Per- and polyfluoroalkyl substances (PFASs) are today considered important constituents of the continuously growing substance group of persistent contaminants of emerging environmental concern (PCEC). Here, we report for the first time the concentrations of 12 relevant PFASs in 28 marine water samples from the Saudi Arabian coastal waters of the Red Sea. The sum levels of 12 PFASs (Σ PFAS) in surface seawater ranged from
Cyanobacteria are reported as rich sources of secondary metabolites that provide biological activities such as enzyme inhibition and cytotoxicity. Ten depsipeptide derivatives (lyngbyabellins) were isolated from a Malaysian and a Red Sea sp.: lyngbyabellins G (), O (), P (), H (), A (), 27-deoxylyngbyabellin A (), and homohydroxydolabellin ().
View Article and Find Full Text PDFThree new rare C acetogenins (enyne derivatives ⁻) were isolated from the organic extract obtained from the red alga , collected from the Red Sea. The chemical structures of the isolated compounds were established by spectroscopical data analyses. Potent anti-inflammatory effect of the isolated metabolites was evidenced by inhibition of the release of inflammatory mediators (e.
View Article and Find Full Text PDFThe occurrence of PPCPs in macroalgae, barnacle and fish samples from contaminated coastal waters of the Saudi Red Sea is reported. Solvent extraction followed by solid phase extraction was applied to isolate the compounds, and their quantification was carried out by high performance liquid chromatography-tandem mass spectrometry. Atenolol, ranitidine, chlorpheniramine, DEET, and atrazine were detected in one or more macroalgae at
NMR- and MS-guided fractionation of an extract of an Okeania sp. marine cyanobacterium, collected from the Red Sea, led to the isolation of four new metabolites, including serinolamides C (1) and D (2) and lyngbyabellins O (3) and P (4), together with the three known substances lyngbyabellins F (5) and G (6) and dolastatin 16 (7). The planar structures of the new compounds were determined using NMR and MS analyses.
View Article and Find Full Text PDFThree previously undescribed compounds, maneonenes and isomaneonene derivatives; in addition to five known compounds, two cuparene, one chamigrene, and two cis-maneonenes were isolated from the Red Sea red alga Laurencia obtusa. The chemical structures of all unknown metabolites were characterized employing spectroscopic methods and then were further confirmed by single crystal X-ray analysis. Jeddahenyne A has C-5-C-12 etheric linkage and C-13-C-14 carbon-carbon double bond; Jeddahenyne B has in addition to the aforementioned etheric linkage a C-13 carbonyl function and absence of halogenation, unusual features for the maneonenes while 12-debromo-12-methoxy isomaneonene A shows unrecorded methoxylation at C-12.
View Article and Find Full Text PDFTen selected marine organisms representing different classes of marine fauna and flora were collected from Saudi Arabia territorial water. They were Antipathes dichotoma, Rumphella sp., Dictoyota dichotoma, Hyrtios erectus, Petrosia sp.
View Article and Find Full Text PDFChromatographic fractionation of the CH₂Cl₂/MeOH extract of the Red Sea red alga gave two new hexahydrofuro[3,2-]furan-based C-acetogenins, namely, isolaurenidificin () and bromlaurenidificin (). The chemical structures were elucidated based on extensive analyses of their spectral data. Compounds and showed no toxicity ( > 12 mM) using as test organism.
View Article and Find Full Text PDFThe occurrence of selected pharmaceuticals and personal care products (PPCPs) and the pesticide atrazine were investigated in seawater samples collected from stations located at effluent dominated sites in the Saudi Arabian coastal waters of the Red Sea. PPCPs were analysed using solid phase extraction (SPE) followed by high performance liquid chromatography - tandem mass spectrometry (HPLC-MS/MS). A multi component method for the ultra-trace level quantification of 13 target PPCPs in Seawater was developed and validated for the here performed study.
View Article and Find Full Text PDFA mass spectrometry (MS)-guided isolation has led to the purification of a new cyanobactin, wewakazole B (1), along with the known compound curacin D from a Red Sea Moorea producens. The planar structure of 1 was elucidated using a combination of NMR and MS techniques. After ozonolysis and acid hydrolysis, the absolute configurations of the amino acid components of 1 were determined by chiral-phase LC-MS and HPLC analyses.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
August 2016
Three triterpenoidal derivatives [Sipholenol A (1), sipholenol L (2) and sipholenone A (3)] were isolated from the Red Sea sponge Siphonochalina sp. The structures were determined based on spectroscopic measurements (NMR, UV, IR and MS). The isolated compounds were evaluated for their cytotoxic activity against three cancer cell lines; HepG2, Caco-2 and HT-29.
View Article and Find Full Text PDFThe CHCl3/MeOH extract of the marine sponge Hyrtios erectus showed cytotoxicity against three cancer cell lines HepG2, A549, and PC-3 with IC50 0.055, 0.044, and 0.
View Article and Find Full Text PDFThis review reports the structural diversity of steroids from Sarcophyton species based on literature from the beginning of marine steroid research until now. There are 65 compounds studied from eight species. Most of them are polyhydroxy-type steroids of C-27-C-31 carbon skeleton.
View Article and Find Full Text PDFChemical investigation of the soft coral Sarcophyton glaucum collected from the Red Sea led to isolation of 11 isoprenoidal metabolites (1-11). A new sesquiterpenoid, 6-oxo-germacra-4(15),8,11-triene (1), a new natural cembranoid, sarcophinediol, along with two known sesquiterpenoids (2 and 3) and seven known cembranoids (5-11) was obtained. The structures of the compounds were established based on their NMR, MS, IR and UV spectral data.
View Article and Find Full Text PDFThree new cembranoids: sarcophytolol (1), sarcophytolide B (2), and sarcophytolide C (3), along with three known metabolites: 10(14)aromadendrene (4), deoxosarcophine (5), and sarcophine (6) were obtained from the soft bodied coral Sarcophyton glaucum. The structures were determined based on spectroscopic measurements (NMR, UV, IR and MS). Compounds 1, 3, and 4 had similar significant cytotoxic effects towards HepG2 (Human hepatocellular liver carcinoma; IC50 = 20 μM).
View Article and Find Full Text PDFMarine sponges represent an affluent source of biogenetically unprecedented array of biologically active compounds. This study revealed the isolation of ten compounds from marine sponge of Petrosia sp. Their chemical structures were determined by using 1D and 2D NMR, UV, IR and MS measurements.
View Article and Find Full Text PDFThree acetylenic brominated derivatives were isolated from a Red Sea sponge, Haliclona sp. One of them, 18-bromooctadeca-9(E),17(E)-dien-7,15-diynoic acid (3), is a known metabolite, and the other two are new compounds, (1E,5E,12E,19E)-1,22-dibromodocosa-1,5,12,19-tetraen-3,14,21-triyne (1) and methyl 18-bromooctadeca-9(E),17(E)-dien-7,15-diynoate (2) which was isolated for the first time as a natural metabolite. Structures of all compounds were determined based on extensive spectroscopic measurements [1D (1H, 13C and DEPT) and 2D (HSQC, HMBC and NOESY) NMR, MS, UV, and IR].
View Article and Find Full Text PDFThree new laurene-type sesquiterpenes, 12-hydroxy isolaurene (1), 8,11-dihydro-12-hydroxy isolaurene (2) and isolauraldehyde (3) were isolated from the organic extract of the red alga Laurencia obtusa. The chemical structures of isolates were determined by interpretation of their spectral data 1D and 2D NMR, UV, IR and MS. The newly isolated compounds were tested for their antimicrobial and antitumor activities.
View Article and Find Full Text PDFThe chloroform/methanol extract of the red alga, Laurencia papillosa, collected from the Red Sea in Saudi Arabia, was found to contain two cholestane derivatives: 3alpha, 6alpha-dihydroxy-5beta-cholestan-12-one (1) and the known, 6beta-hydroxycholest-4-en-3-one (2), which was isolated separately in a pure form for the first time. In addition to these compounds, a new aldehyde derivative, (E)-2-{(E) tridec-2-en-2-yl} heptadec-2-enal (3), was isolated. The structures of all compounds were established based on extensive spectroscopic (1D and 2D NMR, UV, IR) and mass spectrometric studies.
View Article and Find Full Text PDFA new ketosteroid, 6β,16β-dihydroxycholest-4-en-3-one (1), in addition to the known 6β-hydroxycholest-4-en-3-one (2), 6β-hydroxycholest-4,22-dien-3-one (3) and 16β-hydroxy-5α-cholestan-3,6-dione (4), was isolated from the red alga Jania adhaerens. The structures were assigned on the basis of (1)H- and (13)C-NMR experiments. The new compound (1) was evaluated for its genotoxic and cytotoxic activities and found to possess protective antigenotoxicity in human peripheral blood cells.
View Article and Find Full Text PDFChem Pharm Bull (Tokyo)
December 2010
From the black coral Antipathies dichotoma, a sphingolipid (2S*,3S*,4E,8E)-2N-[tetradecanoyl]-4(E),8(E)-icosadiene-1,3-diol (1) and a steroid (22E)-methylcholesta-5,22-diene-1α,3β,7α-triol (2) were isolated. Other known compounds, 3β,7α-dihydroxy-cholest-5-ene (3), (22E,24S),5α,8α-epidioxy-24-methylcholesta-6,22-dien-3β-ol (4) and (22E,24S),5α,8α-epidioxy-24-methylcholesta-6,9(11),22-trien-3β-ol (5). The structures were established on the basis of NMR spectroscopic analysis and comparison with literature.
View Article and Find Full Text PDFThe level of dissolved oil residues as well as the oxygenated petroleum hydrocarbons in the seawater of the affected area of Jeddah coast, Red Sea was estimated. The dissolved/dispersed petroleum hydrocarbons concentration was found minimal. The minimum level may be attributed to the action of the weathering processes.
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