lipophilic carboxylic acid, palmyric acid. Janthielamide A displayed sodium channel blocking activity in murine Neuro-2a cells with an IC50 of 11.5 [mu]M and antagonized veratridine-induced sodium influx in murine cerebrocortical neurons with an IC50 of 5.2 [mu]M. Kimbeamide A also exhibited modest sodium channel blocking activity with an IC50 of 60 [mu]M in murine Neuro-2a cells. Meanwhile, tasihalide C was found to possess potent anti-inflammatory activity with an IC50 of 1.3 [mu]M in a mouse macrophage cell line. In addition to studies regarding isolation and characterization of novel marine cyanobacterial natural products, investigations utilizing synthetic methodology to address questions regarding absolute stereochemistry of some of these compounds, as well as several depsipeptides containing an [alpha], [alpha]-dimethyl-[beta]-hydroxy octynoic acid residue, were undertaken. An improved synthetic route for the generation of [alpha], [alpha]-dimethyl-[beta]-hydroxy octynoic acid and related residues was achieved and standards generated by this methodology have been utilized to determine the absolute configuration of the [beta]-hydroxy stereocenter of this fragment in ten depsipeptides of marine cyanobacterial origins thus far.

Investigations Into Bioactive Secondary Metabolites Produced by Marine Cyanobacteria

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Publisher :
ISBN 13 : 9781303818318
Total Pages : 307 pages
Book Rating : 4.8/5 (183 download)

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Book Synopsis Investigations Into Bioactive Secondary Metabolites Produced by Marine Cyanobacteria by : Emily Mevers

Download or read book Investigations Into Bioactive Secondary Metabolites Produced by Marine Cyanobacteria written by Emily Mevers and published by . This book was released on 2014 with total page 307 pages. Available in PDF, EPUB and Kindle. Book excerpt: Marine cyanobacteria are prolific producers of structurally intriguing and biologically important secondary metabolites, many of which are of mixed NRPS/PKS biosynthetic origins, and have a broad range of biological activity, including ion channel modulation, cancer cell toxicity, anti-parasitic, anti-bacterial, anti-inflammatory, brine shrimp toxicity, and molluscicidal. Presently, there is one clinically approved drug that is an analog of the cyanobacterial natural product, dolastatin 10, while there are several agents in clinical trial, including soblidotin and synthadotin, which are analogs of dolastatin 15 and 10, respectively. Additionally, others are currently undergoing preclinical evaluation as anti-cancer agents, including apratoxin F, curacin A, desmethoxymajusculamide C (DMMC) and somacystinamide. The primary research objective of the research herein was to isolate and elucidate the structures of biologically active secondary metabolites from tropical marine cyanobacteria. In total, fifteen novel compounds from either Oscillatoria or Moorea were isolated and characterized. These include thirteen highly modified peptides (veraguamides A-C and H-L, precarriebowmide, tasiamides C-E, and lyngbyabellin N) and two alkyl amides (parguerene and mooreamide). The planar structure elucidation of each of these metabolites involved the use of 2D NMR spectroscopy and mass spectrometry techniques, including a mass spectrometry based dereplication algorithm to deduce the planar structure of several of the modified peptides. Absolute stereochemical analysis involved many techniques, such as Marfey's analysis, semi-synthesis, 3J coupling constant analysis, circular dichroism, 13C NMR comparisions, NOE correlations, and chiral GCMS analysis. Many of these compounds were biologically evaluated with veraguamide A and lyngbyabellin N exhibiting cancer cell cytotoxicity [IC50 = 141 nM (H-460) and IC50 = 40.9 (HCT-116), respectively], and mooreamide exhibiting cannabinoid receptor binding activity (Ki = 0.47 [mu]M). A secondary research objective has been the structure-activity relationship (SAR) study to investigate the active pharmacophore in the lyngbyamide family of compounds, which consist of a cyclopropyl fatty acid (tail) and an amide head group. In total, 50 analogs were synythesized, designed to probe the importance of several structural characteristics of the lyngbyamides. These compounds were tested in a wide array of biological assays, and a subset were found to possess strong activity in the stabilization of cathepsin L-mediated proteolysis, brine shrimp toxicity, and surface tension suppression.

Biosynthesis, Production and Structural Studies of Secondary Metabolites in Cultured Marine Cyanobacteria

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Publisher :
ISBN 13 :
Total Pages : 298 pages
Book Rating : 4.:/5 (574 download)

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Book Synopsis Biosynthesis, Production and Structural Studies of Secondary Metabolites in Cultured Marine Cyanobacteria by : Florina Alexandra Vulpanovici

Download or read book Biosynthesis, Production and Structural Studies of Secondary Metabolites in Cultured Marine Cyanobacteria written by Florina Alexandra Vulpanovici and published by . This book was released on 2003 with total page 298 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis details investigations of marine cyanobacterial secondary metabolism, with emphasis on a strain of Phormidium sp. collected in Indonesia. These studies assessed the effects of nineteen putative elicitor compounds on the growth and metabolite production of five species of marine cyanobacteria, biosynthetic investigation of an intriguing secondary metabolite, phormidolide, and the discovery of one novel halogenated peptide, phormidamide. The growth, biomass production and the ratio of the components of the extract were affected by some of the elicitors in most of the cyanobacterial species tested. However, production of a novel secondary metabolite or a significant change in the bioactivity of the extracts was not observed. Biosynthetic investigations of a brominated brine shrimp toxic polyketide, phormidolide, were conducted on a cultured Phormidium sp. strain originally isolated from Indonesia. Stable isotope feeding experiments confirmed its polyketide nature and established a new example of a general trend in cyanobacterial metabolism where both S-adenosyl methionine and C2 of acetate contribute to the biogenesis of pendant methyl groups. At the same time, feedings with deuterated acetate provided insight into the HMG-CoA synthase-like mechanism by which addition of pendant methyl groups from C2 of acetate takes place. Studies of phormidolide production in bromine-depleted medium showed that two analogs are produced, debromophormidolide with a terminal olefin in place of the vinyl bromide, and iodophormidolide, introducing iodine in place of bromine from the trace amounts present in the medium. Supplementation of the bromine-depleted culture medium with iodine resulted in a 10-fold increase of iodophormidolide production, while bromine supplementation resulted in a more moderate (2.5 fold) enhancement in phormidolide yield. A novel halogenated cytotoxic peptide, phormidamide, was isolated and a planar structure is proposed, pending confirmation by X-ray crystallographic analysis. Phormidamide contains a unique bromophenylalanine functionality, three chlorine atoms, and a very high number of quaternary carbon atoms which have hindered structural elucidation efforts through spectroscopic methods.

Investigation of the Diverse Secondary Metabolism of Cyanobacteria

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Publisher :
ISBN 13 :
Total Pages : 536 pages
Book Rating : 4.:/5 (68 download)

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Book Synopsis Investigation of the Diverse Secondary Metabolism of Cyanobacteria by : John Bryan MacMillan

Download or read book Investigation of the Diverse Secondary Metabolism of Cyanobacteria written by John Bryan MacMillan and published by . This book was released on 2004 with total page 536 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Chemical Investigations of Marine Cyanobacteria [microform] : the Search for New Anticancer Agents from the Sea

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Publisher : Ann Arbor, Mich. : University Microfilms International
ISBN 13 :
Total Pages : 420 pages
Book Rating : 4.:/5 (498 download)

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Book Synopsis Chemical Investigations of Marine Cyanobacteria [microform] : the Search for New Anticancer Agents from the Sea by : Williams, Philip

Download or read book Chemical Investigations of Marine Cyanobacteria [microform] : the Search for New Anticancer Agents from the Sea written by Williams, Philip and published by Ann Arbor, Mich. : University Microfilms International. This book was released on 2003 with total page 420 pages. Available in PDF, EPUB and Kindle. Book excerpt: Eighteen strains of marine cyanobacteria belonging to the genera Symploca and Lyngbya, which showed activity against multidrug resistant solid tumors, were examined for cytotoxins. This resulted in the isolation and identification of 11 known and 15 new secondary metabolites from extracts collected in Micronesia. The structures of these metabolites were determined through a variety of NMR techniques (TOCSY, HMBC, HSQC, COSY, ROESY, and NOESY) and/or chemical degradation. Most of the compounds isolated were of mixed peptide-polyketide biogenesis. The two most potent cytotoxins discovered were the depsipeptides palauʻamide and lyngbyastatin 3. The latter was shown to be a potent microfilament disruptor, but was poorly tolerated in vivo. Chemical degradation of the latter series of compounds demonstrated they were mixtures of epimers in the acid sensitive 4-amino-3-oxo-2,2- dimethylpentanoic acid unit, and not single compounds as recently suggested. Lyngbyastatin 3 and lyngbyabellin D are analogues of compounds isolated from the sea hare Dolabella auricularia. The isolation of lyngbyastatin 3 and lyngbyabellin D from marine cyanobacteria supports the proposal that many of the compounds isolated from this sea hare are of cyanobacterial origin.

Biosynthetic Investigations of Two Secondary Metabolites from the Marine Cyanobacterium Lyngbya Majuscula

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Publisher :
ISBN 13 :
Total Pages : 170 pages
Book Rating : 4.:/5 (384 download)

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Book Synopsis Biosynthetic Investigations of Two Secondary Metabolites from the Marine Cyanobacterium Lyngbya Majuscula by : James V. Rossi

Download or read book Biosynthetic Investigations of Two Secondary Metabolites from the Marine Cyanobacterium Lyngbya Majuscula written by James V. Rossi and published by . This book was released on 1997 with total page 170 pages. Available in PDF, EPUB and Kindle. Book excerpt: Marine cyanobacteria have been shown to produce a variety of biologically active and stucturally diverse secondary metabolites. These compounds are of interest to natural products researchers mainly because of their potential application as biomedicinals, biochemical probes, and agrichemicals. The metabolic pathways utilized by the cyanobacterium Lyngbya majuscula to generate curacin A, a potent antimitotic and its cometabolite, the molluscicidal barbamide, have been studied. Application of methods including radioisotope and stable isotope labeling have revealed the role of acetate and the amino acids methionine, valine, cysteine, and leucine as potential precursors in the biosynthesis of curacin and barbamide. An analytical technique based upon GC-EIMS methodology has also been developed to monitor the production levels of curacin A from cultures of Lyngbya majuscula with respect to growth. This method which makes use of the thiazole analog of curacin A, curazole as an internal standard, has also been preliminarily applied to the curacin A production in response to environmental factors associated with changes in geographical locations at or near sites where the original collections of the cyanophyte were made in Curacao, Netherlands Antillies. This was performed by a series of transplantation experiments envolving high and trace curacin A producing strains of L. majuscula. Interest in the bioactive profile of curacin A prompted a pilot scale up of the cultured tissue for isolation of the metabolite. These efforts provided a framework of methods that can be used industrially to obtain large quantites of the compound to meet possible future pharmaceutical or dignostics demands.

Studies on the Secondary Metabolites of Marine Cyanobacteria from Singapore

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Publisher :
ISBN 13 :
Total Pages : 226 pages
Book Rating : 4.:/5 (787 download)

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Book Synopsis Studies on the Secondary Metabolites of Marine Cyanobacteria from Singapore by : Ashootosh Tripathi

Download or read book Studies on the Secondary Metabolites of Marine Cyanobacteria from Singapore written by Ashootosh Tripathi and published by . This book was released on 2012 with total page 226 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Structure Elucidation of Bioactive Natural Products from Madagascar Marine Algae and Cyanobacteria

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Publisher :
ISBN 13 :
Total Pages : 466 pages
Book Rating : 4.:/5 (646 download)

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Book Synopsis Structure Elucidation of Bioactive Natural Products from Madagascar Marine Algae and Cyanobacteria by : Eric Hajaniriana Andrianasolo

Download or read book Structure Elucidation of Bioactive Natural Products from Madagascar Marine Algae and Cyanobacteria written by Eric Hajaniriana Andrianasolo and published by . This book was released on 2005 with total page 466 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis is an investigation of the natural products deriving from marine algae and cyanobacteria and has resulted in the discovery of eleven new secondary metabolites. The structure elucidations of these new molecules were performed using a variety of spectroscopic techniques. Four new macrolides were isolated and characterized from the Madagascar marine cyanobacterium Geitlerinema sp. These ankaraholides are structurally similar to the potently cytotoxic swinholides and were found to have cytotoxicities ranging from 178 nM to 354 nM against human lung cancer (NCI-H460) and mouse neuro-2a cell lines. Since swinholide-type compounds were previously localized to the heterotrophic bacteria of sponges, these findings raise intriguing questions about their true metabolic source. Geitlerinema sp. was found to be particularly rich in chemistry, and also produced the new linear lipopeptide mitsoamide with unusual structural features including an animal moiety, a homolysine residue and a polyketide unit (3,7- dimethoxy-5-methyl- nonanedioic acid) (DMNA). A collection of the red marine alga Portieria hornemannii from the south of Madagascar (Tolagniaro, Fort Dauphin), led to the isolation of the previously reported halogenated monoterpene, halomon, and the discovery of three new related metabolites. These molecules were found to inhibit DNA methyltransferase 1 (DNMT-1). As a result of efforts to identify bioactive agents from the marine cyanobacterium Lyngbya majuscula, tanikolide dimer, a novel SIRT2 inhibitor (IC50 = 176 nM), and tanikolide seco-acid were isolated. The depside molecular structure of tanikolide dimer, which is likely a meso compound, was established by NMR, MS and chiral HPLC analyses. The structure of tanikolide dimer raises a number of intriguing configurational and biosynthetic questions for further study. The bioassay guided fractionation of a collection of the brown marine alga Dictyota sp. from Netherland Antilles Playa Fort, led to the identification of a novel HDAC inhibitor with a dolastane carbon skeleton. The novel molecule was also found to possess antimalarial activity. Other known HDAC inhibitors with interesting antimalarial activity have been reported previously, and based on this efficacy against malaria, HDAC appears to be a viable target for the development of antiparasitic agents.

Bioactive Secondary Metabolites from Marine Algae and Study of Oxidized Anandamide Derivatives

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Publisher :
ISBN 13 :
Total Pages : 296 pages
Book Rating : 4.:/5 (391 download)

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Book Synopsis Bioactive Secondary Metabolites from Marine Algae and Study of Oxidized Anandamide Derivatives by : Hye-Dong Yoo

Download or read book Bioactive Secondary Metabolites from Marine Algae and Study of Oxidized Anandamide Derivatives written by Hye-Dong Yoo and published by . This book was released on 1997 with total page 296 pages. Available in PDF, EPUB and Kindle. Book excerpt: My investigations of the natural products of marine algae have resulted in the discovery of several new secondary metabolites. Bioassay-guided fractionation led to the isolation of these new compounds and spectroscopic analysis was utilized in their structural characterization. Two new and potent antimitotic metabolites, curacins B and C, were isolated from a Curacao collection of Lyngbya majuscula. In addition, four curacin A analogs were prepared by semisynthetic methods. The structures of the new curacins and the curacin A analogs were determined by spectroscopic analysis in comparison with curacin A. The biological properties of the new natural products and synthetic derivatives of curacin A were examined. Investigations of another Curacao collection of L. majuscula revealed a new cytotoxic lipopeptide, microcolin C. Microcolin C was found to have an interesting profile of cytotoxicity to human cancer-derived cell lines. A new metabolite, vidalenolone, was isolated from an Indonesian red alga Vidalia sp. The structure of this new cyclopentenolone-containing compound was determined by a combination of spectroscopic methods. Filamentous cells isolated from female gametophytes of the brown alga Laminaria saccharina were cultured in flasks or bioreactors. These cultures produced a variety of w6-lipoxygenase metabolites: 13-hydroxy-9,11-octadecadienoic acid (13-HODE), 13-hydroxy-6,9,11,15-octadecatetraenoic acid (13-HODTA), and 15-hydroxy-5,8,11,13-eicosatetraenoic acid (15-HETE). Five oxidized anandamide derivatives were prepared from anandamide through autoxidation in an exploration of ligand binding to the cannabinoid receptor. Their structures were determined by a combination of NMR spectroscopy and GC-MS. The cannabinoid receptor binding affinity of these derivatives was evaluated. This study revealed the following trend in activity: anandamide> 15-> 9-> 8-> 11-> 5-hydroxyanandamide.

Investigation of Secondary Metabolites of North Sea Bacteria: Fermentation, Isolation, Structure Elucidation and Bioactivity

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Publisher :
ISBN 13 :
Total Pages : 136 pages
Book Rating : 4.:/5 (534 download)

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Book Synopsis Investigation of Secondary Metabolites of North Sea Bacteria: Fermentation, Isolation, Structure Elucidation and Bioactivity by : Lanfang Liang

Download or read book Investigation of Secondary Metabolites of North Sea Bacteria: Fermentation, Isolation, Structure Elucidation and Bioactivity written by Lanfang Liang and published by . This book was released on 2003 with total page 136 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Cyanobacterial and Algal Metabolism and Environmental Biotechnology

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Publisher :
ISBN 13 :
Total Pages : 290 pages
Book Rating : 4.3/5 (91 download)

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Book Synopsis Cyanobacterial and Algal Metabolism and Environmental Biotechnology by :

Download or read book Cyanobacterial and Algal Metabolism and Environmental Biotechnology written by and published by . This book was released on 1999 with total page 290 pages. Available in PDF, EPUB and Kindle. Book excerpt: An introduction to cyanobacterial and algal metabolisms and environmental biotechnology. It features the contributions of researchers and professionals for exploiting the biotechnological potentials of simple and unique oxygen evolving primitive organisms.

Algal Chemical Ecology

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Publisher : Springer Science & Business Media
ISBN 13 : 354074181X
Total Pages : 322 pages
Book Rating : 4.5/5 (47 download)

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Book Synopsis Algal Chemical Ecology by : Charles D. Amsler

Download or read book Algal Chemical Ecology written by Charles D. Amsler and published by Springer Science & Business Media. This book was released on 2007-11-03 with total page 322 pages. Available in PDF, EPUB and Kindle. Book excerpt: Yet another Springer world-beater, this is the first ever book devoted to the chemical ecology of algae. It covers both marine and freshwater habitats and all types of algae, from seaweeds to phytoplankton. While the book emphasizes the ecological rather than chemical aspects of the field, it does include a unique introductory chapter that serves as a primer on algal natural products chemistry.

Antifouling Compounds

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Publisher : Springer Science & Business Media
ISBN 13 : 3540300163
Total Pages : 236 pages
Book Rating : 4.5/5 (43 download)

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Book Synopsis Antifouling Compounds by : Nobuhiro Fusetani

Download or read book Antifouling Compounds written by Nobuhiro Fusetani and published by Springer Science & Business Media. This book was released on 2006-10-11 with total page 236 pages. Available in PDF, EPUB and Kindle. Book excerpt: Awareness of the dangers of toxic components in antifouling coatings has raised interest in the potential for nontoxic alternatives. Marine organisms from bacteria to invertebrates and plants use chemicals to communicate and defend themselves. This book explores natural based antifoulants, their ecological functions, methods of characterisation and possible uses in antifouling. The text takes on the challenge of identifying such compounds, designing sustainable production and incorporating them into antifouling coatings.

Seaweeds Secondary Metabolites: Successes in and/or Probable Therapeutic Applications

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Publisher :
ISBN 13 : 9783039283019
Total Pages : 320 pages
Book Rating : 4.2/5 (83 download)

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Book Synopsis Seaweeds Secondary Metabolites: Successes in and/or Probable Therapeutic Applications by : Diana Cláudia Pinto

Download or read book Seaweeds Secondary Metabolites: Successes in and/or Probable Therapeutic Applications written by Diana Cláudia Pinto and published by . This book was released on 2020 with total page 320 pages. Available in PDF, EPUB and Kindle. Book excerpt: Seaweeds are recognized as highly nutritious, and their use in gastronomy is increasing. Their health benefits and their potential to prevent several diseases have also been established. In this Special Issue several health effects are discussed, with more emphasis on their antitumor activity and potential use to treat Alzheimer's disease. The key bioactive metabolites, from which phlorotannins can be highlighted, are presented, as well as some important in vivo studies. Altogether, the chapters provide in-depth information about the biological activities of seaweed metabolites, contributing to elucidate the health effects of seaweed.