ABSTRACT
Five new tetralones, daldiniones A-E (1-5), three new chromones, 7-hydroxy-5-methoxy-2,3-dimethylchromone (9), 5-methoxy-2-propylchromone (10), and 7-ethyl-8-hydroxy-6-methoxy-2,3-dimethylchromone (11), and two new lactones, helicascolides D and E (16 and 17), together with nine known metabolites (6-8, 12-15, and 18-19) were isolated from the mangrove-derived fungus Daldinia eschscholtzii HJ004. The structures and absolute configurations of the new compounds were determined by analyzing MS and NMR data and utilizing GIAO based 13C NMR chemical shift calculations and quantum chemical electronic circular dichroism (ECD) calculations. Compounds 9, 13, and 18 showed inhibitory activities against α-glucosidase with IC50 values of 13, 15, and 16 µM, respectively.
Subject(s)
Avicennia/chemistry , Polyketides/isolation & purification , Xylariales/chemistry , Avicennia/microbiology , Molecular Structure , Polyketides/chemistry , Spectrum Analysis/methods , Xylariales/isolation & purificationABSTRACT
Three new cytosporone derivatives dothiorelones K-M (1, 2 and 7), together with six known ones (3-6, 8 and 9) were isolated from the mangrove-derived fungus Dothiorella sp. ML002. Their structures were determined by comprehensive 1D, 2D NMR spectroscopic and HR-ESI-MS spectroscopic data. Compounds 1, 2 and 5 displayed inhibitory activities against α-glucosidase with the IC50 values of 22.0, 77.9 and 5.4⯵g/mL, respectively. Additionally, compounds 1, 2, and 5 also exhibited antibacterial activities against Staphylococcus aureus (ATCC 6538) with the same MIC values of 50⯵g/mL, respectively. The results indicated that cytosporone derivatives will be useful to as diabetes control agents.
Subject(s)
Ascomycota/chemistry , Benzopyrans/pharmacology , Resorcinols/pharmacology , Anti-Bacterial Agents/isolation & purification , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/toxicity , Benzopyrans/isolation & purification , Benzopyrans/toxicity , Cell Line, Tumor , Glycoside Hydrolase Inhibitors/isolation & purification , Glycoside Hydrolase Inhibitors/pharmacology , Glycoside Hydrolase Inhibitors/toxicity , Humans , Microbial Sensitivity Tests , Resorcinols/isolation & purification , Resorcinols/toxicity , Staphylococcus aureus/drug effectsABSTRACT
Two new polyketides, 8-O-methylnodulisporin F (1) and nodulisporin H (2), two new naphthoquinones, 5-hydroxy-2-methoxy-6,7-dimethyl-1,4-naphthoquinone (3) and 5-hydroxy-2-methoxynaphtho[9-c]furan-1,4-dione (4), and a new naphthofuran 1,3,8-trimethoxynaphtho[9-c]furan (5), along with five known compounds 4-O-methyl eleutherol (6), 2-acetyl-7-methoxybenzofuran (7), (-)-orthosporin (8), diaporthin (9), and 6-hydroxymellein (10), were obtained from the EtOAc extract of the mangrove-derived fungus Daldinia eschscholtzii HJ004. The structures of the isolated compounds were elucidated by extensive NMR and MS analyses, while the absolute configurations of the stereogenic carbons were established based on experimental and calculated electronic circular dichroism spectra. Compounds 4 and 7 displayed a potent inhibitory activity against α-glucosidase with the IC50 values of 5.7 and 1.1 µg/mL, respectively. Compounds 1 and 2 showed a moderate antibacterial activity against Staphylococcus aureus, methicillin-resistant S. aureus (MRSA) and Bacillus cereus, with minimum inhibitory concentration (MIC) values ranging from 6.25 to 12.5 µg/mL. Compound 3 exhibited antibacterial activity against B. cereus with the MIC value of 12.5 µg/mL.
Subject(s)
Fungi/metabolism , Heterocyclic Compounds/chemistry , Rhizophoraceae/microbiology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Bacteria/drug effects , Fungi/chemistry , Glycoside Hydrolase Inhibitors/chemistry , Glycoside Hydrolase Inhibitors/pharmacology , Heterocyclic Compounds/metabolism , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular StructureABSTRACT
A new isopimarane-type diterpene clinacanoid A (1) together with seven known terpenoids (2-8) were obtained from the Clinacanthus nutans. Their structures were elucidated based on extensive spectroscopic analysis (NMR, HR-ESI-MS), and the absolute configuration of 1 was established based on single crystal X-ray diffraction. The inhibitory activity of all the compounds on NO production in lipopolysaccharide-induced (LPS) mouse leukemic monocyte macrophage RAW264.7 cells was evaluated. Among them, compounds 1 and 3 showed potential anti-inflammatory activities, with IC50 values of 13.3 ± 0.3 and 12.4 ± 0.4 µM, respectively.
ABSTRACT
A new isoflavone (Z)-5,7,4'-trihydroxy-3'-[3-hydroxy-3-methyl-1-butenyl] isoflavone (1) together with seven known isoflavones (2-8) were isolated from the fruits of the Ficus auriculata. Their structures were established on the basis of 1 D, 2 D-NMR spectroscopic data and HR-ESI-MS analysis. All compounds were evaluated for their antibacterial activities against five pathogenic bacteria in vitro. Compounds 3 and 4 exhibited significant antibacterial activities against five pathogenic bacteria with the MIC values ranging from 1.25 to 20 µg/mL.[Formula: see text].
Subject(s)
Ficus , Isoflavones , Anti-Bacterial Agents/chemistry , Ficus/chemistry , Fruit/chemistry , Isoflavones/chemistry , Molecular Structure , Plant Extracts/chemistryABSTRACT
Objective: This study is to explore the predictive value of erythrocyte-derived microparticles (ErMPs) in patients with acute coronary syndrome (ACS). Materials & methods: Total 305 subjects were enrolled and divided into the control group and ACS group. Flow cytometry was used to detect the ErMPs. The Gensini score was calculated based on the results of the coronary angiography. Results: Compared with that in the control group, the ErMPs concentration in the ACS group increased significantly and the concentration of ErMPs was correlated with the ACS risk. The concentration of ErMPs and the percentage of ErMPs were positively correlated with the Gensini score. Conclusion: ErMPs may be a new biomarker for predicting the ACS risk and the coronary artery disease severity.
Subject(s)
Acute Coronary SyndromeABSTRACT
Two new compounds penibenzophenones A-B (1-2), and the synthetic α,ß-unsaturated amide alkaloid (E)-tert-butyl(3-cinnamamidopropyl)carbamate (4), newly identified as a natural product, alone with three known ones (3, 5-6) were isolated from the EtOAc extract of the endophytic fungus Penicillium citrinum HL-5126 isolated from the mangrove Bruguiera sexangula var. rhynchopetala collected in the South China Sea. Compound 1 was a chlorinated benzophenone. The structures of 1-6 were elucidated by extensive NMR spectral interpretation, MS data and X-ray analysis. The new compound 2 displayed cytotoxic activity against human A549 cell lines with an IC50 value of 15.7 µg/mL, and 1 showed antibacterial activity against Staphylococcus aureus with a MIC value of 20 µg/mL.
Subject(s)
Alkaloids/pharmacology , Anti-Bacterial Agents/pharmacology , Benzophenones/pharmacology , Penicillium/chemistry , A549 Cells , Alkaloids/chemistry , Alkaloids/isolation & purification , Amides/chemistry , Anti-Bacterial Agents/isolation & purification , Benzophenones/isolation & purification , Crystallography, X-Ray , Drug Evaluation, Preclinical/methods , Endophytes/chemistry , Humans , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests , Molecular Structure , Rhizophoraceae/microbiology , Staphylococcus aureus/drug effects , WetlandsABSTRACT
One new cytochalasin metabolite [11]-cytochalasa-5(6),13-diene-1,21-dione-7,18-dihydroxy-16,18-dimethyl-10-phenyl-(7S*,13E,16S*,18R*) (1), together with three known compounds (2-4) were obtained from the EtOAc extract of the endophytic fungus Daldinia eschscholtzii HJ001 isolated from the mangrove Brguiera sexangula var. rhynchopetala collected in the South China Sea. Their structures were elucidated by the detailed analysis of comprehensive spectroscopic data. Compounds 1 and 2 were evaluated for their antibacterial and cytotoxic activities.
Subject(s)
Cytochalasins/chemistry , Xylariales/metabolism , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cell Line, Tumor , Cytochalasins/metabolism , Cytochalasins/pharmacology , Endophytes/chemistry , Endophytes/metabolism , Hep G2 Cells , Humans , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests , Molecular Structure , Wetlands , Xylariales/chemistryABSTRACT
A new hexahydrobenzopyran derivative cytosporin L (1), and another eight known compounds were isolated from the gorgonian-derived fungus Eutypella sp. collected from the South China Sea. The structure of 1 was elucidated by comprehensive spectroscopic data. The absolute configuration of 1 was determined by a chemical reaction and the modified Mosher's method. The isolated secondary metabolites were evaluated for their antibacterial activities. Compound 1 showed antibacterial activity towards Micrococcus lysodeikticus and Enterobacter aerogenes with the same MIC values of 3.12 µM. Compounds 1-3 were evaluated for antiviral activities. Compounds 1 and 2 obviously inhibited the respiratory syncytial virus (RSV) with the IC50 values of 72.01 and 30.25 µM, respectively.