Sinulolides A-H, new cyclopentenone and butenolide derivatives from soft coral Sinularia sp.

Abstract:

:Eight new compounds, sinulolides A-H (1-8), along with two known compounds, α-methoxy-2,3-dimethyl-butenolide (9) and sinularone D (10), were isolated from the soft coral Sinularia sp. The structures of these compounds were elucidated on the basis of extensive spectroscopic analysis. The absolute configurations were determined on the basis of electronic circular dichroism (ECD) data analysis. Compounds 5 and 10 exhibited moderate effects for the inhibition of NF-κB activation.

journal_name

Mar Drugs

journal_title

Marine drugs

authors

Yang B,Wei X,Huang J,Lin X,Liu J,Liao S,Wang J,Zhou X,Wang L,Liu Y

doi

10.3390/md12105316

subject

Has Abstract

pub_date

2014-10-23 00:00:00

pages

5316-27

issue

10

issn

1660-3397

pii

md12105316

journal_volume

12

pub_type

杂志文章
  • Theonellamide G, a potent antifungal and cytotoxic bicyclic glycopeptide from the Red Sea marine sponge Theonella swinhoei.

    abstract::In our search for bioactive metabolites from marine organisms, we have investigated the polar fraction of the organic extract of the Red Sea sponge Theonella swinhoei. Successive chromatographic separations and final HPLC purification of the potent antifungal fraction afforded a new bicyclic glycopeptide, theonellamid...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md12041911

    authors: Youssef DT,Shaala LA,Mohamed GA,Badr JM,Bamanie FH,Ibrahim SR

    更新日期:2014-04-01 00:00:00

  • Novel Vibrio spp. Strains Producing Omega-3 Fatty Acids Isolated from Coastal Seawater.

    abstract::Omega-3 long-chain polyunsaturated fatty acids (LC-PUFAs), such as eicosapentaenoic acid (EPA) (20:5n-3) and docosahexaenoic acid (DHA) (22:6n-3), are considered essential for human health. Microorganisms are the primary producers of omega-3 fatty acids in marine ecosystems, representing a sustainable source of these ...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md18020099

    authors: Estupiñán M,Hernández I,Saitua E,Bilbao ME,Mendibil I,Ferrer J,Alonso-Sáez L

    更新日期:2020-02-01 00:00:00

  • New ikarugamycin derivatives with antifungal and antibacterial properties from Streptomyces zhaozhouensis.

    abstract::A bioassay guided fractionation of the ethyl acetate extract from culture broths of the strain Streptomyces zhaozhouensis CA-185989 led to the isolation of three new polycyclic tetramic acid macrolactams (1-3) and four known compounds. All the new compounds were structurally related to the known Streptomyces metabolit...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md13010128

    authors: Lacret R,Oves-Costales D,Gómez C,Díaz C,de la Cruz M,Pérez-Victoria I,Vicente F,Genilloud O,Reyes F

    更新日期:2014-12-29 00:00:00

  • Temperature-Dependence of Lipid A Acyl Structure in Psychrobacter cryohalolentis and Arctic Isolates of Colwellia hornerae and Colwellia piezophila.

    abstract::Lipid A is a fundamental Gram-negative outer membrane component and the essential element of lipopolysaccharide (endotoxin), a potent immunostimulatory molecule. This work describes the metabolic adaptation of the lipid A acyl structure by Psychrobacter cryohalolentis at various temperatures in its facultative psychro...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md13084701

    authors: Sweet CR,Watson RE,Landis CA,Smith JP

    更新日期:2015-07-30 00:00:00

  • Marine Compound 3-bromo-4,5-dihydroxybenzaldehyde Protects Skin Cells against Oxidative Damage via the Nrf2/HO-1 Pathway.

    abstract::In this study, we aimed to illustrate the potential bio-effects of 3-bromo-4,5-dihydroxybenzaldehyde (3-BDB) on the antioxidant/cytoprotective enzyme heme oxygenase-1 (HO-1) in keratinocytes. The antioxidant effects of 3-BDB were examined via reverse transcription PCR, Western blotting, HO-1 activity assay, and immuno...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md17040234

    authors: Ryu YS,Fernando PDSM,Kang KA,Piao MJ,Zhen AX,Kang HK,Koh YS,Hyun JW

    更新日期:2019-04-19 00:00:00

  • Specific Metabolites in a Phaeodactylum tricornutum Strain Isolated from Western Norwegian Fjord Water.

    abstract::We have searched for special characteristics in growth, protein expression, fatty acids and volatile organic compounds (VOCs) in a local Phaeodactylum tricornutum Bohlin strain (Bergen Marine Biobank), by comparing it with a common accession strain (CCAP). Differences in growth and expressed proteins were detected bet...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md14010009

    authors: Prestegard SK,Erga SR,Steinrücken P,Mjøs SA,Knutsen G,Rohloff J

    更新日期:2015-12-30 00:00:00

  • Synthesis of Alkyl-Glycerolipids Standards for Gas Chromatography Analysis: Application for Chimera and Shark Liver Oils.

    abstract::Natural O-alkyl-glycerolipids, also known as alkyl-ether-lipids (AEL), feature a long fatty alkyl chain linked to the glycerol unit by an ether bond. AEL are ubiquitously found in different tissues but, are abundant in shark liver oil, breast milk, red blood cells, blood plasma, and bone marrow. Only a few AEL are com...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md16040101

    authors: Pinault M,Guimaraes C,Couthon H,Thibonnet J,Fontaine D,Chantôme A,Chevalier S,Besson P,Jaffrès PA,Vandier C

    更新日期:2018-03-23 00:00:00

  • Hatsusamides A and B: Two New Metabolites Produced by the Deep-Sea-Derived Fungal Strain Penicillium steckii FKJ-0213.

    abstract::Two new nitrogen-containing metabolites, designated hatsusamide A (1) and B (2), were isolated from a culture broth of Penicilliumsteckii FKJ-0213 together with the known compounds tanzawaic acid B (3) and trichodermamide C (4) by physicochemical (PC) screening. The structures of 1 and 2 were determined as a tanzawaic...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md18100513

    authors: Matsuo H,Hokari R,Ishiyama A,Iwatsuki M,Higo M,Nonaka K,Nagano Y,Takahashi Y,Ōmura S,Nakashima T

    更新日期:2020-10-12 00:00:00

  • Anti-Inflammatory Polyoxygenated Steroids from the Soft Coral Lobophytum michaelae.

    abstract::Three new polyoxygenated steroids, michosterols A-C (1-3), and four known compounds (4-7) were isolated from the ethyl acetate (EtOAc) extract of the soft coral Lobophytum michaelae, collected off the coast of Taitung. The structures of the new compounds were elucidated on the basis of spectroscopic analyses and compa...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md16030093

    authors: Huang CY,Tseng WR,Ahmed AF,Chiang PL,Tai CJ,Hwang TL,Dai CF,Sheu JH

    更新日期:2018-03-13 00:00:00

  • Astaxanthin from Shrimp Cephalothorax Stimulates the Immune Response by Enhancing IFN-γ, IL-10, and IL-2 Secretion in Splenocytes of Helicobacter Pylori-Infected Mice.

    abstract::Infection with Helicobacter pylori is a critical cause of gastrointestinal diseases. A crucial host response associated with H. pylori infection includes gastric inflammation, which is characterized by a sustained recruitment of T-helper (Th) cells to the site of infection and distinct patterns of cytokine production....

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md17070382

    authors: Davinelli S,Melvang HM,Andersen LP,Scapagnini G,Nielsen ME

    更新日期:2019-06-26 00:00:00

  • Two New Piperazine-Triones from a Marine-Derived Streptomycetes sp. Strain SMS636.

    abstract::Two new piperazine-triones lansai E and F (1, 2), together with four known secondary metabolites lansai D (3), 1-N-methyl-(E,Z)-albonoursin (4), imidazo[4,5-e]-1,2,4-triazine (5), and streptonigrin (6) were isolated from a deep-sea-derived Streptomycetes sp. strain SMS636. The structures of the isolated compounds were...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md17030186

    authors: Xu X,Han J,Lin R,Polyak SW,Song F

    更新日期:2019-03-21 00:00:00

  • λ-Carrageenan Oligosaccharides of Distinct Anti-Heparanase and Anticoagulant Activities Inhibit MDA-MB-231 Breast Cancer Cell Migration.

    abstract::In tumor development, the degradation of heparan sulfate (HS) by heparanase (HPSE) is associated with cell-surface and extracellular matrix remodeling as well as the release of HS-bound signaling molecules, allowing cancer cell migration, invasion and angiogenesis. Because of their structural similarity with HS, sulfa...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md17030140

    authors: Groult H,Cousin R,Chot-Plassot C,Maura M,Bridiau N,Piot JM,Maugard T,Fruitier-Arnaudin I

    更新日期:2019-02-27 00:00:00

  • Aplisulfamines, new sulfoxide-containing metabolites from an aplidium tunicate: absolute stereochemistry at chiral sulfur and carbon atoms assigned through an original combination of spectroscopic and computational methods.

    abstract::Two new sulfoxide-containing metabolites, aplisulfamines A and B, have been isolated from an Aplidium sp. collected in the Bay of Naples. Their planar structure and geometry of a double bond were readily determined by using standard methods, mainly NMR spectroscopy. An original approach was used to assign the absolute...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md10010051

    authors: Aiello A,Fattorusso E,Imperatore C,Luciano P,Menna M,Vitalone R

    更新日期:2012-01-01 00:00:00

  • Isolation of a new natural product and cytotoxic and antimicrobial activities of extracts from fungi of Indonesian marine habitats.

    abstract::In the search for bioactive compounds, 11 fungal strains were isolated from Indonesian marine habitats. Ethyl acetate extracts of their culture broth were tested for cytotoxic activity against a urinary bladder carcinoma cell line and for antifungal and antibacterial activities against fish and human pathogenic bacter...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md9030294

    authors: Tarman K,Lindequist U,Wende K,Porzel A,Arnold N,Wessjohann LA

    更新日期:2011-02-25 00:00:00

  • The Inhibitory Effect of Protamine on Platelets is Attenuated by Heparin without Inducing Thrombocytopenia in Rodents.

    abstract::Protamine sulfate (PS) is a polycationic protein drug obtained from the sperm of fish, and is used to reverse the anticoagulant effect of unfractionated heparin (UFH). However, the interactions between PS, UFH, and platelets are still not clear. We measured the platelet numbers and collagen-induced aggregation, P-sele...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md17090539

    authors: Miklosz J,Kalaska B,Kaminski K,Rusak M,Szczubialka K,Nowakowska M,Pawlak D,Mogielnicki A

    更新日期:2019-09-17 00:00:00

  • The Marine-Derived Fungus Clonostachys rosea, Source of a Rare Conjugated 4-Me-6E,8E-hexadecadienoic Acid Reducing Viability of MCF-7 Breast Cancer Cells and Gene Expression of Lipogenic Enzymes.

    abstract::A marine-derived strain of Clonostachys rosea isolated from sediments of the river Loire estuary (France) was investigated for its high lipid production. The fungal strain was grown on six different culture media to explore lipid production changes. An original branched conjugated fatty acid, mainly present in triglyc...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md13084934

    authors: Dias AC,Ruiz N,Couzinet-Mossion A,Bertrand S,Duflos M,Pouchus YF,Barnathan G,Nazih H,Wielgosz-Collin G

    更新日期:2015-08-06 00:00:00

  • Conotoxins that confer therapeutic possibilities.

    abstract::Cone snails produce a distinctive repertoire of venom peptides that are used both as a defense mechanism and also to facilitate the immobilization and digestion of prey. These peptides target a wide variety of voltage- and ligand-gated ion channels, which make them an invaluable resource for studying the properties of...

    journal_title:Marine drugs

    pub_type: 杂志文章,评审

    doi:10.3390/md10061244

    authors: Essack M,Bajic VB,Archer JA

    更新日期:2012-06-01 00:00:00

  • Investigation of the Possible Pharmacologically Active Forms of the Nicotinic Acetylcholine Receptor Agonist Anabaseine.

    abstract::Three major forms of the nicotinic agonist toxin anabaseine (cyclic iminium, cyclic imine and the monocationic open-chain ammonium-ketone) co-exist in almost equal concentrations at physiological pH. We asked the question: Which of these forms is pharmacologically active? First, we investigated the pH dependence of an...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md17110614

    authors: Andrud K,Xing H,Gabrielsen B,Bloom L,Mahnir V,Lee S,Green BT,Lindstrom J,Kem W

    更新日期:2019-10-29 00:00:00

  • Ubiquitin-Proteasome Modulating Dolabellanes and Secosteroids from Soft Coral Clavularia flava.

    abstract::We performed a high-content screening (HCS) assay aiming to discover bioactive molecules with proteasome inhibitory activity. By structural elucidation, we identified six compounds purified from soft coral Clavularia flava, which potentiates proteasome inhibition. Chemical structure elucidation revealed they are dolab...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md18010039

    authors: Chiu CY,Ling XH,Wang SK,Duh CY

    更新日期:2020-01-03 00:00:00

  • Hydrothermal Processing of Laminaria ochroleuca for the Production of Crude Extracts Used to Formulate Polymeric Nanoparticles.

    abstract::A green extraction process using only water was proposed for the simultaneous extraction of alginate and bioactive compounds from Laminaria ochroleuca. Operation was carried out during non-isothermal heating up to maximal temperatures over the range of 70 °C to 100 °C. Once separated, the alginate and the crude extrac...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md18070336

    authors: Flórez-Fernández N,Álvarez-Viñas M,Guerreiro F,Torres MD,Grenha A,Domínguez H

    更新日期:2020-06-27 00:00:00

  • Thalassospiramide G, a new γ-amino-acid-bearing peptide from the marine bacterium Thalassospira sp.

    abstract::In the chemical investigation of marine unicellular bacteria, a new peptide, thalassospiramide G (1), along with thalassospiramides A and D (2-3), was discovered from a large culture of Thalassospira sp. The structure of thalassospiramide G, bearing γ-amino acids, such as 4-amino-5-hydroxy-penta-2-enoic acid (AHPEA),...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md11030611

    authors: Um S,Pyee Y,Kim EH,Lee SK,Shin J,Oh DC

    更新日期:2013-02-26 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

    doi:10.3390/md12105277

    authors: Kellogg J,Grace MH,Lila MA

    更新日期:2014-10-22 00:00:00

  • Separacenes A-D, novel polyene polyols from the marine actinomycete, Streptomyces sp.

    abstract::Separacenes A-D (1-4), novel polyene polyols, were isolated from Streptomyces sp. collected from the southern area of Jeju Island, Korea. The chemical structures of 1-4 were established by NMR, mass, UV, and IR spectroscopy as well as the modified Mosher's method. Separacenes A-B (1-2), which share an identical planar...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md11082882

    authors: Bae M,Kim H,Shin Y,Kim BY,Lee SK,Oh KB,Shin J,Oh DC

    更新日期:2013-08-13 00:00:00

  • Shrimp lipids: a source of cancer chemopreventive compounds.

    abstract::Shrimp is one of the most popular seafoods worldwide, and its lipids have been studied for biological activity in both, muscle and exoskeleton. Free fatty acids, triglycerides, carotenoids, and other lipids integrate this fraction, and some of these compounds have been reported with cancer chemopreventive activities. ...

    journal_title:Marine drugs

    pub_type: 杂志文章,评审

    doi:10.3390/md11103926

    authors: López-Saiz CM,Suárez-Jiménez GM,Plascencia-Jatomea M,Burgos-Hernández A

    更新日期:2013-10-16 00:00:00

  • Sarcophyolides B-E, new cembranoids from the soft coral Sarcophyton elegans.

    abstract::Four new cembrane-type diterpenoids, sarcophyolides B-E (1-4), along with 11 known analogues were isolated from the soft coral Sarcophyton elegans. The structures of new compounds 1-4 were established on the basis of spectroscopic analysis and chemical conversion. The new cembranoids sarcophyolides B (1) and lobocraso...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md11093186

    authors: Xi Z,Bie W,Chen W,Liu D,van Ofwegen L,Proksch P,Lin W

    更新日期:2013-08-26 00:00:00

  • Dechdigliotoxins A-C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii.

    abstract::Dechdigliotoxins A-C (1-3), which represented the first examples of gliotoxin dimers with an unprecedented exocyclic disulfide linkage, were obtained from a deep-sea derived fungus Dichotomomyces cejpii FS110. The structures of these compounds were elucidated on the basis of spectroscopic analysis and the absolute con...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md17110596

    authors: Liu Z,Fan Z,Sun Z,Liu H,Zhang W

    更新日期:2019-10-23 00:00:00

  • Cytotoxic Activity of Aplykurodin A Isolated From Aplysia kurodai against AXIN1-Mutated Hepatocellular Carcinoma Cells by Promoting Oncogenic β-Catenin Degradation.

    abstract::Dysregulation of the Wnt/β-catenin signaling pathway is involved in the development of human hepatocellular carcinoma and has thus emerged as a therapeutic target for this malignant tumor. In this study, we employed sensitive cell-based assays to identify aplykurodin A isolated from Aplysia kurodai as an antagonist of...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md18040210

    authors: Lee J,Zhou W,Na M,Oh S

    更新日期:2020-04-13 00:00:00

  • Molecular Targets of Active Anticancer Compounds Derived from Marine Sources.

    abstract::Over the past decades, a number of novel compounds, which are produced in the marine environment, have been found to exhibit the anticancer effects. This review focuses on molecular targets of marine-derived anticancer candidates in clinical and preclinical studies. They are kinases, transcription factors, histone dea...

    journal_title:Marine drugs

    pub_type: 杂志文章,评审

    doi:10.3390/md16050175

    authors: Song X,Xiong Y,Qi X,Tang W,Dai J,Gu Q,Li J

    更新日期:2018-05-22 00:00:00

  • Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium Moorena bouillonii.

    abstract::The tropical marine cyanobacterium Moorena bouillonii occupies a large geographic range across the Indian and Western Tropical Pacific Oceans and is a prolific producer of structurally unique and biologically active natural products. An ensemble of computational approaches, including the creation of the ORCA (Objectiv...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md18100515

    authors: Leber CA,Naman CB,Keller L,Almaliti J,Caro-Diaz EJE,Glukhov E,Joseph V,Sajeevan TP,Reyes AJ,Biggs JS,Li T,Yuan Y,He S,Yan X,Gerwick WH

    更新日期:2020-10-14 00:00:00

  • A kinetic study of accumulation and elimination of microcystin-LR in yellow perch (Perca flavescens) tissue and implications for human fish consumption.

    abstract::Fish consumption is a potential route of human exposure to the hepatotoxic microcystins, especially in lakes and reservoirs that routinely experience significant toxic Microcystis blooms. Understanding the rates of uptake and elimination for microcystins as well as the transfer efficiency into tissues of consumers are...

    journal_title:Marine drugs

    pub_type: 杂志文章

    doi:10.3390/md9122553

    authors: Dyble J,Gossiaux D,Landrum P,Kashian DR,Pothoven S

    更新日期:2011-12-01 00:00:00