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1.
Molecules ; 29(8)2024 Apr 19.
Article En | MEDLINE | ID: mdl-38675693

Further assessment of ultraviolet C light-emitting diode (UVC-LED) irradiation for influencing shiitake mushrooms' (Lentinus edodes) volatile and sensory properties is needed. In this study, a comparison of UVC-LED irradiation treatment on the flavor profiles in various parts of shiitake mushrooms was conducted using gas chromatography-ion mobility spectrometry (GC-IMS) and sensory analysis. Sixty-three volatile compounds were identified in shiitake mushrooms. The fresh shiitake mushrooms were characterized by the highest values of raw mushroom odors. After UVC-LED treatment, the content of C8 alcohols decreased, especially that of 1-octen-3-ol, while the content of aldehydes increased, especially the content of nonanal and decanal. The score of fatty and green odors was enhanced. For fresh samples, the mushroom odors decreased and the mushroom-like odors weakened more sharply when treated in ethanol suspension than when treated with direct irradiation. The fruit odors were enhanced using direct UVC-LED irradiation for fresh mushroom samples and the onion flavor decreased. As for shiitake mushroom powder in ethanol suspension treated with UVC-LED, the sweaty and almond odor scores decreased and the vitamin D2 content in mushroom caps and stems reached 668.79 µg/g (dw) and 399.45 µg/g (dw), respectively. The results obtained from this study demonstrate that UVC-LED treatment produced rich-flavored, quality mushroom products.


Odorants , Shiitake Mushrooms , Ultraviolet Rays , Volatile Organic Compounds , Shiitake Mushrooms/chemistry , Volatile Organic Compounds/analysis , Odorants/analysis , Ion Mobility Spectrometry/methods , Gas Chromatography-Mass Spectrometry/methods
2.
PLoS One ; 17(8): e0271408, 2022.
Article En | MEDLINE | ID: mdl-36006900

The green synthesis of silver nanoparticles (AgNPs) using a water extract of Ginger (Zingiber officinale) root by microwave irradiation and its antibacterial activities have been reported. However, AgNPs prepared from different parts of ginger root water or ethanol extract by ultrasound synthesis and their antioxidant activity and whether the biogenic could be used to catalyze the reduction of hazardous dye are unknown. This study concentrated on the facile green synthesis of AgNPs prepared from different parts (unpeeled ginger, peeled ginger, and ginger peel) of ginger root water or ethanol extract by the ultrasound-assisted method. We studied their antioxidant activity and catalytic degradation of hazardous dye Direct Orange 26 (DO26) and Direct Blue 15 (DB15). The surface plasmon resonance (SPR) peak of AgNPs was at 428-443 nm. The biogenic AgNPs were approximately 2 nm in size with a regular spherical shape identified from TEM analysis. The ethanol extracts of dried unpeeled ginger and peeled ginger, fresh peeled ginger and ginger peel. The Z. officinale AgNPs synthesized by dried unpeeled ginger ethanol extract showed the best antioxidant activity. Their scavenging activities were significantly better than BHT (p <0.05). The different parts of ginger extracts showed no catalytic degradation activities of DB15 and DO26. Still, the synthesized Z. officinale AgNPs exhibited good catalytic degradation activities, while their ability to catalytic degradation to DB15 was better than DO26. In the additive ratio of 3 mL DB15, 0.1 mL NaBH4 and 0.1 mL AgNPs, the degradation rates of DB15 (or DO26) at 15 min, 30 min and 60 min were only 1.8% (0.9%), 2.8% (1.4%) and 3.5% (1.6%) in the absence of AgNPs. When adding Z. officinale AgNPs prepared from dried ginger peel ethanol extract or fresh ginger peel water extract, the degradation rates of DB15 sharply increased to 97% and 93% after 30 min, respectively. In conclusion, ginger extract has good antioxidant properties. Z. officinale AgNPs biosynthesis from ginger extract exhibit excellent catalytic degradation activities, especially for the ginger peel extract. They have application value in the treatment of textile effluents and provide a new idea and method for the comprehensive development and utilization of ginger resources.


Citrus sinensis , Metal Nanoparticles , Zingiber officinale , Anti-Bacterial Agents , Antioxidants , Azo Compounds , Ethanol , Green Chemistry Technology , Plant Extracts , Silver , Water
3.
ACS Omega ; 6(44): 29506-29515, 2021 Nov 09.
Article En | MEDLINE | ID: mdl-34778622

Vitamin D deficiency is a severe worldwide health issue. Edible mushrooms are an excellent vitamin D2 source and have gained popularity worldwide as a nutritional food. The objective of this study was to investigate the conversion efficiency of ergosterol to vitamin D2 in Agaricus bisporus and Cordyceps militaris mushrooms under ultraviolet (UV) irradiation directly through dry powder or in ethanol suspension (1:20 g/mL, solid to liquid ratio). Several parameters of UV irradiation conditions such as the material form (dry powder or dry powder in ethanol suspension), exposure time (30, 60, or 120 min), wavelength type (UV-C, UV-B, or UV-A), wavelength combination (UV-C plus UV-B, UV-C plus UV-A, UV-B plus UV-A, or UV-C plus UV-B plus UV-A), and wavelength sequence (UV-C → UV-B, UV-C → UV-A, UV-B → UV-A, or UV-C → UV-B → UV-A), were optimized. Under the optimal UV irradiation conditions (dry powder in ethanol suspension irradiated with UV-C at 40 cm for 120 min), vitamin D2 concentrations increased from not detectable to 72 µg/g (dw) in the A. bisporus dry powder and 1104 µg/g (dw) (about 15-fold increase) in the ethanol suspension. After UV irradiation, the vitamin D2 concentration increased from undetectable to 57 µg/g (dw) in the C. militaris dry powder. In contrast, UV irradiation increased the concentration to 877 µg/g (dw) (about 15-fold higher) in the ethanol suspension. Comparison of the effect of various wavelength combinations showed that UV-C irradiation is more effective than UV-A or UV-B. Furthermore, when irradiated by UV-C at a 40 cm irradiation distance in the ethanol suspension, the increase in vitamin D2 in A. bisporus and C. militaris mushrooms was time- or dose-dependent. The conversion rate of vitamin D2 was low to undetectable under dry powder irradiation, but its ergosterol loss rate was higher than in ethanol suspension irradiation. The ergosterol loss rate in dry C. militaris mushrooms was higher than in the dry A. bisporus mushroom powder. Ultraviolet irradiation in ethanol suspension could greatly increase the vitamin D2 concentration than directly on the dry powder and thus make edible mushrooms more practical as a natural vitamin D source for consumers after entirely removing the ethanol.

4.
ACS Omega ; 6(38): 24450-24461, 2021 Sep 28.
Article En | MEDLINE | ID: mdl-34604627

The silver nanoparticles (AgNPs) using the rhizome extract of Rhodiola rosea have been reported. However, their antioxidant activity and whether the biogenic AgNPs could be used to catalyze the reduction of hazardous dye or used as fluorescence enhancers are unknown. This study focused on the facile green synthesis of silver nanoparticles using the rhizome aqueous extract of R. rosea (G-AgNPs). We then studied their antioxidant activity and catalytic degradation of hazardous dye Direct Orange 26 (DO26) and Direct Blue 15 (DB15). Their effects on fluorescein's fluorescent properties were also evaluated. The chemical AgNPs (C-AgNPs) were synthesized by reducing solid sodium borohydride (NaBH4), and its above activities were compared with those of G-AgNPs. The formation of G-AgNPs was confirmed by the appearance of brownish-gray color and the surface plasmon resonance (SPR) peak at 437 nm. The biogenic AgNPs were approximately 10 nm in size with a regular spherical shape identified from transmission electron microscopy (TEM) analysis. G-AgNPs exhibited significantly improved 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging activity than butylated hydroxytoluene (BHT) and C-AgNPs (p < 0.05). The biogenic G-AgNPs were also found to function as an effective green catalyst in reducing DO26 and DB15 by NaBH4, which is superior to C-AgNPs. Furthermore, G-AgNPs showed better fluorescence enhancement activity than C-AgNPs, and the concentration required was lower. When the concentration of the G-AgNP solution was 64 nmol/L, the fluorescence intensity reached the maximum of 5460, with the fluorescence enhancement efficiency of 3.39, and the fluorescence activity was stable within 48 h. This study shows the efficacy of biogenic AgNPs in catalyzing the reduction of hazardous dye DO26 and DB15. Biogenic AgNPs could also be used as fluorescence enhancers in low concentrations.

5.
Steroids ; 172: 108870, 2021 08.
Article En | MEDLINE | ID: mdl-34038744

A novel synthetic route of producing ursodeoxycholic acid (UDCA) was developed through multiple reactions from plant-source dehydroepiandrosterone (DHEA), with a Mistunobu reaction and regioselective allyl oxidationat as the key steps. The reaction conditions of the key allyl oxidation reaction were also investigated and optimized, including solvent, oxidant and reaction temperature. In this novel route for the preparation of UDCA, most of the reaction steps have high conversions and overall yield up to 35% for 8 steps. Since all starting materials are cost-effective, commercially available and effectively avoided the risk of animal derived raw materials, this promising synthetic route offers economical and efficient strategies for potential production of UDCA.


Dehydroepiandrosterone/chemistry , Oxidants/chemistry , Ursodeoxycholic Acid/chemical synthesis , Oxidation-Reduction , Solvents
6.
Med Chem ; 17(8): 856-865, 2021.
Article En | MEDLINE | ID: mdl-32520691

BACKGROUND: Arylnaphthalene lignan lactones are a class of natural products containing the phenyl-naphthyl skeleton. Some arylnaphthalene lignan lactones have been used in clinical practice as antitumor agents, due to their cytotoxicity and inhibitory activities against DNA topoisomerase I (Topo I) and topoisomerase II (Topo II). OBJECTIVE: This study presents the design and synthesis of arylnaphthalene lignan lactones derivatives. The inhibitory activities against Topo I and Topo IIα and antitumor activities of these compounds were assayed. METHODS: A series of arylnaphthalene lignan lactones derivatives have been designed and synthesized, using the Diels-Alder reaction and Suzuki reaction as the key steps. Their antiproliferation activities were evaluated by sulforhodamine B assay on human breast cancer MDAMB-231, MDA-MB-435 and human cervical cancer HeLa cells. DNA relaxation assays were employed to examine the inhibitory activity of compounds 1-22 on Topo I and Topo IIα in vitro. Flow cytometry analysis was performed to study the drug effects on cell cycle progressions. RESULTS: Seven compounds exhibited the modest anti-proliferation activity with IC50 values between 1.36 and 20 µM. Compounds 3, 19 and 22 showed potent inhibitory activities with IC50 values less than 1 µM. DNA relaxation assay revealed that compound 22 showed potent inhibitory activity against Topo IIα in vitro. Compound 22 also induced DNA breaks in MDA-MB-435 cells evidenced by comet tails and the accumulation of γ-H2AX foci. The ability of 22 in inducing DNA breaks mediated by Topo IIα resulted in G2/M phase arrest and apoptosis. CONCLUSION: This work indicates that arylnaphthalene lignan lactones derivatives represent a novel type of Topo IIα inhibitory scaffold for developing new antitumor chemotherapeutic agents.


DNA Topoisomerases, Type II/metabolism , DNA Topoisomerases, Type I/metabolism , Drug Design , Lactones/chemical synthesis , Lactones/pharmacology , Lignans/chemistry , Naphthalenes/chemistry , Apoptosis/drug effects , Cell Line, Tumor , Chemistry Techniques, Synthetic , HeLa Cells , Humans , Lactones/chemistry , Topoisomerase I Inhibitors/chemical synthesis , Topoisomerase I Inhibitors/chemistry , Topoisomerase I Inhibitors/pharmacology , Topoisomerase II Inhibitors/chemical synthesis , Topoisomerase II Inhibitors/chemistry , Topoisomerase II Inhibitors/pharmacology
7.
Clin Proteomics ; 17: 32, 2020.
Article En | MEDLINE | ID: mdl-32944011

BACKGROUND: Ginkgolide B (GB), the extract of G. biloba leaves, has been shown to be protective against many neurological disorders, including Parkinson's disease (PD). Efforts have been made to synthesized ginkgolides analogs and derivatives with more targeted and smaller molecular weight. In the present study, four GB derivatives (GBHC-1-GBHC-4) were synthesized, and their protective roles in N-methyl-4-phenylpyridinium (MPP +) injured MN9D dopaminergic neuronal cell line were evaluated. Also, cell response mechanisms upon these GB derivatives treatment were analyzed by iTRAQ proteomics. METHODS: MN9D cells were treated with MPP + to induce in vitro cell models of PD. Four GB derivatives (GBHC-1-GBHC-4) were synthesized, and their protective roles on cell viability and apoptosis in in vitro PD model cells were evaluated by CCK8 assay, fluorescence-activated cell sorting and DAPI staining, respectively. The proteomic profiles of MPP+ injured MN9D cells pretreated with or without GB and GB derivatives were detected using the isobaric tags for relative and absolute quantification (iTRAQ) labeling technique. RESULTS: Pretreatment with GBHC-1-GBHC-4 noticeably increased cell viability and attenuated cell apoptosis in MPP+ -injured MN9D cells. Using proteomic analysis, we identified differentially expressed proteins upon GB and GB derivatives treatment. Chloride intracellular channel 4 (CLIC4) and "protein processing in endoplasmic reticulum" pathways participated in the protective roles of GB and GBHC-4. GB and GBHC-4 pretreatment could significantly reverse MPP+ -induced CLIC4 expression and translocation from cytoplasm to nucleus of MN9D cells. CONCLUSIONS: Quantitative comparative proteomic analysis identified differentially expressed proteins associated with GB and GB derivatives. We further verified the expression of CLIC4 by western blotting and immunocytochemistry assay. This bio-information on the identified pathways and differentially expressed proteins such as CLIC4 provide more targeted directions for the synthesis of more effective and targeted GB derivatives for the treatment of neurological disorders.

8.
ACS Omega ; 5(13): 7361-7368, 2020 Apr 07.
Article En | MEDLINE | ID: mdl-32280877

Vitamin D deficiency is a serious global health problem. Edible mushrooms are a good source of vitamin D for human health. The objective of this experiment was to investigate the efficiency of converting its precursor ergosterol to vitamin D2 in shiitake mushroom (Lentinus edodes) and oyster mushroom (Pleurotus ostreatus) powder in ethanol suspension under ultraviolet (UV) irradiation. UV irradiation conditions were optimized for several parameters, such as material form, wavelength, wavelength combination, and exposure time. Under the optimal conditions, UV irradiation increased the concentrations of vitamin D2 from undetectable to 40.59 ± 1.16 µg/g (dw) in dry shiitake mushroom powder and to 677.28 ± 40.42 µg/g (dw) (an approximately 16.69-fold increase) in ethanol suspension. The concentration of vitamin D2 increased from undetectable to 23.71 ± 5.72 µg/g (dw) in the dry oyster mushroom powder upon UV irradiation, whereas UV irradiation increased the concentration to 275.32 ± 48.45 µg/g (dw) (an approximately 11.61-fold increase) in the ethanol suspension. Comparing the effects of varying combinations of wavelengths showed that irradiation with UV-A, UV-C, or a combination of both is more effective than UV-B irradiation. In addition, the increase in vitamin D2 in shiitake mushrooms irradiated by UV-C was time-dependent, that is, dose-dependent. Nevertheless, the increase rates decreased with time. The concentration of ergosterol decreased with the increase in vitamin D2, but ergosterol was only partially converted to vitamin D2, whereas most of the ergosterol was probably UV-degraded. Exposure to ultraviolet light in ethanol suspension offers an effective way to increase the concentration of vitamin D2 and thus improve the nutritional value of edible mushrooms, as well as make them more functional as a source of vitamin D to improve the consumer health.

9.
Mol Med ; 25(1): 57, 2019 12 21.
Article En | MEDLINE | ID: mdl-31864312

The incidence and mortality of strokes have increased over the past three decades in China. Ischemic strokes can cause a sequence of detrimental events in patients, including increased permeability and dysfunction of the blood-brain barrier, brain edema, metabolic disturbance, endoplasmic reticulum stress, autophagy, oxidative stress, inflammation, neuron death and apoptosis, and cognitive impairment. Thrombolysis using recombinant tissue plasminogen activator (rtPA) and mechanical embolectomy with a retrievable stent are two recognized strategies to achieve reperfusion after a stroke. Nevertheless, rtPA has a narrow therapeutic timeframe, and mechanical embolectomy has limited rates of good neurological outcomes. EGb761 is a standardized and extensively studied extract of Ginkgo biloba leaves. The ginkgolides and bilobalide that constitute a critical part of EGb761 have demonstrated protective properties towards cerebral injury. Ginkgolides include Ginkgolide A (GA), Ginkgolide B (GB), Ginkgolide C (GC), Ginkgolide J (GJ), Ginkgolide K (GK), Ginkgolide L (GL), and Ginkgolide M (GM). This review seeks to elucidate the neuroprotective effects and mechanisms of ginkgolides, especially GA and GB, and bilobalide in cerebral injury following ischemic strokes.


Bilobalides , Brain Ischemia , Ginkgolides , Neuroprotective Agents , Phytochemicals , Animals , Brain Ischemia/drug therapy , Brain Ischemia/physiopathology , Ginkgo biloba , Humans , Mice , Plant Extracts , Rats
10.
Nat Prod Commun ; 8(3): 393-6, 2013 Mar.
Article En | MEDLINE | ID: mdl-23678819

Attraction of the soybean pod borer, Leguminivora glycinivorella (Matsumura), an economically important pest of soybean, to nine plant volatiles, alone or combined with two kinds of synthetic sex pheromone, ((E,E)-8,10-dodecadienyl acetate (EE8,10-12:Ac), or a blend of EE8,10-12:Ac and (E)-10-dodecenyl acetate in a 10:1 ratio), was evaluated in field trapping experiments in a soybean field in Harbin, China. By themselves, the plant volatiles (dose) linalool (0.1 mg), (Z)-3-hexenyl acetate (0.1 mg), and geraniol (0.1 mg, 1.0 mg) were weakly attractive to L. glycinivorella males, but significantly reduced mean catches when higher doses were combined with pheromones. Conversely, (E)-2-hexenal, benzaldehyde, and phenylacetaldehyde were not attractive to L. glycinivorella males at any dose tested, but significantly increased mean catch when certain doses were combined with the binary pheromone blend. Other plant volatiles, such as (Z)-3-hexen-1-ol, (Z)-3-hexenyl acetate, and (E)-2-hexenyl acetate, were unattractive on their own, but significantly reduced mean catch of L. glycinivorella males when certain doses were combined with the pheromones. These results suggest that efficacy of pheromone-baited traps for survey and monitoring of L. glycinivorella male moths may be enhanced by the addition of specific plant volatiles and that the relative dose is critical.


Sex Attractants/pharmacology , Acetaldehyde/analogs & derivatives , Acetaldehyde/pharmacology , Acetates/pharmacology , Aldehydes/pharmacology , Animals , Benzaldehydes/pharmacology , Hexanols/pharmacology , Lepidoptera/drug effects , Male
11.
Molecules ; 17(10): 12140-50, 2012 Oct 16.
Article En | MEDLINE | ID: mdl-23085661

In order to develop efficient lures for soybean pod borer Leguminivora glycinivorella (Matsumura) in China, (E,E)-8,10-dodecadienyl acetate (EE-8,10-12:Ac), the main component of the pheromone of L. glycinivorella, and 12 structurally-related compounds were synthesised in good overall yields, regiospecificities, and stereo-selectivities via coupling reactions catalysed by Li2CuCl4. The effect of different synthetic compounds, alone or in combination with EE-8,10-12:Ac, on numbers of captured L. glycinivorella males was evaluated. EE-8,10-12:Ac, (E)-10-dodecenyl acetate (E-10-12:Ac), (E)-8-dodecenol (E-8-12:OH), tetradecyl acetate (14:Ac), and (Z)-9-tetradecenyl acetate (Z-9-14:Ac) alone displayed different attractiveness to L. glycinivorella males. 14:Ac, E-8-12:OH, E-10-12:Ac, (E,E)-8,10-dodecadienal (EE-8,10-12:Ald), (E)-8-dodecenal (E-8-12:Ald), (E)-10-dodecenal (E-10-12:Ald) and Z-9-14:Ac all showed a synergistic effect to EE-8,10-12:Ac at certain dosages. The binary mixtures of EE-8,10-12:Ac and E-10-12:Ald, Z-9-14:Ac,14:Ac, E-8-12:Ald, EE-8,10-12:Ald, E-8-12:OH, or E-10-12:Ac in suitable ratios give 17.00-, 10.98-, 10.67-, 6.73-, 5.54-, 4.30- and 4.50-fold increases in trap catch, respectively, over the standard pheromone lure, and as novel pheromone blends, demonstrated potential use in pheromone traps to monitor or control L. glycinivorella populations in China.


Moths/physiology , Sex Attractants/chemical synthesis , Animals , Male , Sex Attractants/physiology , Sexual Behavior, Animal
12.
Biomed Mater ; 2(2): 102-6, 2007 Jun.
Article En | MEDLINE | ID: mdl-18458442

This paper reports two methods of synthesis for 1,2,4-trimethoxy-5-(1-methyl-2-phenyl-vinyl)-benzene, which was a key intermediate to synthesize the various Lamellarins. One method is by using the Wittig-Horner reaction and another is by the Grignard reaction. By conducting contrast experiments, we got the optimal reaction parameters for high yields. The newly formed intermediate was identified by means of IR spectrum, (1)H-NMR, (13)C-NMR and melting point measurements.


Biocompatible Materials/chemistry , Coumarins/chemistry , Materials Testing , Transition Temperature
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