The southwestern coasts of Europe (Strait Gibraltar) are experiencing a severe invasion the brown alga Rugulopteryx okamurae, original from northwestern Pacific ocean. Currently there is no clue regarding to reasons such huge invasive potential, although involvement chemical defenses has recently been suggested. In this context, study was aimed investigate presence and potential role in success R. okamurae. okamurae Strait Gibraltar led isolation six secondary metabolites, among which...

The chemical study of the ascidian Aplidium haouarianum has led to isolation new metabolites haouamines A (1) and B (2) which belong a novel class alkaloids. structure 1 was established by interpretation its spectroscopic data those N-methyl derivative 3, confirmed X-ray crystallographic analysis. 2 deduced peracetyl 2a. In solution each haouamine exists as an unseparable mixture two interconverting isomers derived presence highly strained 3-aza-[7]-paracyclophane moiety in their structures....

Isochrysis galbana is a marine microalga rich in PUFAs that widely used as feed aquaculture and more recently investigated for its potential food applications source of bioactive compounds. In this study, the biomass obtained from cultures I. has been to determine content glycosylglycerides glycosylceramides. By using NMR, UPLC-MS/MS, fatty acid profiles, structures ten monogalactosyldiacylglycerols (MGDGs 1-10) nine digalactosyldiacylglycerols (DGDGs 11-19) have established. Two distinctive...

A concise asymmetric approach to the indeno-tetrahydropyridine core of unusual alkaloid haouamine B allowed for an investigation a biomimetic oxidative phenol coupling as proposed biosynthetic step, and ultimately provided access published structure natural product. As consequence our synthetic studies, has been revised.

The anti-inflammatory and anticancer properties of eight meroterpenoids isolated from the brown seaweed

Seven new steroids, compounds 1−7, were isolated from the Antarctic octocoral Anthomastus bathyproctus. The structures of metabolites have been established by analysis their spectroscopic data. in vitro cytotoxicity has tested against three human tumor cell lines.

A chemical study of the alga Cystoseira usneoides has led to isolation six new meroterpenoids, cystodiones A-F (1-6), together with known related compounds (7-12). The structures metabolites have been established by spectroscopic techniques. In antioxidant assays all tested meroterpenes, and in particular (1) B (2), 6-cis-amentadione-1'-methyl ether (7), amentadione-1'-methyl (8), exhibited strong radical-scavenging activity. anti-inflammatory assays, usneoidone Z (11) its corresponding 6E...

Brown algae of the Family Dictyotaceae produce an array structurally diverse terpenoids, whose biomedical potential in anti-inflammatory area has been scarcely explored. Herein, chemical study alga Rugulopteryx okamurae led to isolation ten new diterpenoids: rugukadiol A (1), rugukamurals A–C (2–4), and ruguloptones A–F (6–10). The structures compounds were established by spectroscopic means. Compound 1 exhibits unprecedented diterpenoid skeleton featuring a bridged tricyclic undecane...

The increasing expansion of the invasive Asian alga Rugulopteryx okamurae along Andalusian coasts is a major challenge to marine biodiversity, and urgent coordinated measures are required for its removal or elimination. Among different actions, biotechnological valorisation could be strategy management alien biomass within frame Blue Economy. This work evaluates potential R. biomass, either raw processed by treatments based on enzymatic hydrolysis fermentation processes, used as dietary...

The ascidian Aplidium conicum from Tarifa Island contains the four new meroterpenoids conidione (1), conicol (2), 2-[(1'E)-3'-methoxy-3',7'-dimethylocta-1',6'-dienyl]benzene-1,4-diol (3), and conitriol (4) together with five related known compounds (5-9). It is proposed that nonaromatic compound (1) was derived by cyclization of an intermediate quinone 11. structures were elucidated interpretation spectral data.

Ascidians (tunicates) are widely recognized as one of the most prolific producers bioactive natural products in marine environment. In particular, ascidians genus Aplidium renowned for variability metabolites that they content. The non-nitrogenous compounds dominated by presence meroterpenoids exemplified longithorones. Among nitrogen containing group, nucleosides, cyclic peptides and a high variety alkaloids can be mentioned. this review interesting aspects structure elucidation bioactivity...

The chemical study of two sponges the genus Dysidea collected in Gulf California has led to isolation new merosesquiterpenes 20-O-acetyl-21-hydroxy-ent-isozonarol (2), 20-O-acetylneoavarol (3), ent-yahazunol (4), and dysienone (5), together with known compounds 1 6−9. structures metabolites have been established by spectroscopic techniques. absolute configuration 5 6 investigated application a procedure developed Riguera et al. Compounds 2 showed cytotoxic activity against three human tumor...

Further research on the constituents of sponge Axinyssa isabela collected in Gulf California has led to isolation nine new sesquiterpenes, eudesmanes axinisothiocyanates M and N (1, 2), bisabolane axinythiocyanate A (3), aristolane derivatives axinysones A−E (4−8) axinynitrile (9), together with four known sesquiterpenoids (10−13). The structures metabolites have been established by spectroscopic techniques. absolute configuration (4) B (5) assigned after esterification (R)- (S)-MPA acids....

Inflammatory bowel diseases (IBD) are characterised by chronic uncontrolled inflammation of intestinal mucosa. Diet and nutritional factors have emerged as possible interventions for IBD. Microalgae rich sources n -3 PUFA derived oxylipins. Oxylipins lipid mediators involved in the resolution many inflammatory disorders. The aim present study was to investigate effects oxylipin-containing biomass microalga Chlamydomonas debaryana its major oxylipin constituent, (9 Z ,11 E ,13 S ,15...

Twelve new meroditerpenoids, 1–12, along with eight known compounds, have been isolated from the brown alga Cystoseira usneoides collected off coast of Tarifa (Spain). The structures metabolites established by spectroscopic techniques. All compounds consist a toluhydroquinone-derived nucleus linked to regular diterpenoid moiety, which can either be acyclic or contain an ether ring. Most structural diversity arises presence different oxygenated functionalities and unsaturations two terminal...

Colorectal cancer (CRC) is one of the most common types cancers and a leading cause death worldwide. The current treatment for CRC mainly involves surgery, radiotherapy, chemotherapy. However, due to side effects emergence drug resistance, search new anticancer agents, pharmacologically safe effective, needed. In present study, we have investigated eight algal meroterpenoids (AMTs, 1-8) isolated from brown seaweed Cystoseira usneoides their underlying mechanisms action using HT-29, highly...

This study aimed to evaluate the anti-inflammatory potential of different classes diterpenoids produced by algae genus Rugulopteryx. First, sixteen (1–16), including spatane, secospatane, prenylcubebane, and prenylkelsoane metabolites, were isolated from extract alga Rugulopteryx okamurae collected at southwestern Spanish coasts. Eight are new compounds whose structures determined spectroscopic means: spatanes okaspatols A-D (1–4); secospatane rugukamural D (8); prenylcubebanes okacubols A...

The sponge Cacospongia scalaris from Tarifa Island, Spain, contains in addition to five known compounds (1−5), the new scalarane sestertepenes 18-epi-scalaradial (6), 19-dihydroscalaradial (7), 12-epi-acetylscalarolide (8), and 16-acetylfuroscalarol (9) together with three uncommon norscalaranes norscalaral A (10), B (11), C (12). structures were elucidated by interpretation of spectral data. 18-epi-Scalaradial (6) represents missing stereoisomer on structure−activity studies carried out...