MS/MS-Based Molecular Networking Approach for the Detection of Aplysiatoxin-Related Compounds in Environmental Marine Cyanobacteria.


:Certain strains of cyanobacteria produce a wide array of cyanotoxins, such as microcystins, lyngbyatoxins and aplysiatoxins, that are associated with public health issues. In this pilot study, an approach combining LC-MS/MS and molecular networking was employed as a rapid analytical method to detect aplysiatoxins present in four environmental marine cyanobacterial samples collected from intertidal areas in Singapore. Based on 16S-ITS rRNA gene sequences, these filamentous cyanobacterial samples collected from Pulau Hantu were determined as Trichodesmium erythraeum, Oscillatoria sp. PAB-2 and Okeania sp. PNG05-4. Organic extracts were prepared and analyzed on LC-HRMS/MS and Global Natural Product Social Molecular Networking (GNPS) for the presence of aplysiatoxin-related molecules. From the molecular networking, six known compounds, debromoaplysiatoxin (1), anhydrodebromoaplysiatoxin (2), 3-methoxydebromoaplysiatoxin (3), aplysiatoxin (4), oscillatoxin A (5) and 31-noroscillatoxin B (6), as well as potential new analogues, were detected in these samples. In addition, differences and similarities in molecular networking clusters related to the aplysiatoxin molecular family were observed in extracts of Trichodesmium erythraeum collected from two different locations and from different cyanobacterial species found at Pulau Hantu, respectively.


Mar Drugs


Marine drugs


Ding CYG,Pang LM,Liang ZX,Goh KKK,Glukhov E,Gerwick WH,Tan LT




Has Abstract


2018-12-13 00:00:00










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    abstract::The cultivation of macroalgae to supply the biofuel, pharmaceutical or food industries generates a considerable amount of organic residue, which represents a potential substrate for biomethanation. Its use optimizes the total resource exploitation by the simultaneous disposal of waste biomaterials. In this study, we e...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Barbot YN,Thomsen C,Thomsen L,Benz R

    更新日期:2015-09-18 00:00:00

  • Characterization of a New Trioxilin and a Sulfoquinovosyl Diacylglycerol with Anti-Inflammatory Properties from the Dinoflagellate Oxyrrhis marina.

    abstract::Two new compounds-a trioxilin and a sulfoquinovosyl diacylglycerol (SQDG)-were isolated from the methanolic extract of the heterotrophic dinoflagellate Oxyrrhis marina cultivated by feeding on dried yeasts. The trioxilin was identified as (4Z,8E,13Z,16Z,19Z) -7(S),10(S),11(S)-trihydroxydocosapentaenoic acid (1), and t...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Yoon EY,Yang AR,Park J,Moon SJ,Jeong EJ,Rho JR

    更新日期:2017-02-27 00:00:00

  • Astaxanthin Inhibits Proliferation and Induces Apoptosis of Human Hepatocellular Carcinoma Cells via Inhibition of Nf-Κb P65 and Wnt/Β-Catenin in Vitro.

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    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Li J,Dai W,Xia Y,Chen K,Li S,Liu T,Zhang R,Wang J,Lu W,Zhou Y,Yin Q,Abudumijiti H,Chen R,Zheng Y,Wang F,Lu J,Zhou Y,Guo C

    更新日期:2015-09-24 00:00:00

  • Astaxanthin Inhibits PC-3 Xenograft Prostate Tumor Growth in Nude Mice.

    abstract::Prostate cancer (PCa), the most common malignancy in men, is a major cause of cancer deaths. A better understanding of the mechanisms that drive tumor initiation and progression may identify actionable targets to improve treatment of this patient group. As a dietary carotenoid, astaxanthin has been demonstrated to exe...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Ni X,Yu H,Wang S,Zhang C,Shen S

    更新日期:2017-03-08 00:00:00

  • Carotenoid Profiling of a Red Seaweed Pyropia yezoensis: Insights into Biosynthetic Pathways in the Order Bangiales.

    abstract::Carotenoids are natural pigments that contribute to light harvesting and photo-protection in photosynthetic organisms. In this study, we analyzed the carotenoid profiles, including mono-hydroxy and epoxy-carotenoids, in the economically valuable red seaweed Pyropia yezoensis, to clarify the detailed biosynthetic and m...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Koizumi J,Takatani N,Kobayashi N,Mikami K,Miyashita K,Yamano Y,Wada A,Maoka T,Hosokawa M

    更新日期:2018-11-01 00:00:00

  • Phlorotannins from Alaskan seaweed inhibit carbolytic enzyme activity.

    abstract::Global incidence of type 2 diabetes has escalated over the past few decades, necessitating a continued search for natural sources of enzyme inhibitors to offset postprandial hyperglycemia. The objective of this study was to evaluate coastal Alaskan seaweed inhibition of α-glucosidase and α-amylase, two carbolytic enzy...

    journal_title:Marine drugs

    pub_type: 杂志文章


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    更新日期:2014-10-22 00:00:00

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    abstract::In this study, we developed novel chitosan/fucoidan nanoparticles (CS/F NPs) using a simple polyelectrolyte self-assembly method and evaluated their potential to be antioxidant carriers. As the CS/F weight ratio was 5/1, the CS/F NPs were spherical and exhibited diameters of approximately 230-250 nm, as demonstrated b...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Huang YC,Li RY

    更新日期:2014-07-31 00:00:00

  • Borrelidins C-E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp.

    abstract::Chemical investigation of a halophilic actinomycete strain belonging to the genus Nocardiopsis inhabiting a hypersaline saltern led to the discovery of new 18-membered macrolides with nitrile functionality, borrelidins C-E (1-3), along with a previously reported borrelidin (4). The planar structures of borrelidins C-E...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Kim J,Shin D,Kim SH,Park W,Shin Y,Kim WK,Lee SK,Oh KB,Shin J,Oh DC

    更新日期:2017-06-06 00:00:00

  • New Cyclotetrapeptides and a New Diketopiperzine Derivative from the Marine Sponge-Associated Fungus Neosartorya glabra KUFA 0702.

    abstract::Two new cyclotetrapeptides, sartoryglabramides A (5) and B (6), and a new analog of fellutanine A (8) were isolated, together with six known compounds including ergosta-4, 6, 8 (14), 22-tetraen-3-one, ergosterol 5, 8-endoperoxide, helvolic acid, aszonalenin (1), (3R)-3-(1H-indol-3-ylmethyl)-3,4-dihydro-1H-1,4-benzodia...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: May Zin WW,Buttachon S,Dethoup T,Fernandes C,Cravo S,Pinto MM,Gales L,Pereira JA,Silva AM,Sekeroglu N,Kijjoa A

    更新日期:2016-07-20 00:00:00

  • Fatty Acid Composition and Fatty Acid Associated Gene-Expression in Gilthead Sea Bream (Sparus aurata) are Affected by Low-Fish Oil Diets, Dietary Resveratrol, and Holding Temperature.

    abstract::To sustainably produce marine fish with a high lipid quality rich in omega-3 fatty acids, alternative sources of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) are being identified. Moreover, the use of bioactive compounds that would stimulate the in vivo fatty acid synthesis, such as resveratrol (RV), wou...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Torno C,Staats S,Michl SC,de Pascual-Teresa S,Izquierdo M,Rimbach G,Schulz C

    更新日期:2018-10-10 00:00:00

  • Core oligosaccharide of Plesiomonas shigelloides PCM 2231 (Serotype O17) lipopolysaccharide--structural and serological analysis.

    abstract::The herein presented complete structure of the core oligosaccharide of lipopolysaccharide (LPS) P. shigelloides Polish Collection of Microorganisms (PCM) 2231 (serotype O17) was investigated by (1)H, (13)C NMR spectroscopy, mass spectrometry, chemical analyses and serological methods. The core oligosaccharide is compo...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Maciejewska A,Lukasiewicz J,Kaszowska M,Man-Kupisinska A,Jachymek W,Lugowski C

    更新日期:2013-02-06 00:00:00

  • Functional Characterization and Evolutionary Analysis of Glycine-Betaine Biosynthesis Pathway in Red Seaweed Pyropia yezoensis.

    abstract::The red seaweed Pyropia yezoensis is an ideal research model for dissecting the molecular mechanisms underlying its robust acclimation to abiotic stresses in intertidal zones. Glycine betaine (GB) was an important osmolyte in maintaining osmotic balance and stabilizing the quaternary structure of complex proteins unde...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Mao Y,Chen N,Cao M,Chen R,Guan X,Wang D

    更新日期:2019-01-21 00:00:00

  • Natural Products from Cyanobacteria: Focus on Beneficial Activities.

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    journal_title:Marine drugs

    pub_type: 杂志文章,评审


    authors: Demay J,Bernard C,Reinhardt A,Marie B

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  • Laucysteinamide A, a Hybrid PKS/NRPS Metabolite from a Saipan Cyanobacterium, cf. Caldora penicillata.

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    pub_type: 杂志文章


    authors: Zhang C,Naman CB,Engene N,Gerwick WH

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  • Structure Elucidation and in Vitro Toxicity of New Azaspiracids Isolated from the Marine Dinoflagellate Azadinium poporum.

    abstract::Two strains of Azadinium poporum, one from the Korean West coast and the other from the North Sea, were mass cultured for isolation of new azaspiracids. Approximately 0.9 mg of pure AZA-36 (1) and 1.3 mg of pure AZA-37 (2) were isolated from the Korean (870 L) and North Sea (120 L) strains, respectively. The structure...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Krock B,Tillmann U,Potvin É,Jeong HJ,Drebing W,Kilcoyne J,Al-Jorani A,Twiner MJ,Göthel Q,Köck M

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  • Two New Terpenoids from Talaromyces purpurogenus.

    abstract::A new sesquiterpenoid 9,10-diolhinokiic acid (1) and a new diterpenoid roussoellol C (2), together with 4 known compounds, were isolated from the extracts of laboratory cultures of marine-derived fungus Talaromyces purpurogenus. 9,10-diolhinokiic acid is the first thujopsene-type sesquiterpenoid containing a 9,10-diol...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Wang W,Wan X,Liu J,Wang J,Zhu H,Chen C,Zhang Y

    更新日期:2018-05-02 00:00:00

  • Identification of Novel Gymnodimines and Spirolides from the Marine Dinoflagellate Alexandrium ostenfeldii.

    abstract::Cyclic imine toxins are neurotoxic, macrocyclic compounds produced by marine dinoflagellates. Mass spectrometric screenings of extracts from natural plankton assemblages revealed a high chemical diversity among this toxin class, yet only few toxins are structurally known. Here we report the structural characterization...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Zurhelle C,Nieva J,Tillmann U,Harder T,Krock B,Tebben J

    更新日期:2018-11-14 00:00:00

  • Viridicatol Isolated from Deep-Sea Penicillium Griseofulvum Alleviates Anaphylaxis and Repairs the Intestinal Barrier in Mice by Suppressing Mast Cell Activation.

    abstract::Viridicatol is a quinoline alkaloid isolated from the deep-sea-derived fungus Penicillium griseofulvum. The structure of viridicatol was unambiguously established by X-ray diffraction analysis. In this study, a mouse model of ovalbumin-induced food allergy and the rat basophil leukemia (RBL)-2H3 cell model were establ...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Shu Z,Liu Q,Xing C,Zhang Y,Zhou Y,Zhang J,Liu H,Cao M,Yang X,Liu G

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    abstract::The first total synthesis of the marine nucleoside Mycalisine B-a naturally occurring and structurally distinct 4,5-unsaturated 7-deazapurine nucleoside-has been accomplished in 10 linear steps with 27.5% overall yield from commercially available 1,2,3,5-tetra-O-acetyl-ribose and tetracyanoethylene. Key steps of the a...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Ding H,Ruan Z,Kou P,Dong X,Bai J,Xiao Q

    更新日期:2019-04-14 00:00:00

  • Anticancer Activity of Fascaplysin against Lung Cancer Cell and Small Cell Lung Cancer Circulating Tumor Cell Lines.

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    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Rath B,Hochmair M,Plangger A,Hamilton G

    更新日期:2018-10-14 00:00:00

  • Astaxanthin attenuates the apoptosis of retinal ganglion cells in db/db mice by inhibition of oxidative stress.

    abstract::Diabetic retinopathy is a common diabetic eye disease caused by changes in retinal ganglion cells (RGCs). It is an ocular manifestation of systemic disease, which affects up to 80% of all patients who have had diabetes for 10 years or more. The genetically diabetic db/db mouse, as a model of type-2 diabetes, shows dia...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Dong LY,Jin J,Lu G,Kang XL

    更新日期:2013-03-21 00:00:00

  • Synthesis and Evaluation of Spumigin Analogues Library with Thrombin Inhibitory Activity.

    abstract::Spumigins are marine natural products derived from cyanobacteria Nodulariaspumigena, which mimics the structure of the d-Phe-Pro-Arg sequence and is crucial for binding to the active site of serine proteases thrombin and factor Xa. Biological evaluation of spumigins showed that spumigins with a (2S,4S)-4-methylproline...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Žula A,Będziak I,Kikelj D,Ilaš J

    更新日期:2018-10-27 00:00:00

  • Conversion of Chitin to Defined Chitosan Oligomers: Current Status and Future Prospects.

    abstract::Chitin is an abundant polysaccharide primarily produced as an industrial waste stream during the processing of crustaceans. Despite the limited applications of chitin, there is interest from the medical, agrochemical, food and cosmetic industries because it can be converted into chitosan and partially acetylated chito...

    journal_title:Marine drugs

    pub_type: 杂志文章,评审


    authors: Schmitz C,Auza LG,Koberidze D,Rasche S,Fischer R,Bortesi L

    更新日期:2019-08-01 00:00:00

  • Extraction, Identification, Modification, and Antibacterial Activity of Histone from Immature Testis of Atlantic salmon.

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    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Fu B,Lin H,Ramesh Pavase T,Mi N,Sui J

    更新日期:2020-02-26 00:00:00

  • Mucoadhesive microparticles for gastroretentive delivery: preparation, biodistribution and targeting evaluation.

    abstract::The aim of this research was to prepare and characterize alginate-chitosan mucoadhesive microparticles containing puerarin. The microparticles were prepared by an emulsification-internal gelatin method using a combination of chitosan and Ca2+ as cationic components and alginate as anions. Surface morphology, particle ...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Hou JY,Gao LN,Meng FY,Cui YL

    更新日期:2014-12-01 00:00:00

  • Integrating Molecular Networking and 1H NMR Spectroscopy for Isolation of Bioactive Metabolites from the Persian Gulf Sponge Axinella sinoxea.

    abstract::The geographic position, highly fluctuating sea temperatures and hypersalinity make Persian Gulf an extreme environment. Although this unique environment has high biodiversity dominated by invertebrates, its potential in marine biodiscovery has largely remained untapped. Herein, we aimed at a detailed analysis of the ...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Mohsenian Kouchaksaraee R,Moridi Farimani M,Li F,Nazemi M,Tasdemir D

    更新日期:2020-07-16 00:00:00

  • Induction of apoptosis, G₀/G₁ phase arrest and microtubule disassembly in K562 leukemia cells by Mere15, a novel polypeptide from Meretrix meretrix Linnaeus.

    abstract::Mere15 is a novel polypeptide from Meretrix meretrix Linnaeus with cytotoxicity in solid cancer cells. In this study, we investigated its activity on human K562 chronic myelogenous leukemia cells. Mere15 inhibited the growth of K562 cells with IC₅₀ values of 38.2 μg/mL. Mere15 also caused concentration dependent induc...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Liu M,Zhao X,Zhao J,Xiao L,Liu H,Wang C,Cheng L,Wu N,Lin X

    更新日期:2012-11-21 00:00:00

  • Astaxanthin Attenuates Fish Oil-Related Hepatotoxicity and Oxidative Insult in Juvenile Pacific White Shrimp (Litopenaeus vannamei).

    abstract::The present study investigated the effect of dietary astaxanthin (AX) on the growth performance, antioxidant parameters, and repair of hepatopancreas damage in Pacific white shrimp (Litopenaeus vannamei). To evaluate the hepatopancreas protective function of AX in shrimps, we compared the effect of five isonitrogenous...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Yu Y,Liu Y,Yin P,Zhou W,Tian L,Liu Y,Xu D,Niu J

    更新日期:2020-04-17 00:00:00

  • Soft coral-derived lemnalol alleviates monosodium urate-induced gouty arthritis in rats by inhibiting leukocyte infiltration and iNOS, COX-2 and c-Fos protein expression.

    abstract::An acute gout attack manifests in the joint as dramatic inflammation. To date, the clinical use of medicinal agents has typically led to undesirable side effects. Numerous efforts have failed to create an effective and safe agent for the treatment of gout. Lemnalol-an extract from Formosan soft coral-has documented an...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Lee HP,Huang SY,Lin YY,Wang HM,Jean YH,Wu SF,Duh CY,Wen ZH

    更新日期:2013-01-10 00:00:00

  • Posidonia oceanica (L.) Delile Ethanolic Extract Modulates Cell Activities with Skin Health Applications.

    abstract::Seagrasses are high plants sharing adaptive metabolic features with both terrestrial plants and marine algae, resulting in a phytocomplex possibly endowed with interesting biological properties. The aim of this study is to evaluate the in vitro activities on skin cells of an ethanolic extract obtained from the leaves ...

    journal_title:Marine drugs

    pub_type: 杂志文章


    authors: Cornara L,Pastorino G,Borghesi B,Salis A,Clericuzio M,Marchetti C,Damonte G,Burlando B

    更新日期:2018-01-10 00:00:00