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In this study, we conducted a comprehensive study of the distribution, transportation behavior and potential ecological risk of alkylphenol polyethoxylates (APnEOs) in the aquatic environments of Kaohsiung City, Taiwan because little information is available regarding the fate of APnEOs in the water bodies of a total environment. At Love River, APnEOs concentrations were much higher at upstream of interception stations L15 (27.33 ± 1.22 μg/L) and L16 (6.31 ± 0.14 μg/L) than at downstream of interception stations L1-L14 (0.69-2.54 μg/L). Additionally, the average ethoxy (EO) chain lengths of APnEOs at L15 and L16 were longer than at L1-L14. These observations were attributed to the sluice between L14 and L15 that intercepts and accumulates untreated sewage from upstream areas and to the infrastructure of the sewage system that prevents domestic sewage from flowing downstream in the river and to the Kaohsiung Port Area. At Kaohsiung Port Area, APnEO concentrations ranging from 0.63 to 6.50 μg/L were measured. The concentration range and average EO chain length of these APnEOs were similar to those of the downstream stretch of the river, which was attributed to the mixing efficiency of the Kaohsiung Port Area and Love River through tidal exchange. At Cijin Coastal Area, APnEO concentrations ranged from 0.14 to 18.77 μg/L. Notably, the APnEO concentration of surface waters was much higher than that of bottom waters. This observation was attributed to the sewage discharged from the ocean outfall buoying up to the surface instead of mixing with surrounding bottom waters. In potential ecological risk, 19 of 39 sampling points exceeded toxic equivalency of 1 μg/L, and approximately 48.7% of the sampling points would exceed the threshold. The result provides insight into the environmental implications of APnEOs contamination in aquatic environments and useful information for environmental policy and ecological risk assessments.

Copper can be beneficial or harmful to coral at environmentally relevant levels, making environmental monitoring a challenging. Membrane lipids make the cell a dynamic environment according to the circumstances; thus, the lipid profile should be indicative of an environmental/physiological state. To gain more insight into the copper effect on coral health and be a basis of biomonitoring, glycerophosphocholine profiling of coral exposed to microenriched copper levels was conducted in this study. The copper microenrichments resulted in a diacritical effect of decreasing carbonic anhydrase activity, following a supplementation effect, on coral lipid metabolism. Microdifferences in copper levels are critical to determine the coral metabolic state and were therefore included in this study. In addition, an excellent quantitative model correlating the coral lipid variation with the exposed copper levels or the induced physiological effect was obtained to demonstrate its performance for biomonitoring.

Copper micropollutants are known to constrain coral's assimilation of carbonate, affecting the carbon available to algal symbionts and thus inducing a light stress. However, little is known regarding the physiological relevance of lipid metabolism in coral symbiotic algae in a carbon-limited state. Membrane lipids exhibit multiple physicochemical properties that are collectively responsible for the dynamic structure of cells depending on the physiological demands of the circumstances. To gain insight into lipid metabolism's importance in this regard, glycerophosphocholine (GPC) profiling of symbiosomes in coral (Seriatopora caliendrum) exposed to environmentally relevant copper levels (2.2-7.5 μg/L) for 4 days was performed in this study. Notably, reducing the number of 22:6-processing GPCs and increasing that of lyso-GPCs likely addressed the demands of metabolizing excess light energy, such as affecting the membrane dynamics to promote mitochondrial uncoupling. The decrease in 22:6-processing GPCs additionally protected cellular membranes from elevated oxidative stress, reducing their susceptibility to peroxidation and offsetting oxidized lipid-induced effects on membrane dynamics. The change in plasmanylcholines specifically localized within the symbiosome membrane also met the membrane requirements for responding to oxidative stress conditions. Moreover, increasing the 20:4-possessing plasmanylcholines and lysoplasmanylcholines and reducing the 22:6-possessing plasmanylcholines likely resulted in an imbalance of the immune reaction, influencing the coral-algae symbiosis given the role of such plasmanylcholines in cell signaling. In summary, carbon limitations induced by copper enrichment lead to a shift in the membrane lipid profile of coral symbiosomes, accommodating themselves to light stress conditions while compromising the symbiosis's stability.

The use of omics technologies to profile an organism's systemic response to environmental changes can improve the effectiveness of biomonitoring. In cell physiology, the dynamic characteristics of membranes can be used to identify lipid profiles that detect environmental threats and assess the health problems associated with them. The efficacy of this approach was demonstrated by profiling glycerophosphocholines (GPCs, a major membrane lipid class) in the coral Seriatopora caliendrum after exposure to Irgarol 1051. A quantitative biomonitoring model for this photosystem II herbicide was developed by correlating variations in coral lipid profile with herbicide exposure levels and degree of photoinhibition. After 4 days of exposure, the predominant changes correlated with photoinhibition were an increase in lyso-GPCs and saturated GPCs and a decrease in phosphatidylcholines with unsaturated C18 chains or a polyunsaturated C22 chain. A time-course experiment showed that most of these lipid changes occurred opposite to the initial response and that the persistent changes can be attributed to photosynthetic shortages and the membrane accommodation of photoinhibition-induced oxidative conditions. These changes can help predict risk factors leading to coral bleaching. In this study, the application of a lipidomic methodology to characterize the adaptation of coral to ambient contamination serves as a basis for advancing environmental monitoring and assessment.

A precise and reliable analytical method to measure trace levels of sulfamonomethoxine (SMM) and N4-acetyl metabolite in tilapia samples using liquid chromatography-tandem mass spectrometry was developed. Optimized chromatographic separation was performed on C18 reversed-phase columns using gradient elution with methanol and 5 mmol/L of an ammonium acetate aqueous solution (adjusted to pH 3.5 using formic acid). This study investigated the pharmacokinetic properties and tissue distribution of SMM and its major metabolite N4-acetyl sulfamonomethoxine (AC-SMM) in tilapia after a single dose of 100 mg kg−1 body weight of orally administered SMM. Blood and tissues were collected between 0.5 and 192 h with 14 total sampling time points. SMM was rapidly absorbed, and extensively distributed in the bile and liver through systemic circulation. Enterohepatic circulation of SMM was observed in the tilapia body. Acetylation percentages were 45% (blood), 90% (liver), 62% (kidney), 98% (bile), and 52% (muscle). High concentrations of AC-SMM accumulated in the tilapia bile. At 192 h, AC-SMM concentration in the bile remained at 4710 μg kg−1. The ke value of AC-SMM (0.015 h−1) in the blood was lower than that of SMM (0.032 h−1). This study demonstrated effective residue monitoring and determined the pharmacokinetic properties of SMM and AC-SMM in tilapia. Keywords: Acetylation, Enterohepatic circulation, Pharmacokinetics, Sulfonamide, Tilapia

Two previously undescribed caryophyllane-related sesquiterpenoids, antipacids A (1) and B (2), with a novel bicyclo[5.2.0] core skeleton, and known compound clovane-2&beta, 9&alpha, diol (3), along with rumphellolide L (4), an esterified product of 1 and 3, were isolated from the organic extract of octocoral Rumphella antipathes. Their structures, including the absolute configurations were elucidated by spectroscopic and chemical experiments. In vivo anti-inflammatory activity analysis indicated that antipacid B (2) inhibited the generation of superoxide anions and the release of elastase by human neutrophils, with IC50 values of 11.22 and 23.53 &mu, M, respectively, while rumphellolide L (4) suppressed the release of elastase with an IC50 value of 7.63 &mu, M.

A simple and efficient multiresidue method was developed for determining 11 quinolones (QNs; marbofloxacin, norfloxacin, ciprofloxacin, lomefloxacin, danofloxacin, enrofloxacin, sarafloxacin, difloxacin, oxolinic acid, nalidixic acid and flumequine) in chicken, pork, fish and shrimp. The analytes were extracted with 0.3% metaphosphoric acid and acetonitrile (1:1, v/v), followed by a HLB cartridge clean-up procedure. The HPLC separation was carried out on a symmetry column C-18 (250 mm×4.5 mm i.d., 5 μm) with linear gradient elution of 0.1% formic acid and acetonitrile as mobile phase and programmable fluorescence detection. The method was validated by spiking blank animals tissues at three different levels (25, 50 and 250 ng/g; except 6.25, 12.5 and 62.5 ng/g for DAN) while the linearity, detection limit, quantification limit, precision and accuracy were checked. Mean recoveries of 11 QNs from edible animal tissues were 71.7-105.3%. The limits of quantification in different muscle tissues ranged from 5.0 to 28.0 ng/g. The results showed this method was simple, rapid, sensitive and suitable for routine tests.

A simple and efficient LC/ESI/MS/MS method was developed to determine 18 (fluoro)quinolone (QNs) residues in milk, chicken, pork, fish and shrimp. This method is capable of screening and confirming the presence of 12 amphoteric QNs (marbofloxacin, norfloxacin, enrofloxacin, ciprofloxacin, desethylene ciprofloxacin, lomefloxacin, danofloxacin, sarfloxacin, difloxacin, ofloxacin, orbifloxacin and enoxacin) and 6 acidic QNs (oxolinic acid, nalidixic acid, flumequine, cinoxacin, piromidic acid and pipemidic acid). The drugs were extracted from matrix with acetonitrile containing 1% formic acid, diluted in 10% acetonitrile and defatted by extraction with hexane. The LC separation was conducted on an XDB C-8 (150 mm×4.6 mm, 5 μm) column with gradient elution of 20 mM ammonium formate in 0.1% formic acid-acetonitrile as the mobile phase. Mass spectrum acquisition was completed in the positive ion mode by applying multiple reaction mode (MRM). The decision limit (CCα) and detection capability (CCβ), stated in the Decision No. 2002/657/EC and the ISO standard No.11843, have been calculated in the case of nonauthorized substance. The values of CCα ranged from 0.18 to 0.68 ng/g and CCβ ranged from 0.24 to 0.96 ng/g under specified conditions.

A method validated based on the European Union (EU) regulations for determining the presence of furazolidone, furaltadone, nitrofurazone, nitrofurantoin and their corresponding metabolites AOZ, AMOZ, SC and AH in fish muscle was developed. Samples were acid-hydrolyzed, treated with 2-nitrobenzaldehyde and extracted with ethyl acetate. The extracts were dried in a N2 stream and redissolved in methanol: water (50: 0, v/v). Analysis was performed by LC/ESI/MS/MS. This developed method carried limits of quantification lower than 10μg/kg for the nitrofurans and 1.0μg/kg for the metabolites. It was observed that the decision limit (CCα) ranged from 2.93 to 5.01μg/kg for the nitrofurans and 0.19 to 0.43μg/kg for the metabolites. The detection capability (CCβ) was between 3.62 and 6.20μg/kg for the nitrofurans and between 0.23 and 0.54μg/kg for the metabolites. The linear calibration curve parameters in the fortified fish muscle were between 1.0-100.0μg/kg and 0.1-10.0μg/kg for the nitrofurans and metabolites, respectively.

Coral is commonly selected as a bioindicator of detecting a variety of adverse factors such as photosystem II herbicide Irgarol 1051, through measuring pan-type biomarkers. To improve the effectiveness of biomonitoring, omic technologies have recently been applied to model the systemic changes in an organism. Membrane lipids create a dynamic cell structure based on the physiological state, which offers a distinct lipid profile to specifically detect environmental threats and assess the associated health risk. To demonstrate the potential of a lipidomic methodology for biomonitoring, the glycerophosphocholine (GPC) profiles of the coral Seriatopora caliendrum were observed during 3 days of Irgarol (0.1–2.0 μg/L) exposure. The lipid profile variations were modeled based on the Irgarol dose and the coral photoinhibition levels to develop an excellent quantitative model. The predominant changes correlated with the photoinhibition, decreasing the lyso-GPCs and GPCs with lower unsaturated chains and increasing GPCs with highly polyunsaturated chains, can be related to the consequence of blocking the photosynthetic electron flow based on the associated physiological roles. Other dose-specific lipid changes led to the partial exchange of PC(O-16:0/20:5) for PC(16,0/20:5) as a first-line response to counteract the membrane opening caused by Irgarol. Increased levels of the GPCs with 20:4 or 22:6 chains, which can promote mitochondrial functionality, confirmed an elevated respiration level in the coral exposed to Irgarol levels of >0.5 μg/L. Notably, plasmanylcholines with 20:4 or 22:6 chains and phosphatidylcholines with 22:6 or 22:5 chains, which can alter their membrane material properties to mitigate organelle pre-swelling and swelling in different ways, formed in the coral exposed to the 0.5 and 2.0 μg/L Irgarol levels. Such coral adaptations further predict the health risks associated with altered physiological conditions. In this study, the lipidomic methodology is demonstrated as a potential tool for environmental monitoring and assessment.

Photosystem II herbicides, such as Irgarol 1051, are frequently found as common contaminants in coral reefs and represent a particular threat to coral health due to the effect of photoinhibition on symbiotic algae. Membrane lipids form dynamic structures depending on cell requirements, offering a distinct lipid profile for characterizing ambient condition-induced cellular alterations. To obtain fundamental insight into the effect of herbicides on coral health, the glycerophosphocholine profiles of symbiosomes in a coral, Seriatopora caliendrum, were observed during 4 days of Irgarol exposure (50–200 ng/L). On day 1 of exposure, the predominant changes were an increase in phosphatidylcholines with 2 unsaturated chains, especially PC(22:6/22:6), a saturated plasmanylcholine PC(O-18:0/16:0) and a decrease in polyunsaturated plasmanylcholines. These changes indicated an upregulation of membrane-related functions to cope with physiological disturbances, such as increased H2O2 levels, induced by photoinhibition. However, these changes were mostly inverted or insignificant after day 1of exposure. A decrease in lyso-glycerophosphocholines and an increase in phosphatidylcholines with a polyunsaturated chain were also induced as the exposure time increased. Based on the physicochemical properties, these lipid changes can be considered to counteract lipid oxidation-induced perturbations in membrane structure and to protect against oxidative attack. In addition, the effect of fat-soluble antioxidants on lipid peroxidation was observed in the high-dose (200 ng/L)-treated group, resulting in a change in the lipid profile disproportionate to the dose. This study concludes that coral accommodates the membrane lipid profile of symbiosomes to herbicide-induced photoinhibition dependent on the duration of exposure.

Zinc oxide nanoparticles (nZnOs) released from popular sunscreens used during marine recreation apparently endanger corals; however, the known biological effects are very limited. Membrane lipids constitute the basic structural element to create cell a dynamic structure according to the circumstance. Nano-specific effects have been shown to mechanically perturb the physical state of the lipid membrane, and the cells accommodating the actions of nZnOs can be involved in the alteration of the membrane lipid composition. To gain insight into the effects of nanoparticles on coral, glycerophosphocholine (GPC) profiling of the coral Seriatopora caliendrum exposed to nZnOs was performed in this study. Increasing lyso-GPCs, docosapentaenoic acid-possessing GPCs and docosahexaenoic acid-possessing GPCs and decreasing arachidonic acid-possessing GPCs were the predominant changes responded to nZnO exposure in the coral. A backfilling of polyunsaturated plasmanylcholines was observed in the coral exposed to nZnO levels over a threshold. These changes can be logically interpreted as an accommodation to nZnOs-induced mechanical disturbances in the cellular membrane based on the biophysical properties of the lipids. Moreover, the coral demonstrated a difference in the changes in lipid profiles between intra-colonial functionally differentiated polyps, indicating an initial membrane composition-dependent response. Based on the physicochemical properties and physiological functions of these changed lipids, some chronic biological effects can be incubated once the coral receives long-term exposure to nZnOs.

Benzophenone-3, benzophenone-8, and 4-methylbenzylidene camphor are used in sunscreens because they can protect the skin from UV radiation. The widespread use of organic UV filters may mean that they directly or indirectly enter seawater during recreational activities or through sewage discharge. In this study, a simple and efficient method using 1-octanol:isooctane (2:8, v/v) as an extraction solvent and liquid chromatography–electrospray tandem mass spectrometry was developed to measure trace levels of organic UV filters in seawater samples. This proposed method proved to be a highly sensitive, low-cost, and green analytical tool that requires minimal sample preparation. The method was validated and it exhibited favorable performance as well as acceptable accuracy (67 to 115%), precision (2.1 to 7.3%), coefficients of determination (0.9952

Integrating multifactor blood analysis is a key step toward a precise diagnosis of the health status of marine mammals. Variations in the circulating lipid profile reflect changes in the metabolism and physiology of an individual. To demonstrate the practicability of lipid profiling for physiological assessment, the phosphorylcholine-containing lipids in the plasma of long-term managed beluga whales (Delphinapterus leucas) were profiled using a lipidomics methodology. Using a multivariate analysis, the mean corpuscular volume, cholesterol, potassium, and γ-glutamyltranspeptidase levels were well modeled with the lipid profile of the female whales. In the models, the correlated lipids provided information about blood parameter-related metabolism and physiological regulation, in particular relating to cholesterol and inflammation. In the males, the levels of cholesterol, triglycerides, blood urea nitrogen, creatinine, plasma iron, and segmented neutrophil were well modeled with the lipid profile. In addition to providing information about the related metabolism and regulation, through a cross-linked analysis of the blood parameters, the correlated lipids indicated a parallel regulation involved in the energy metabolism of the male whales. Lipidomics as a method for revealing the context of physiological change shows practical potential for the health care of managed whales.

Kenting National Park (KNP) located in the Hengchun Peninsula in southern Taiwan is a popular tourist spot, annually attracting millions of visitors, who engage in water sport and amusement activities. In this region, sewage is directly discharged into the marine environment. In this study, the concentrations of five organic UV filters [benzophenone (BP), 2,4-dihydroxy benzophenone (BP-1), 2-hydroxy-4-methoxy benzophenone (BP-3), 2,2′-dihydroxy-4-methoxy benzophenone (BP-8), and 4-methylbenzylidene camphor], five preservatives [methylparaben (MeP), ethylparaben, propylparaben (PrP), butylparaben, and benzylparaben], one disinfectant [triclosan (TCS)], and twenty-four detergent derivatives [nonylphenol (NP), nonylphenol ethoxylates (NP2EO–NP12EO), octylphenol (OP) and octylphenol ethoxylates OP2EO–OP12EO] were detected in seawater and river water samples collected from eight beaches in KNP and two major river estuaries in the Hengchun Peninsula. BP-3 was detected at all sampling sites and was higher in concentration than the other organic UV filters. The highest concentration of BP-3 was 1233 ng/L collected from Wanlitong Beach. MeP and PrP were the main preservative components in seawater. The highest total content of preservative agents was 164 ng/L collected from Houwan Beach. Moreover, NP was detected at all sampling sites, with the highest concentration found at Sail Rock Beach (26.5 ng/L). The highest concentration of OP was 113 ng/L in the Boli River estuary. The widespread use of personal care products (PCPs) has resulted in the release of their major ingredients into natural ecosystems. Therefore, the potential long-term effects of multi-PCPs at low concentration exposure to on the coral reef ecosystem in KNP must be considered and monitored.

Notothenioid fish and invertebrate samples from Antarctica were collected in the austral summer of 2009, and analyzed for persistent organic pollutants (POPs), including polycyclic aromatic hydrocarbons (PAHs), organochlorine pesticides (OCPs), and polybrominated diphenylethers (PBDEs), as well as δ13C and δ15N stable isotopes for trophic level determination. In this study, the POP levels in the Antarctic biota samples were found to be ranked in the following order: OCPs > PAHs >> PBDEs. The POP levels in notothenioid fish and krill correlate to trophic levels; however, the POP concentrations in intertidal benthic invertebrates are higher than in notothenioid fish implying that specific biogeochemical factors may affect bioaccumulation in the Antarctica ecosystem. Biomagnification of POPs may have a smaller role than bioconcentration in Antarctica environment. In addition to the source, transport, exposure, and absorption for each group of POPs in the short food chain in Antarctica, the biological variation among species, interaction habitats, diet and metabolism are also factors for future studies on contaminant bioaccumulation.

Scleractinian corals have displayed phenotypic gradients of polyps within a single genotypic colony, and this has profound implications for their biology. The intrinsic polymorphism of membrane lipids and the molecular interactions involved allow cells to dynamically organize their membranes to have physicochemical properties appropriate for their physiological requirements. To gain insight into the accommodation of the cellular membrane during ontogenetic shifts, intra-colony differences in the glycerophosphocholine profiling of a pocilloporid coral, Seriatopora caliendrum, were characterized using a previously validated method. Specifically, several major polyunsaturated phosphatidylcholines showed higher levels in the distal tissue of coral branches. In contrast, the corresponding molecules with 1-2-degree less unsaturation and plasmanylcholines were expressed more highly in the proximal tissue. The lipid profiles of these two colonial positions also contrasted sharply with regard to the saturated, monounsaturated, and lyso-glycerophosphocholine ratios. Based on the biochemical and biophysical properties of these lipids, the associated modulation of cellular membrane properties could be related to the physiological requirements, including coral growth and aging, of the functionally differentiated polyps. In this study, the metabolic regulation of membrane lipids involved in the functional differentiation of polyps within a S. caliendrum colony was identified.

A rapid and efficient multiresidue method that involves using improved QuEChERS method and liquid chromatography–electrospray tandem mass spectrometry (LC–ESI–MS/MS) was developed to measure trace levels of sulfonamides in fish tissue. This proposed method was proven to be a powerful, highly sensitive, and environmentally friendly analytical tool that requires minimal sample preparation. The typical MS/MS fragmentation patterns of the [M+H] + were 156 m/z, 108 m/z, and 92 m/z. Separation was performed on HC-C18 columns with a gradient elution by using methanol −5 mM ammonium acetate containing formic acid (pH 3.5). This method was validated and exhibited favorable performance as well as acceptable accuracy (80.2–93.5%), precision (3.82–8.71%), sensitivity (limits of detection (LODs) 0.43–1.22 μg kg −1 , limits of quantification (LOQs) 1.27–3.71 μg kg −1 ; decision limit (CC α ) 1.49–10.9 μg kg −1 , detection capability (CC β ) 1.71–11.4 μg kg −1 ), and an acceptable matrix effect (−18.2–18.4%). This methodology has been successfully applied in analyzing various fish tissue from local markets.

A known norcembranoidal diterpene, 5-episinuleptolide (1), along with a new analogue, 4α-hydroxy-5-episinuleptolide (2), were isolated from a cultured-type soft coral Sinularia numerosa. The structures of 1 and 2 were elucidated on the basis of spectroscopic methods and by comparison of the data with those of the related metabolites. Cytotoxicity of metabolites 1 and 2 against a panel of tumor cells is also described. Compound 2 exhibited moderate cytotoxicity toward CCRF-CEM cells with an IC50 value 4.21 μg/mL. Preliminary SAR (structure activity relationship) information was obtained from these two compounds.

A novel sesquiterpenoid, rumphellaoic acid A (1), was isolated from the gorgonian coral Rumphella antipathies, and was found to possess a carbon skeleton that was obtained for the first time from a natural sources. The structure of 1 was elucidated by spectroscopic methods and this compound and was found to exert a moderate inhibitory effect on the release of elastase by human neutrophils.

Two new polyacetylenic compounds, callysponynes A (1) and B (2), were isolated from the marine sponge Callyspongia sp. The structures of the new metabolites were elucidated on the basis of their sp...

Two new marine-derived caryophyllene-type sesquiterpenoids, rumphellols A and B (1 and 2), were obtained from the gorgonian coral, Rumphella antipathies, collected off the waters of Taiwan. Although caryophyllene-type sesquiterpenes are rarely found in marine organisms, compounds of this type could be principal components of R. antipathies. The structures of new Compounds 1 and 2 were determined by analysis of their spectroscopic data, including 1D and 2D NMR experiments. Caryophyllene 1 and 2 were evaluated in terms of their anti-inflammatory activity by examining their inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils.

Wild bitter gourd (Momordica charantia L. var. abbreviate Seringe), a common vegetable in Asia, is used in traditional medicine to treat various diseases, including inflammation. Extant literature indicates that wild bitter gourds have components that activate PPARα and PPARγ. This research probed the influence of adding wild bitter gourd to diets on inflammation responses in mice with sepsis induced by intraperitoneal injection of LPS. Male BALB/c mice were divided normal, sepsis, positive control, and three experimental groups. The latter ate diets with low (1%), moderate (2%), and high (10%) ratios of wild bitter gourd lyophilized powder. Before mice were sacrificed, with the exception of the normal group, intraperitoneal injection of LPS induced sepsis in each group; positive control group was injected with LPS after PDTC. This experiment revealed starkly lower weights in groups with added wild bitter gourd than those of the remaining groups. Blood lipids (TG, cholesterol, and NEFA) were also lower in comparison to the sepsis group, and blood glucose concentrations recovered and approached normal levels. Blood biochemistry values related to inflammation reactions indicated GOT, GPT, C-RP, and NO concentrations of groups with added wild bitter gourd were all lower than those of the sepsis group. Secretion levels of the spleen pro-inflammatory cytokines IL-1, IL-6, and TNF-α tallied significantly lower in comparison to the sepsis group, whereas secretion levels of IL-10 anti-inflammatory cytokine increased. Expression level of proteins NF-κB, iNOS, and COX-2 were significantly inhibited. Results indicate wild bitter gourd in diets promoted lipid metabolism, reducing fat accumulation, and improving low blood glucose in sepsis. Addition of wild bitter gourd can reduce inflammation biochemical markers or indicators and pro-inflammatory cytokines in the body, hence improving the inflammation responses in mice with sepsis.

The structures, names, bioactivities and references of 138 briarane-type diterpenoids, including 87 new compounds, are summarized in this review. All the briarane-type compounds mentioned in this review article were obtained from gorgonian corals including the genus Briareum, Dichotella, Junceella and Verrucella. Some of these compounds showed potential bioactivities.

Five new 7α-hydroxyeunicellin-based diterpenoids, designated as cladieunicellins M–Q (1–5), were isolated from a Formosan octocoral Cladiella sp. The structures of 1–5 were elucidated on the basis of spectroscopic methods and by comparison of the data with those of the related metabolites. Cytotoxicity of metabolites 1–5 against the human leukemia Molt 4 and HL 60 is also described. Among them, compounds 1, 3 and 5 exhibited moderate cytotoxicity toward Molt 4 cells with IC50 values 16.43, 14.17 and 15.55 μM, respectively. Preliminary SAR (structure activity relationship) information was obtained from these compounds and their analogues.

Oxidative stress has been associated with copper-induced toxicity in scleractinian corals. To gain insight into the accommodation of the cellular membrane to oxidative conditions, a pocilloporid coral, Seriatopora caliendrum, was exposed to copper at distinct, environmentally relevant dose for various lengths of time. Glycerophosphocholine profiling of the response of the coral to copper exposure was characterized using a validated method. The results indicate that coral lipid metabolism is programmed to induce membrane alterations in response to the cellular deterioration that occurs during the copper exposure period. Decreasing lyso-phosphatidylcholines and exchanging polyunsaturated phosphatidylcholines for polyunsaturated plasmanylcholines were the initial actions taken to prevent membrane permeabilization. To relax/resist the resulting membrane strain caused by cell/organelle swelling, the coral cells inversely exchanged polyunsaturated plasmanylcholines for polyunsaturated phosphatidylcholines and further increased the levels of monounsaturated glycerophosphocholines. At the same time, the levels of saturated phosphatidylcholines were also increased to increase membrane rigidity and protect against oxidative attack. Interestingly, such alterations in lipid metabolism were also required for membrane fusion to repair the deteriorated membranes by repopulating them with proximal lipid reservoirs, similar to symbiosome membranes. Additionally, increasing saturated and monounsaturated plasmanylcholines and inhibiting the suppression of saturated lyso-phosphatidylcholines were shown to facilitate membrane fusion. Based on the biochemical and biophysical properties of these lipids, the chronic effects of copper, such as coral resistance and growth, can be logically interpreted to result from long-term perturbations in cellular membrane-related functions. In conclusion, the cells of S. caliendrum alter their lipid metabolism and sacrifice fitness to allow the membrane to accommodate copper-induced oxidative situations.

A confirmatory and quantitative method based on liquid chromatography–tandem mass spectrometry (LC/MS/MS) has been developed for the determination of low-level residues of three antibiotic dyes and two metabolites in fish muscle and feed. The target compounds include methylene blue (MB), crystal violet (CV), leucocrystal violet (LCV), malachite green (MG), and leucomalachite green (LMG). The procedures involve solvent extraction by 50% McIlvaine’s buffer with acetonitrile, followed by solid phase extraction (SPE) with an MCX cartridge. High performance liquid chromatography (HPLC) and positive electrospray ionization (ESI) MS with multiple reaction monitoring of two transition reactions was applied for each compound. The detected ion ratios of MB, CV, LCV, MG, and LMG were 11.8, 34.9, 88.4, 25.6, and 42.0, respectively. The average fortification recoveries of the MB, CV, LCV, MG, and LMG of the level of 0.8 μg/kg tested in fish muscle and feed samples were 99.68, 98.93, 100.49, 100.01, and 100.00%, respectively. The precision of analysis of analytes in fish muscle and feed ranged from 4% to 14% and from 7% to 14%, respectively. The decision limits (CCα) were 0.28–0.54 μg/kg, and the detection capabilities (CCβ) were 0.35–0.67 μg/kg ( n = 99).

Previous studies on the chemical constituents of soft corals belonging to the genus Sinularia have led to the isolation of a number of interesting secondary metabolites and some of these were found to possess extensive bioactivities [1–3]. Continuation investigation on the chemical constituents of the marine invertebrates collected off the waters of Taiwan, two new cembrane-type diterpenoids, arbolides A (1) and B (2), and a known steroid, crassarosterol A (3) [4], were isolated from the soft coral Sinularia arborea (family Alcyonacea) (Figure 1). In this paper, we describe the isolation, structure determination and cytotoxicity of compounds 1–3.

A new quinone derivative, flexibilisquinone (1), was isolated from the cultured soft coral Sinularia flexibilis, originally distributed in the waters of Taiwan. The structure of quinone 1 was established by extensive spectroscopic methods, particularly 1D and 2D NMR experiments. In the in vitro anti-inflammatory effects test, quinone 1 was found to significantly inhibit the accumulation of the pro-inflammatory iNOS and COX-2 proteins of the LPS-stimulated RAW264.7 macrophage cells.

A new norcembranoidal diterpene, 1-epi-sinulanorcembranolide A (1), and a new cembranoidal diterpene, flexibilin D (2), were isolated from the soft corals, Sinularia gaweli and Sinularia flexibilis, respectively. The structures of new metabolites 1 and 2 were elucidated by spectroscopic methods, and compound 2 was found to significantly inhibit the accumulation of the pro-inflammatory iNOS and COX-2 proteins of the lipopolysaccharide (LPS)-stimulated RAW264.7 macrophage cells. In addition, S. flexibilis yielded a known cembrane, 5-dehydrosinulariolide (3); the structure, including its absolute stereochemistry, was further confirmed by single-crystal X-ray diffraction analysis.

Three new clovane-related sesquiterpenoids, rumphellclovanes C–E (1–3), and a new natural clovane, clovan-2,9-dione (4), were isolated from a gorgonian coral Rumphella antipathies. The structures of clovanes 1–4 were elucidated by spectroscopic methods and by comparison of the spectral data with those of related analogues. Rumphellclovane C (1) was proven to be the first clovane-type sesquiterpenoid containing an e-lactone moiety. A plausible biosynthetic pathway between clovanes 1 and 2 was proposed. Clovane 4 displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

The structures, names, bioactivities and references of 105 natural products obtained from gorgonian corals belonging to the family Plexauridae with an Indo-Pacific distribution are described in this review. All compounds mentioned in this review were obtained from gorgonian corals belonging to the genera Astrogorgia, Bebryce, Echinomuricea, Euplexaura and Menella.

Aim To determine the expressions of hypoxia-related [hypoxia-inducible transcription factors (HIF)-1α, BCL2/adenovirus E1B 19 kDa protein-interacting protein 3 (BNIP3) and phospho-adenosine monophosphate activated protein kinase (pAMPK)] and autophagy-related [microtubule-associated protein 1 light chain 3 (LC3), beclin-1 (BECN-1), autophagy-related gene (Atg)5–12, and p62] proteins in human inflammatory periapical lesions. Methodology Fifteen samples of radicular cysts (RCs) and 21 periapical granulomas (PGs), combined with 17 healthy dental pulp tissues, were examined. Enzyme-linked immunosorbent assay (ELISA) was used to detect interleukin (IL)-1β cytokine; immunohistochemical (IHC) and Western blot (WB) analyses were employed to examine autophagy-related and hypoxia-related proteins. Transmission electron microscopy (TEM) was used to explore the ultrastructural morphology of autophagy in periapical lesions. Nonparametric Kruskal–Wallis tests and Mann–Whitney U-tests were used for statistical analyses. Results ELISA revealed a significantly higher (P < 0.001) IL-1β expression in periapical lesions than in normal pulp tissue. Immunoscores of IHC expressions of pAMPK, HIF-1α, BNIP3, BECN-1 and Atg5–12 proteins in periapical lesions were significantly higher (P

A new halimane-type diterpenoid, echinohalimane A (1), was isolated from a gorgonian, identified as Echinomuricea sp. The structure of 1 was determined by spectroscopic methods and this compound was found to exhibit cytotoxicity toward various tumor cells and display an inhibitory effect on the release of elastase by human neutrophils. Echinohalimane A (1) is the first halimane analogue from the marine organisms belonging to phylum Cnidaria.

A new clerodane-type diterpenoid, echinoclerodane A (1), was isolated from a Formosan gorgonian coral Echinomuricea sp. The structure of 1 was elucidated by spectroscopic methods. Echinoclerodane A (1) is the first clerodane-type compound obtained from the marine organisms belonging to the phylum Cnidaria. Echinoclerodane A (1) exhibited moderate cytotoxicity toward MOLT-4, HL-60, DLD-1 and LoVo tumor cells and inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

A new clerodane-type diterpenoid, echinoclerodane A (1), was isolated from a Formosan gorgonian coral Echinomuricea sp. The structure of 1 was elucidated by spectroscopic methods. Echinoclerodane A (1) is the first clerodane-type compound obtained from the marine organisms belonging to the phylum Cnidaria. Echinoclerodane A (1) exhibited moderate cytotoxicity toward MOLT-4, HL-60, DLD-1 and LoVo tumor cells and inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

New eunicellin-based diterpenoids, klysimplexins U–X (1–4), were isolated from a cultured soft coral Klyxum simplex. Their structures were elucidated by spectroscopic methods, particularly in 1D an...

A novel sesquiterpenoid, menelloide A ( 1 ), which was found to possess a new carbon skeleton, and a new guaiane-type sesquiterpenoid, menelloide B ( 2 ), along with (+)-chloranthalactone B ( 3 ), an enantiomer of the known sesquiterpenoid, chloranthalactone B ( 4 ), were isolated from a gorgonian coral identified as Menella sp. The structures of sesquiterpenoids 1 – 3 were established by spectroscopic methods and by comparison of the data with those of related metabolites. Sesquiterpenoids 1 and 3 displayed inhibitory effects on the generation of superoxide anion by human neutrophils.

Chemical investigation on an Indonesian octocoral identified as Cladiella sp. has led to the isolation of two novel eunicellin-based diterpenoids, cladielloides C (1) and D (2). The structures of 1...

A novel 2-ketobriarane diterpenoid, briarenolide E (1), was isolated from an octocoral Briareum sp. The structure of briarane 1 was elucidated by interpretations of spectral data. Compound 1 displayed modestly inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils.

Two new eunicellin-type diterpenoids, cladielloides A (1) and B (2), which were found to possess a 2-hydroxybutyroxy group in their structures, were isolated from an Indonesian octocoral identified as Cladiella sp. The structures of eunicellins 1 and 2 were elucidated by spectroscopic methods. Cladielloide B (2) exhibited moderate cytotoxicity toward CCRF-CEM tumor cells and this compound displayed significant inhibitory effects on superoxide anion generation and elastase release by human neutrophils.

Two new briarane-type diterpenoids, fragilides H (1) and I (2), along with a known metabolite, (+)-11β,20β-epoxyjunceellolide D (3), were isolated from the sea whip gorgonian coral Junceella fragil...

Rumphellolide J (1), a novel sesquiterpenoid derivative, isolated from the gorgonian coral Rumphella antipathies, was determined to be an ester of 4β,8β-epoxycaryophyllan-5-ol and rumphellaoic acid by detailed spectroscopic analysis.

Two new briarane-related diterpenoids, designated as excavatoids E (1) and F (2), were isolated from the cultured octocoral Briareum excavatum. The structures of compounds 1 and 2 were established on the basis of extensive spectral data analysis. Briaranes 1 and 2 were found to exhibit moderate inhibitory effects on elastase release by human neutrophils.

Three polyoxygenated briaranes, including two new compounds, excavatoids A (1) and B (2), and a known metabolite, briaexcavatin I (3), were isolated from the cultured octocoral Briareum excavatum. Moreover, the wild type B. excavatum, collected off southern Taiwan coast, yielded two new 5,6-epoxybriaranes, excavatoids C (4) and D (5). The structures of new compounds 1, 2, 4, and 5 were determined by spectroscopic methods and the structure of 1 was further confirmed by X-ray diffraction data analysis. The X-ray structure for briaexcavatin I (3) was also reported for the first time. Excavatoid A (1) is the first briarane which possesses six hydroxy groups and a 17-methoxy group. Excavatoid C (4) is the first 12,13-secobriarane which possesses a novel pentacyclic skeleton with an ɛ-lactone. Excavatoid D (5) displayed moderate inhibitory effects on superoxide anion generation and elastase release by human neutrophils.

Eight new eunicellin-base diterpenoids, klysimplexins A–H (1–8), were isolated from a cultured soft coral Klyxum simplex. Their structures were elucidated by spectroscopic methods, particularly in 1D and 2D NMR experiments. The structure of 1 was further confirmed by a single-crystal X-ray diffraction analysis and the application of modified Mosher's method. Metabolites 2 and 8 were found to be cytotoxic toward a limited panel of cancer cell lines.

bNational Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan, R.O.C. Furazolidoneisabroad-spectrumantibioticthatisfrequentlyusedinaquacultureonaccountofitsexcellent antibacterial properties. In this study, both the enzyme-linked immunosorbent assay (ELISA) and high-performance liquid chromatography-tandemmass spectrometry(LC-MS/MS) methods were used to analyze the content of residual 3-amino-2-oxazolidinone (AOZ), a metabolite of furazolidone in Tilapia tissue. Homogenized fish samples were spiked with various amounts of AOZ, and following combined acid-hydrolysis and derivatization of the homogenized tissue with 2-NBA(2-nitrobenzaldehyde), sample clean-up was performed and the derived 2-nitrophenylmethylene-3-amino-2-oxazolidinone (NPAOZ) was analyzed. Using the LC-MS/MS method, a linear correlation between measured concentration Yand spiked concentration X was observed: Y = 0.4518X 0.0166, R 2 = 0.9972. The linear equation for the ELISA method was Y = 0.9322X + 0.5168, R 2 = 0.9066. These results demonstrated that the ELISA method might overestimate the residual AOZ content at low concentrations. The detection limit and recoveryoftheknownadditionwere0.05gkg -1 and108%fortheLC-MS/MSmethodand0.31gkg -1 and 305% for the ELISAmethod, respectively.