A new isochromanone,cladosporinisochromanone(1),accompanied by 15 known compounds(2–16)were obtained from secondary metabolites produced by marine-derived fungus Cladosporium sp.DLT-5.NMR and HRESIMS spectra elucidat...A new isochromanone,cladosporinisochromanone(1),accompanied by 15 known compounds(2–16)were obtained from secondary metabolites produced by marine-derived fungus Cladosporium sp.DLT-5.NMR and HRESIMS spectra elucidation determined the planar structure of 1.Subsequent electronic circular dichroism(ECD)experiment assigned the absolute configuration of 1.Compounds 1,2,4–6,and 10 displayed different degrees of neuroprotective activities on human neuroblastoma cells SH-SY5Y.Five compounds(1,3–5,and 13)emerged resistance to protein tyrosine phosphatase 1B(PTP1B),further kinetic analysis and molecular docking study indicated that the most potent compound 13(IC50value of 10.74±0.61μmol/L)was found as a noncompetitive inhibitor for PTP1B.Surface plasmon resonance(SPR)and molecular docking studies also demonstrated the interaction between compound 12 and Niemann-Pick C1 Like 1(NPC1L1),which has been identified as significant therapeutic target for hypercholesteremia.In addition,compounds 3,6,and 14 showed attractive inhibitory activity against the phytopathogenic fungi:Colletotrichum capsici.Therefore,library of Cladosporium metabolites is enriched and new active uses of known compounds are explored.展开更多
Investigations on the chemical constituents from the ethanol extract of the agarwood originating from Aquilaria filaria led to the isolation of 26 compounds by column chromatography,including silica gel,Sephadex LH-20...Investigations on the chemical constituents from the ethanol extract of the agarwood originating from Aquilaria filaria led to the isolation of 26 compounds by column chromatography,including silica gel,Sephadex LH-20,and semi-preparative high-performance liquid chromatography.Their structures were determined to beβ-sitostenone(1),24α-ethyl-cholestan-3α-ol(2),ergosta-4,6,8(14),22-tetraene-3-one(3),gypsogenin(4),hederagenin(5),17αH-trisnorhopanone(6),lupeol(7),friedelin(8),(-)-episyringaresinol(9),(-)-syringaresinol(10),5-hydroxy-7,4′-dimethoxyflavone(11),5,4’-dihydroxy-7,3′-dimethoxyflavone(12),2′-hydroxy-4,3′,6′,4′′-tetramethoxy-p-terphenyl(13),scopularide A(14),4-(4-hydroxyphenyl)butan-2-one(15),zingerone(16),coniferaldehyde(17),scopoletin(18),acetovanillon(19),isovanillin(20),vanillin(21),p-hydroxybenzaldehyde(22),p-hydroxybenzoic acid(23),protocatechuic acid(24),vanillic acid(25)and 4,5-dihydroxy-3-methoxybenzoic acid(26)by using spectroscopic techniques.All compounds were isolated from agarwood of A.filaria for the first time,and this was also the first report about the isolation of compounds 2,4,6,7,9,10,13-15,17-20,22,24 and 26 from agarwood and Aquilaria plants.展开更多
基金Supported by the China Agriculture Research System of MOF and MARA(CARS-21)the Financial Fund of the Ministry of Agriculture and Rural Affairs,China(No.NFZX2021)the National Natural Science Foundation of China(No.81973568)。
文摘A new isochromanone,cladosporinisochromanone(1),accompanied by 15 known compounds(2–16)were obtained from secondary metabolites produced by marine-derived fungus Cladosporium sp.DLT-5.NMR and HRESIMS spectra elucidation determined the planar structure of 1.Subsequent electronic circular dichroism(ECD)experiment assigned the absolute configuration of 1.Compounds 1,2,4–6,and 10 displayed different degrees of neuroprotective activities on human neuroblastoma cells SH-SY5Y.Five compounds(1,3–5,and 13)emerged resistance to protein tyrosine phosphatase 1B(PTP1B),further kinetic analysis and molecular docking study indicated that the most potent compound 13(IC50value of 10.74±0.61μmol/L)was found as a noncompetitive inhibitor for PTP1B.Surface plasmon resonance(SPR)and molecular docking studies also demonstrated the interaction between compound 12 and Niemann-Pick C1 Like 1(NPC1L1),which has been identified as significant therapeutic target for hypercholesteremia.In addition,compounds 3,6,and 14 showed attractive inhibitory activity against the phytopathogenic fungi:Colletotrichum capsici.Therefore,library of Cladosporium metabolites is enriched and new active uses of known compounds are explored.
基金National Key Research & Development Program of China (Grant No. 2018YFC1706400)National Natural Science Foundation of China (Grant No. 31870668)China Agriculture Research System (Grant No. CARS-21)。
文摘Investigations on the chemical constituents from the ethanol extract of the agarwood originating from Aquilaria filaria led to the isolation of 26 compounds by column chromatography,including silica gel,Sephadex LH-20,and semi-preparative high-performance liquid chromatography.Their structures were determined to beβ-sitostenone(1),24α-ethyl-cholestan-3α-ol(2),ergosta-4,6,8(14),22-tetraene-3-one(3),gypsogenin(4),hederagenin(5),17αH-trisnorhopanone(6),lupeol(7),friedelin(8),(-)-episyringaresinol(9),(-)-syringaresinol(10),5-hydroxy-7,4′-dimethoxyflavone(11),5,4’-dihydroxy-7,3′-dimethoxyflavone(12),2′-hydroxy-4,3′,6′,4′′-tetramethoxy-p-terphenyl(13),scopularide A(14),4-(4-hydroxyphenyl)butan-2-one(15),zingerone(16),coniferaldehyde(17),scopoletin(18),acetovanillon(19),isovanillin(20),vanillin(21),p-hydroxybenzaldehyde(22),p-hydroxybenzoic acid(23),protocatechuic acid(24),vanillic acid(25)and 4,5-dihydroxy-3-methoxybenzoic acid(26)by using spectroscopic techniques.All compounds were isolated from agarwood of A.filaria for the first time,and this was also the first report about the isolation of compounds 2,4,6,7,9,10,13-15,17-20,22,24 and 26 from agarwood and Aquilaria plants.
