A new phenolic compound, 6-(2-acetyl-3,5-dihydroxybenzyl)-4-hydroxy-3-methyl-2H-pyran-2-one(1), along with other six known phenolic derivatives(2-7), were isolated from the mangrove rhizosphere fungus Penicillium jant...A new phenolic compound, 6-(2-acetyl-3,5-dihydroxybenzyl)-4-hydroxy-3-methyl-2H-pyran-2-one(1), along with other six known phenolic derivatives(2-7), were isolated from the mangrove rhizosphere fungus Penicillium janthinellum HK1-6 cultured in potato dextrose broth medium containing 30 g L^(-1) of natural sea salt. The structure of the new compound(1) was elucidated by comprehensive analysis of spectroscopic data including 1D and 2D NMR spectra. The proposed biosynthetic pathway of compound 1 was also studied in this research. Interestingly, a brominated phenolic derivative, aryl bromide(compound 8), was obtained from this fungal strain cultured in medium containing 30 g L^-1 of NaBr instead of natural sea salt. Compound 8 is proposed as a new natural product and formed through bromination of compound 7 when the fungus was cultured with NaBr. The neuroprotective effect of compound 1 on oxygen-glucose deprivation(OGD)-induced injury was investigated in rat spinal cord astrocytes. MTT assay demonstrated that compound 1 can attenuate OGD-induced cell viability loss in rat spinal cord astrocytes.展开更多
a-Oxo ketene dithioacetals 2 via 1,2-nucleophilie addition by methallyl magnesius chloride afforded corresponding alcohols (3). Treated with water or methanol and catalyzed by Lewis acid, the alcohols 3 were converted...a-Oxo ketene dithioacetals 2 via 1,2-nucleophilie addition by methallyl magnesius chloride afforded corresponding alcohols (3). Treated with water or methanol and catalyzed by Lewis acid, the alcohols 3 were converted regiospecifical ly to substituted phenols 5' or related phenol methyl ethers 5 respectively. This reaction is a novel approach to the synthesis of phenols and their derivatives starting from non-aromatic precursors.展开更多
It has been reported that 1,4-diazabicyclo[2,2,2] octane(DABCO) can form complexed crystals with lithium alkals. Our experimental results show that DABCO can also form cocrystals with phenol derivatives such as phenol...It has been reported that 1,4-diazabicyclo[2,2,2] octane(DABCO) can form complexed crystals with lithium alkals. Our experimental results show that DABCO can also form cocrystals with phenol derivatives such as phenol(2), o-cresol(3), m-cresol(4), p-cresol(5), p-chlorophenol(6), and p-nitrophenol(7). The separa-展开更多
The paracetamol has more antioxidant properties than the salicylic acid on the several oxidative stress-forced models and one possible mechanism is due to electron or hydrogen transfer by the evaluated hydroxyl radica...The paracetamol has more antioxidant properties than the salicylic acid on the several oxidative stress-forced models and one possible mechanism is due to electron or hydrogen transfer by the evaluated hydroxyl radicals. The antioxidant mechanism for the compounds studied here was performed by molecular modeling using quantum chemical calculations at the B3LYP level of theory. Our results show that the paracetamol has more antioxidant properties than the salicylic acid in experimental and theoretical studies. The theoretical mechanism show that the hydrogen transfer is more favorable than the electron transfer. From the study it was concluded that the electron abstraction for paracetamol is more favored than salicylic acid.展开更多
Aggregation and deaggregation behaviors of the phenol derivatives with a branched hydrocarbon chain have been studied in the CH3OH and buffer solution. Combination with the aggregation number measurement and the cell ...Aggregation and deaggregation behaviors of the phenol derivatives with a branched hydrocarbon chain have been studied in the CH3OH and buffer solution. Combination with the aggregation number measurement and the cell adhesion experiment, the structure effect on the deaggregating abilities of the target molecules are discussed. The results indicate that 2-phytyl-4-methoxylphenol (11) is the most effective deaggregator in the system studied.展开更多
Ten compounds were isolated from Qianliang tea, a kind of dark tea fully fermented from the leaves of Camellia sinensis (L.) O. Kuntze vat. sinensis, and identified .as N-(2-hydroxyphenyl)-2-pyrrolidinone (1), p...Ten compounds were isolated from Qianliang tea, a kind of dark tea fully fermented from the leaves of Camellia sinensis (L.) O. Kuntze vat. sinensis, and identified .as N-(2-hydroxyphenyl)-2-pyrrolidinone (1), p-hydroxyacetophenone (2), salicifoliol (3), (-)-3-hydroxy-/q-ionone (4), p-hydroxy ethyl ciunamate (5), ethyl 4-(sulfooxy)benzoate (6), (+)-matairesinol (7), (-)-pinoresinol (8), (+)-lirioresinol-A (9), and caffeine (10), among which compound 1 was isolated as a new natural product, and compound 6 was isolated from Theaceae family for the first time. Compounds 3, 4, 5, 7, 8, and 9 were isolated from this species for the first time.展开更多
In recent decades,the continuous depletion of fossil fuels and the increasingly serious environmental issue have aroused wide attention on the development of biopolymers based on renewable biomass.Lignin is the second...In recent decades,the continuous depletion of fossil fuels and the increasingly serious environmental issue have aroused wide attention on the development of biopolymers based on renewable biomass.Lignin is the second most abundant organic bio-based macromolecule second to cellulose,and it can be widely found in plants.Furthermore,various phenol derivatives can be obtained by their depolymerization processes.The development of bio-renewable polymeric materials originating from lignin-derivative phenol monomers,such as vanillin,syringaldehyde,eugenol,vanillyl alcohol,vanillic acid,and ferulic acid,will not only valorize the bio-sourced materials but also effectively reduce petroleum resource consumption and mitigate the environmental pollution.Therefore,an updated overview of the synthesis processes of these bio-based polymers developed in the past decade,which includes both thermosets and thermoplastics such as epoxy,phenolic,polyimine,polybenzoxazine,polyurethane,and polyesters,are elucidated.In addition,the applications of these bio-based polymers and their composites in flame-retarded materials,degradable and reprocessable materials,dielectric materials,optoelectronic materials,as well as smart responsive materials are also intensively discussed.In line with the gradual development of synthesis technologies,we believe that derivatives of lignin will turn into one of the most promising materials to be considered for the preparation of high-performance and functional bio-based polymer materials.展开更多
基金supported by the National Natural Science Foundation of China (Nos.81703411, 41830535, U1606403)the Marine S&T Fund of Shandong Province for Pilot National Laboratory for Marine Science and Technology (Qingdao) (No.2018SD KJ0406-5)+3 种基金the National Science and Technology Major Project for Significant New Drugs Development (No.2018 ZX09735-004)the Program of Open Studio for Druggability Research of Marine Natural Productthe Pilot National Laboratory for Marine Science and Technology (Qingdao, China)Taishan Scholars Program, China。
文摘A new phenolic compound, 6-(2-acetyl-3,5-dihydroxybenzyl)-4-hydroxy-3-methyl-2H-pyran-2-one(1), along with other six known phenolic derivatives(2-7), were isolated from the mangrove rhizosphere fungus Penicillium janthinellum HK1-6 cultured in potato dextrose broth medium containing 30 g L^(-1) of natural sea salt. The structure of the new compound(1) was elucidated by comprehensive analysis of spectroscopic data including 1D and 2D NMR spectra. The proposed biosynthetic pathway of compound 1 was also studied in this research. Interestingly, a brominated phenolic derivative, aryl bromide(compound 8), was obtained from this fungal strain cultured in medium containing 30 g L^-1 of NaBr instead of natural sea salt. Compound 8 is proposed as a new natural product and formed through bromination of compound 7 when the fungus was cultured with NaBr. The neuroprotective effect of compound 1 on oxygen-glucose deprivation(OGD)-induced injury was investigated in rat spinal cord astrocytes. MTT assay demonstrated that compound 1 can attenuate OGD-induced cell viability loss in rat spinal cord astrocytes.
文摘a-Oxo ketene dithioacetals 2 via 1,2-nucleophilie addition by methallyl magnesius chloride afforded corresponding alcohols (3). Treated with water or methanol and catalyzed by Lewis acid, the alcohols 3 were converted regiospecifical ly to substituted phenols 5' or related phenol methyl ethers 5 respectively. This reaction is a novel approach to the synthesis of phenols and their derivatives starting from non-aromatic precursors.
基金Supported by the Excellent Young Teachers' Foundation of the State Education Commission of China
文摘It has been reported that 1,4-diazabicyclo[2,2,2] octane(DABCO) can form complexed crystals with lithium alkals. Our experimental results show that DABCO can also form cocrystals with phenol derivatives such as phenol(2), o-cresol(3), m-cresol(4), p-cresol(5), p-chlorophenol(6), and p-nitrophenol(7). The separa-
文摘The paracetamol has more antioxidant properties than the salicylic acid on the several oxidative stress-forced models and one possible mechanism is due to electron or hydrogen transfer by the evaluated hydroxyl radicals. The antioxidant mechanism for the compounds studied here was performed by molecular modeling using quantum chemical calculations at the B3LYP level of theory. Our results show that the paracetamol has more antioxidant properties than the salicylic acid in experimental and theoretical studies. The theoretical mechanism show that the hydrogen transfer is more favorable than the electron transfer. From the study it was concluded that the electron abstraction for paracetamol is more favored than salicylic acid.
基金Project supported by the National Natural Science Foundation of China (No. 20272078) and the Shanghai Municipal Science and Technology Commission (No. 03JC14083).
文摘Aggregation and deaggregation behaviors of the phenol derivatives with a branched hydrocarbon chain have been studied in the CH3OH and buffer solution. Combination with the aggregation number measurement and the cell adhesion experiment, the structure effect on the deaggregating abilities of the target molecules are discussed. The results indicate that 2-phytyl-4-methoxylphenol (11) is the most effective deaggregator in the system studied.
基金National Natural Science Foundation of China(Grant No.81172944)
文摘Ten compounds were isolated from Qianliang tea, a kind of dark tea fully fermented from the leaves of Camellia sinensis (L.) O. Kuntze vat. sinensis, and identified .as N-(2-hydroxyphenyl)-2-pyrrolidinone (1), p-hydroxyacetophenone (2), salicifoliol (3), (-)-3-hydroxy-/q-ionone (4), p-hydroxy ethyl ciunamate (5), ethyl 4-(sulfooxy)benzoate (6), (+)-matairesinol (7), (-)-pinoresinol (8), (+)-lirioresinol-A (9), and caffeine (10), among which compound 1 was isolated as a new natural product, and compound 6 was isolated from Theaceae family for the first time. Compounds 3, 4, 5, 7, 8, and 9 were isolated from this species for the first time.
基金National Natural Science Foundation of China,Grant/Award Numbers:51903106,51873082,52073123State Administration of Foreign Experts Affairs,Grant/Award Number:G2021144006L+3 种基金Distinguished Young Natural Science Foundation of Jiangsu Province,Grant/Award Number:BK20200027Key Laboratory of Bio-based Material Science&TechnologyNortheast Forestry UniversityMOE&SAFEA 111,Grant/Award Number:B13025。
文摘In recent decades,the continuous depletion of fossil fuels and the increasingly serious environmental issue have aroused wide attention on the development of biopolymers based on renewable biomass.Lignin is the second most abundant organic bio-based macromolecule second to cellulose,and it can be widely found in plants.Furthermore,various phenol derivatives can be obtained by their depolymerization processes.The development of bio-renewable polymeric materials originating from lignin-derivative phenol monomers,such as vanillin,syringaldehyde,eugenol,vanillyl alcohol,vanillic acid,and ferulic acid,will not only valorize the bio-sourced materials but also effectively reduce petroleum resource consumption and mitigate the environmental pollution.Therefore,an updated overview of the synthesis processes of these bio-based polymers developed in the past decade,which includes both thermosets and thermoplastics such as epoxy,phenolic,polyimine,polybenzoxazine,polyurethane,and polyesters,are elucidated.In addition,the applications of these bio-based polymers and their composites in flame-retarded materials,degradable and reprocessable materials,dielectric materials,optoelectronic materials,as well as smart responsive materials are also intensively discussed.In line with the gradual development of synthesis technologies,we believe that derivatives of lignin will turn into one of the most promising materials to be considered for the preparation of high-performance and functional bio-based polymer materials.