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1.
RSC Adv ; 14(24): 17195-17201, 2024 May 22.
Artigo em Inglês | MEDLINE | ID: mdl-38808247

RESUMO

The chemical screening of an octocoral identifed as Junceella fragilis has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity.

2.
Pharmaceuticals (Basel) ; 16(9)2023 Sep 06.
Artigo em Inglês | MEDLINE | ID: mdl-37765066

RESUMO

The marine sponge Lendenfeldia sp., collected from the Southern waters of Taiwan, was subjected to chemical composition screening, resulting in the isolation of four new 24-homoscalarane compounds, namely lendenfeldaranes R-U (1-4). The structures and relative stereochemistry of the new metabolites 1-4 were assigned based on NMR studies. The absolute configurations of compounds 1-4 were determined by comparing the calculated and experimental values of specific optical rotation. The antioxidant and anti-inflammatory activities of the isolated compounds were assayed using superoxide anion generation and elastase release assays. These assays are used to determine neutrophilic inflammatory responses of respiratory burst and degranulation. Compounds 2 and 4 inhibited superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB) with IC50: 3.98-4.46 µM. Compounds 2 and 4 inhibited fMLP/CB-induced elastase release, with IC50 values ranging from 4.73 to 5.24 µM. These findings suggested that these new 24-homoscalarane compounds possess unique structures and potential anti-inflammatory activity.

3.
Chem Pharm Bull (Tokyo) ; 71(2): 183-187, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-36724981

RESUMO

A formerly unpublicized briarane diterpenoid, briastecholide M (1), and its established analogue, brianodin B (2), were purified from Briareum stechei, an octocoral collected from Okinawan waters. Using spectroscopic methods, the structure of 1 was established. Functional study showed that 1 can reducing the release of inducible nitric oxide synthase (iNOS) but enhancing cyclooxygenase-2 (COX-2) protein expression.


Assuntos
Antozoários , Diterpenos , Animais , Antozoários/química , Antozoários/metabolismo , Diterpenos/farmacologia , Diterpenos/química , Óxido Nítrico Sintase Tipo II/metabolismo , Ciclo-Oxigenase 2/metabolismo
4.
Molecules ; 26(22)2021 Nov 13.
Artigo em Inglês | MEDLINE | ID: mdl-34833953

RESUMO

A known polyoxygenated briarane, briaexcavatolide P (1), was isolated from a Formosan octocoral Briareum stechei. Moreover, the same species B. stechei, collected from Okinawan waters, yielded three chlorine-containing briaranes, including two new compounds, briastecholides B (2) and C (3) as well as a known analogue, briarenol R (4). The structures of 1-4 were established using spectroscopic methods. In addition, briarane 1 demonstrated anti-inflammatory activity in lipo-polysaccharide-induced RAW 264.7 mouse macrophage cells by suppressing the expression of inducible nitric oxide synthase (iNOS) protein.


Assuntos
Antozoários/química , Diterpenos/química , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Diterpenos/farmacologia , Camundongos , Óxido Nítrico Sintase Tipo II/antagonistas & inibidores , Óxido Nítrico Sintase Tipo II/metabolismo , Células RAW 264.7
5.
Mar Drugs ; 19(10)2021 Sep 30.
Artigo em Inglês | MEDLINE | ID: mdl-34677460

RESUMO

Sponge-derived scalaranes are remarkable sesterterpenoids previously found to exhibit profound inhibitory effects against neutrophilic inflammation. In our current work, we constructed the metabolomic profile of marine sponge Lendenfeldia sp. for the first time using a tandem mass spectrometry (MS/MS) molecular networking approach. The results highlighted the rich chemical diversity of these scalaranes, motivating us to conduct further research to discover novel scalaranes targeting neutrophilic inflammation. MS- and NMR-assisted isolation and elucidation led to the discovery of seven new homoscalaranes, lendenfeldaranes K-Q (1-7), characterized by methylation at C-24, together with five known derivatives, lendenfeldarane B (8), 25-nor-24-methyl-12,24-dioxoscalar-16-en-22-oic acid (9), 24-methyl-12,24,25-trioxoscalar-16-en-22-oic acid (10), felixin B (11), and 23-hydroxy-20-methyldeoxoscalarin (12). Scalaranes 1-4 and 6-12 were assayed against superoxide anion generation and elastase release, which represented the neutrophilic inflammatory responses of respiratory burst and degranulation, respectively. The results indicated that 1-3 and 6-12 exhibited potential anti-inflammatory activities (IC50 for superoxide anion scavenging: 0.87~6.57 µM; IC50 for elastase release: 1.12~6.97 µM).


Assuntos
Anti-Inflamatórios/farmacologia , Neutrófilos/efeitos dos fármacos , Poríferos , Sesterterpenos/farmacologia , Animais , Anti-Inflamatórios/química , Organismos Aquáticos , Humanos , Inflamação/prevenção & controle , Sesterterpenos/química , Relação Estrutura-Atividade
6.
Molecules ; 25(24)2020 Dec 16.
Artigo em Inglês | MEDLINE | ID: mdl-33339239

RESUMO

In this review, 170 natural substances, including steroid, diterpenoid, sesquiterpenoid, peptide, prostaglandin, base, chlorolipid, bicyclolactone, amide, piperazine, polyketide, glycerol, benzoic acid, glycyrrhetyl amino acid, hexitol, pentanoic acid, aminoethyl ester, octadecanone, alkaloid, and a 53-kD allergenic component from octocorals belonging to genus Dendronephthya, were listed. Some of these compounds displayed potential bioactivities.


Assuntos
Antozoários/metabolismo , Produtos Biológicos/química , Alérgenos/química , Alérgenos/metabolismo , Aminoácidos/química , Aminoácidos/metabolismo , Animais , Produtos Biológicos/metabolismo , Prostaglandinas/química , Prostaglandinas/metabolismo , Esteroides/química , Esteroides/metabolismo , Terpenos/química , Terpenos/metabolismo
7.
Molecules ; 25(6)2020 Mar 19.
Artigo em Inglês | MEDLINE | ID: mdl-32204524

RESUMO

Five 8,17-epoxybriaranes, including three new compounds-briarenols I-K (1-3), along with two known analogues, briaexcavatolide P (4) and briaexcavatin P (5), were isolated from the octocoral Briareum excavatum. The structures of briaranes 1-3 were elucidated by spectroscopic methods, including 1D and 2D NMR studies and (+)-HRESIMS. Briarane 4 exerted inhibition effects on inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) release from RAW 264.7.


Assuntos
Antozoários/química , Anti-Inflamatórios/farmacologia , Ciclo-Oxigenase 2/metabolismo , Diterpenos/farmacologia , Óxido Nítrico Sintase Tipo II/metabolismo , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/isolamento & purificação , Diterpenos/química , Diterpenos/isolamento & purificação , Regulação para Baixo , Regulação Enzimológica da Expressão Gênica/efeitos dos fármacos , Camundongos , Estrutura Molecular , Células RAW 264.7
8.
Biomed Chromatogr ; 33(3): e4424, 2019 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-30403410

RESUMO

As chlorpyrifos is used globally to control pests in sugarcane fields, analysis of its residues on food crops is essential to assess product safety for humans. In this study, chlorpyrifos content in sugarcane plants, soil and juice was determined using a gas chromatography with an electron capture detector. The limit of quantification was 0.01 mg/kg for plant and soil, and 0.01 mg/L for juice. The degradation and residual risk in sugarcane fields after applying chlorpyrifos to two sample sites (Changsha and Danzhou, China) were assessed. Chlorpyrifos concentrations in plants and soil decreased rapidly over time, reaching a degradation rate ranging from 98.82 to 99.25% on day 35. The half-life of chlorpyrifos in both plants and soil was only 5.97-6.12 days. Regardless of application dosage (standard or high) at a pre-harvest interval of 60 days, chlorpyrifos was undetectable in the harvested sugarcane. Risk assessment indicated that chlorpyrifos residue in sugarcane did not pose a health risk to humans.


Assuntos
Clorpirifos/química , Monitoramento Ambiental/métodos , Resíduos de Praguicidas/química , Saccharum/química , Poluentes do Solo/química , Clorpirifos/análise , Cromatografia Gasosa , Limite de Detecção , Modelos Lineares , Resíduos de Praguicidas/análise , Reprodutibilidade dos Testes , Medição de Risco , Poluentes do Solo/análise
9.
Molecules ; 23(7)2018 06 22.
Artigo em Inglês | MEDLINE | ID: mdl-29932137

RESUMO

Two new briarane metabolites­fragilides K (1) and L (2)­along with five known analogues­gemmacolide X, praelolide, juncins P and ZI, and gemmacolide V (3⁻7)­were extracted and purified from Junceella fragilis, a gorgonian coral. Based on data obtained via spectroscopic techniques, the structures of new briaranes 1 and 2 were determined and the cyclohexane rings in 1 and 2 were found to exist in chair and twist boat conformation, respectively. Additionally, anti-inflammatory analysis showed that briaranes 2, 3, and 6 inhibited pro-inflammatory inducible nitric oxide synthase protein expression and briaranes 3 and 7 suppressed the cyclooxygenase-2 level, in LPS-stimulated murine macrophage-like RAW264.7 cells.


Assuntos
Antozoários/química , Anti-Inflamatórios/química , Diterpenos/química , Expressão Gênica/efeitos dos fármacos , Animais , Antozoários/metabolismo , Anti-Inflamatórios/isolamento & purificação , Anti-Inflamatórios/farmacologia , Configuração de Carboidratos , Sobrevivência Celular/efeitos dos fármacos , Ciclo-Oxigenase 2/genética , Ciclo-Oxigenase 2/metabolismo , Diterpenos/isolamento & purificação , Diterpenos/farmacologia , Compostos Heterocíclicos de 4 ou mais Anéis/química , Compostos Heterocíclicos de 4 ou mais Anéis/isolamento & purificação , Compostos Heterocíclicos de 4 ou mais Anéis/farmacologia , Lactonas/química , Lactonas/isolamento & purificação , Lactonas/farmacologia , Lipopolissacarídeos/antagonistas & inibidores , Lipopolissacarídeos/farmacologia , Camundongos , Óxido Nítrico Sintase Tipo II/antagonistas & inibidores , Óxido Nítrico Sintase Tipo II/genética , Óxido Nítrico Sintase Tipo II/metabolismo , Proteínas de Plantas/química , Proteínas de Plantas/isolamento & purificação , Proteínas de Plantas/farmacologia , Células RAW 264.7
10.
Bull Environ Contam Toxicol ; 98(4): 556-561, 2017 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-28184984

RESUMO

Allelopathy has been proposed as a sustainable means to control undesired algal growth and to reduce blooms threatening freshwater systems worldwide. In this study, the allelopathic effects of Myriophyllum aquaticum and its exudate on two typical bloom-forming cyanobacteria, Microcystis aeruginosa and Anabaena flos-aquae, were investigated under laboratory conditions. The growth of the cyanobacteria was strongly inhibited by live M. aquaticum while the primary addition of M. Aquaticum exudates had a significant inhibitory effect on the growth of M. aeruginosa but not A. flos-aquae. The results suggested that the persistent release of allelochemicals from live M. aquaticum was needed to effectively constrain the growth of A. flos-aquae. Analysis of cyanobacterial physiological indexes indicated that M. aquaticum produced an inhibitory effect on SOD enzyme activity of A. flos-aquae, while it affected membrane lipid peroxidation in M. aeruginosa. The results show the potential of M. aquaticum to mitigate cyanobacterial blooms in coexistence systems.


Assuntos
Alelopatia , Dolichospermum flosaquae/crescimento & desenvolvimento , Magnoliopsida/química , Magnoliopsida/metabolismo , Microcystis/crescimento & desenvolvimento , Dolichospermum flosaquae/metabolismo , Água Doce , Peroxidação de Lipídeos , Microcystis/metabolismo , Superóxido Dismutase/antagonistas & inibidores
11.
Huan Jing Ke Xue ; 34(8): 3064-70, 2013 Aug.
Artigo em Chinês | MEDLINE | ID: mdl-24191549

RESUMO

A new type of combined ecological floating bed was developed on Swan Lake. It was combined with aquatic and hydrophilous plants and ancillary equipments that included floating controllers, water-cycling aerator systems and wave-making systems. Combined ecological floating bed changed the physical and chemical environment of Swan Lake and had an effect on the transportation and transformation of TN, NH4(+) -N and TP between overlying water and sediment during the experiment. The concentration change of TN, NH4(+) -N and TP and the effect of DO, Eh and pH on the nutrient in the overlying water and sediment were investigated. The results indicated that: in overlying water, the removal efficiencies of TN, NH4(+) -N and TP were 61.92%, 63.09% and 80.0%, respectively; the removal efficiencies of TN and NH4(+) -N were 23.79% and 37.04%, respectively; the concentration of TP increased by 43.71% in sediment during the experiment. The combined ecological floating bed influenced environmental factors such as DO, Eh and pH in overlying water in some degree. DO concentration rose from 8.7-8.9 mg x L(-1) to 9.3-10.4 mg x L(-1), and Eh concentration was from 163-178 mV to 191-198 mV. Both of them were higher than those in the contrast area. Phosphorus release was inhibited, and phosphorus adsorption was promoted through improving DO and Eh of the overlying water. The pH volatility was less and maintained between 7.51 and 8.32, and did not promote phosphorus release in sediment. TN, TP and NH4(+) -N in overlying water and TN and NH4(+) -N in sediment were significantly positively correlated with each other and with TP in sediment. The pH had no significant correlation with TN, TP and NH4(+) -N in overlying water and sediment. DO was significantly positively corrected with Eh in overlying water and was significantly negatively corrected with TP in sediment.


Assuntos
Sedimentos Geológicos/química , Lagos/química , Nitrogênio/análise , Fósforo/análise , Água Doce/química , Plantas
12.
Zhonghua Liu Xing Bing Xue Za Zhi ; 24(4): 276-80, 2003 Apr.
Artigo em Chinês | MEDLINE | ID: mdl-12820944

RESUMO

OBJECTIVE: To investigate the relation between various risk factors and benign prostatic hyperplasia (BPH). METHODS: A population based case-control study was conducted, including 100 BPH patients over 60 years old living in suburb of Shenyang as study group, and 100 elderly men with non-BPH (excluding prostatic cancer and prostatitis) as control group. Chi(2) test and non-conditional logistic regression were used for monovariate analysis and multivariate analysis, respectively. RESULTS: Data from monovariate analysis showed that BPH incidence was significantly related to body weight index, cigarette smoking, alcohol drinking, meal intake at the beginning of 1980's, hypertention and prostatitis, respectively. While multivariate non-conditional logistic analysis showed that BPH was related to five factors: prostatitis (OR = 5.577, 95% CI: 2.147 - 14.482), monthly intake of meats at the beginning of 1980's (OR = 4.930, 95% CI: 2.404 - 10.111), diastolic blood pressure (OR = 1.050, 95% CI: 1.017 - 1.083), cigarette smoking (OR = 0.660, 95% CI: 0.500 - 0.872) and alcohol consumption (OR = 0.650, 95% CI: 0.480 - 0.881). CONCLUSION: Prostatitis, monthly excessive intake of meats at the beginning of 1980's and high diastolic blood pressure were possible risk factors for BPH, while heavy cigarette smoking and alcohol consumption were possible protective factors for BPH.


Assuntos
Hiperplasia Prostática/epidemiologia , Idoso , Consumo de Bebidas Alcoólicas/efeitos adversos , Índice de Massa Corporal , Estudos de Casos e Controles , China/epidemiologia , Humanos , Modelos Logísticos , Masculino , Pessoa de Meia-Idade , Análise Multivariada , Prevalência , Hiperplasia Prostática/etiologia , Fatores de Risco , Fumar/efeitos adversos , População Suburbana
13.
Zhonghua Yu Fang Yi Xue Za Zhi ; 36(6): 366-9, 2002 Nov.
Artigo em Chinês | MEDLINE | ID: mdl-12641969

RESUMO

OBJECTIVE: To study the immunogenicity and safety of recombinant yeast-derived hepatitis B vaccine (YDV) in adults. METHODS: One hundred and twenty-four healthy teachers aged 22 approximately 58 years with serum negative HBsAg, anti-HBs, anti-HBc and with normal temperature were randomly selected from Beipiao city, Liaoning province. All the subjects were immunized with 5 microg/0.5 ml of YDV made by Beijing Institute of Biologic Products, for three doses at an interval of one and six months, respectively. RESULTS: The positivity of serum anti-HBs was 35.0%, 83.3%, 65.5% and 32.7% with a geometric mean titre (GMT) of 12.6 mIU/ml, 402.0 mIU/ml, 70.3 mIU/ml and 20.3 mIU/ml, respectively, three, seven, 12 and 24 months after immunization. The positivity and GMT of serum anti-HBs appeared the highest seven months after immunization, then began to decrease sharply. The positivity and GMT of serum anti-HBs in women was higher than that in men either three, or seven, or 12, or 24 months after immunization. The positivity of serum anti-HBs in those of 35 years or over was lower than that less than 35 years, seven months after immunization, but no age difference could be found 12 months after immunization. No local or systematic adverse reactions were found in all the subjects within three days after immunization. CONCLUSION: The recombinant yeast-derived hepatitis B vaccine (YDV) is immunogenic and safe for adults, but the persistency of serum anti-HBs in after immunization should be followed-up further.


Assuntos
Vacinas contra Hepatite B/imunologia , Vacinas Sintéticas/imunologia , Adulto , Fatores Etários , Anticorpos Anti-Hepatite B/sangue , Humanos , Imunização , Pessoa de Meia-Idade , Fatores Sexuais , Leveduras/genética
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