Wampee(Clausena lansium)is an important evergreen fruit tree native to southern China that has a long history of use for medicinal purposes.Here,a chromosome-level genome of C.lansium was constructed with a genome siz...Wampee(Clausena lansium)is an important evergreen fruit tree native to southern China that has a long history of use for medicinal purposes.Here,a chromosome-level genome of C.lansium was constructed with a genome size of 282.9 Mb and scaffold N50 of 30.75 Mb.The assembled genome contains 48.70%repetitive elements and 24,381 protein-coding genes.Comparative genomic analysis showed that C.lansium diverged from Aurantioideae 15.91-24.95 million years ago.Additionally,some expansive and specific gene families related to methyltransferase activity and S-adenosylmethionine-dependent methyltransferase activity were also identified.Further analysis indicated that N-methyltransferase(NMT)is mainly involved in alkaloid biosynthesis and O-methyltransferase(OMT)participates in the regulation of coumarin accumulation in wampee.This suggested that wampee's richness in alkaloids and coumarins might be due to the gene expansions of NMT and OMT.The tandem repeat event was one of the major reasons for the NMT expansion.Hence,the reference genome of C.lansium will facilitate the identification of some useful medicinal compounds from wampee resources and reveal their biosynthetic pathways.展开更多
The structures of two novel lactams isolated from Clausena lansium were elucidated mainly on the bases of their spectral data. They are homoclausenamide(1),a -lactam,and zetaclausenamide(4), an eight-membered ring lac...The structures of two novel lactams isolated from Clausena lansium were elucidated mainly on the bases of their spectral data. They are homoclausenamide(1),a -lactam,and zetaclausenamide(4), an eight-membered ring lactam.展开更多
Four hitherto unknown prenylated coumarins,namely 600-O-b-D-apiofuranosylapterin(1),40-O-isobutyroylpeguangxienin(2),6-(3-methyl-2-oxobutyroyl)-7-methoxycoumarin(3),and 6-hydroxycoumurrayin(4),were isolated from the ...Four hitherto unknown prenylated coumarins,namely 600-O-b-D-apiofuranosylapterin(1),40-O-isobutyroylpeguangxienin(2),6-(3-methyl-2-oxobutyroyl)-7-methoxycoumarin(3),and 6-hydroxycoumurrayin(4),were isolated from the ethanol extract of Heracleum stenopterum,Peucedanum praeruptorum,Clausena lansium,and Murraya paniculata,respectively.Their chemical structures were established on the basis of extensive spectroscopic analysis.Compound 2 exhibited in vitro cytotoxic activity against five human cancer cell lines(HL-60,A-549,SMMC-7721,MCF-7,and SW-480)with IC50 values ranging from 15.9 to 23.2μM.展开更多
The spectral data and chemical properties of two new amides isolated from Clausena lansium led to the assignment of acyclic structures of C-6 and C-7. The absolute configurations of the two chiral carbons in C-6 were ...The spectral data and chemical properties of two new amides isolated from Clausena lansium led to the assignment of acyclic structures of C-6 and C-7. The absolute configurations of the two chiral carbons in C-6 were determined by degradation to be 3S4R.展开更多
Two new cyclic nonapeptides,named clausenlanins A(1)and B(2),were isolated from the roots and rhizomes of Clausena lansium.Their structures were elucidated as cyclo-(Gly^(1)-L-Leu^(2)-L-Ile^(3)-L-Leu^(4)-L-Leu^(5)-L-L...Two new cyclic nonapeptides,named clausenlanins A(1)and B(2),were isolated from the roots and rhizomes of Clausena lansium.Their structures were elucidated as cyclo-(Gly^(1)-L-Leu^(2)-L-Ile^(3)-L-Leu^(4)-L-Leu^(5)-L-Leu^(6)-L-Leu^(7)-L-Leu^(8)-L-Leu^(9))(1)and cyclo-(Gly^(1)-L-Leu^(2)-L-Val^(3)-L-Leu^(4)-L-Leu^(5)-L-Leu^(6)-L-Leu^(7)-L-Leu^(8)-L-Leu^(9))(2)respectively on the basis of extensive spectroscopic analysis,particularly 2D NMR spectra taken at the temperature of 338 or 303 K and MS.展开更多
The present study carried out a phytochemical investigation of the methanol extract of the branches and leaves of Clausena lansium and afforded nine carbazole alkaloids(compounds 1–9) including two new carbazole alka...The present study carried out a phytochemical investigation of the methanol extract of the branches and leaves of Clausena lansium and afforded nine carbazole alkaloids(compounds 1–9) including two new carbazole alkaloids, claulansiums A and B(compounds 1 and 2). The new compounds were elucidated on the basis of extensive spectroscopic data(MS, NMR, IR, and UV) and the known compounds were identified by comparing spectroscopic data with those reported in literature. All the isolated compounds were tested for their cytotoxic activity against A549 and Hela cancer cell lines. Our results showed that compounds 2–6 exhibited varying degrees of cytotoxicity to cancer cells, with IC_(50) values ranging from 8.67 to 98.89 μmol·L^(-1).展开更多
BACKGROUND： Aggregation of β-amyloid peptide （A β ）, excitatory intoxication, oxidation injury and inflammation reaction are generally regarded as the main pathogenesis for Alzheimer disease （AD）. （ - ） claus...BACKGROUND： Aggregation of β-amyloid peptide （A β ）, excitatory intoxication, oxidation injury and inflammation reaction are generally regarded as the main pathogenesis for Alzheimer disease （AD）. （ - ） clausenamide is characterized by promoting intelligent development, resisting oxidation, cleaning free radicals, resisting A β neurotoxicity and nerve cell apoptosis, inhibiting over phosphorylation of tau protein, and improving central cholinergic system. However, whether （-） clausenamide has an effect on hippocampal neuron apoptosis or not need further study. OBJECTIVE： To observe the effect of （ - ） clausenamide on survival rate of hippocampal neurons due to sodium nitroprusside （SNP） and analyze the possible pathways. DESIGN： Contrast observation. SETTING： Institute of Biochemistry and Molecular Biology, Guangdong Medical College. MATERIALS： A total of 12 male SD rats of 24 hours old were provided by the Experimental Animal Center of Guangdong Medical College. The primer was synthesized by Beijing Huada Genetic Engineering Company and （-） clausenamide （99.6%） was provided by Pharmacological Department of Chinese Academy of Medical Sciences. SNP was provided by Sigma Company. METHODS： Bilateral hippocampus was collected from newborn rats to establish single cell suspension. On the 12th day, hippocampal neurons were pretreated with 0.2, 0.4, 0.8 and 1.6 la mol/L （ - ） clausenamide for 6 hours; the culture medium was gotten rid of and neurons were washed with non-serum DMEM solution for three times. In addition, non-serum DMEM solution was added with the above mentioned volume of （ - ） clausenamide and 50 μ mol/L SNP to culture neurons for 24 hours and the collected cells were prepared for the experiment. Neurons were equally divided into control group （culture medium control）, model group （SNP treatment） and experimental group [（ - ） clausenamide ＋ SNP]. Experiment of each group was done for three times at least. Survival rate of cells was measured with MTT chromatometry; levels of mRNA of hippocampal neuron bcl-2 and bax gene were detected with reverse transcription polymerase chain reaction （RT-PCR）; expression of hippocampal neuron Bcl-2 and Bax protein was measured with Western blot technique. MAIN OUTCOME MEASURES： ① Effect of （-） clausenamide on survival rate of SNP-induced hippocampal neuron apoptosis; ②bcl-2 and bax mRNA and protein expression ofhippocampal neurons. RESULTS： ①Survival rate of hippocampal neurons： Survival rate of hippocampal neurons affected by 0.4 - 1.6 μ mol/L （ - ） clausenamide was higher in the experimental group than the model group （P 〈 0.01）, and the survival rate was increased with the larger volume of （ - ） clausenamide. Survival rate was the highest when hippocampal neurons were induced by 1.6 μ mol/L, and it had obvious dosage dependence （P 〈 0.01）. ②Expression of bcl-2 and bax mRNA： Hippocampal neurons were pretreated with 0.2 - 1.6 μ mol/L （ - ） clausenamide for 6 hours in the experimental group and strap of PCR product of bcl-2 gene was brightened gradually. This suggested that, with the increase of concentration, expression of bcl-2 mRNA was increased simultaneously. However, when strap of PCR product of bax gene was darkened, expression of bax was decreased with the increase of concentration. ③Expression of Bcl-2 and Bax protein： Hippocampal neurons were pretreated with 0.2 - 1.6 μ mol/L （ - ） clausenamide for 6 hours in the experimental group and strap of PCR product of Bcl-2 protein was thickened gradually. This suggested that, with the increase of concentration, expression of Bcl-2 protein was increased simultaneously. However, when strap of PCR product of Bax protein was thinned, expression of Bax protein was decreased with the increase of concentration. CONCLUSION： （ - ） clausenamide can resist neurotoxic effect of SNP through dosage dependence, and the mechanism may be related to promoting expression of anti-apoptotic bcl-2 gene and inhibiting expression of pro-apoptotic bax gene.展开更多
基金supported by the Central Public-interest Scientific Institution Basal Research Fund for the Chinese Academy of Tropical Agricultural Sciences(1630062019010 and 1630062020010)the Fund of Protection of Species Resources for the Ministry of Agriculture and Rural Affairs of China(125A0605)。
文摘Wampee(Clausena lansium)is an important evergreen fruit tree native to southern China that has a long history of use for medicinal purposes.Here,a chromosome-level genome of C.lansium was constructed with a genome size of 282.9 Mb and scaffold N50 of 30.75 Mb.The assembled genome contains 48.70%repetitive elements and 24,381 protein-coding genes.Comparative genomic analysis showed that C.lansium diverged from Aurantioideae 15.91-24.95 million years ago.Additionally,some expansive and specific gene families related to methyltransferase activity and S-adenosylmethionine-dependent methyltransferase activity were also identified.Further analysis indicated that N-methyltransferase(NMT)is mainly involved in alkaloid biosynthesis and O-methyltransferase(OMT)participates in the regulation of coumarin accumulation in wampee.This suggested that wampee's richness in alkaloids and coumarins might be due to the gene expansions of NMT and OMT.The tandem repeat event was one of the major reasons for the NMT expansion.Hence,the reference genome of C.lansium will facilitate the identification of some useful medicinal compounds from wampee resources and reveal their biosynthetic pathways.
文摘The structures of two novel lactams isolated from Clausena lansium were elucidated mainly on the bases of their spectral data. They are homoclausenamide(1),a -lactam,and zetaclausenamide(4), an eight-membered ring lactam.
文摘Four hitherto unknown prenylated coumarins,namely 600-O-b-D-apiofuranosylapterin(1),40-O-isobutyroylpeguangxienin(2),6-(3-methyl-2-oxobutyroyl)-7-methoxycoumarin(3),and 6-hydroxycoumurrayin(4),were isolated from the ethanol extract of Heracleum stenopterum,Peucedanum praeruptorum,Clausena lansium,and Murraya paniculata,respectively.Their chemical structures were established on the basis of extensive spectroscopic analysis.Compound 2 exhibited in vitro cytotoxic activity against five human cancer cell lines(HL-60,A-549,SMMC-7721,MCF-7,and SW-480)with IC50 values ranging from 15.9 to 23.2μM.
文摘The spectral data and chemical properties of two new amides isolated from Clausena lansium led to the assignment of acyclic structures of C-6 and C-7. The absolute configurations of the two chiral carbons in C-6 were determined by degradation to be 3S4R.
基金the Program for Jiangsu Province Innovative Research Team,the National Basic Research Program of China(2013CB127505)the National Natural Science Foundation of China(31470428)+1 种基金the Project of State Key Laboratory of Natural Medicines(SKLNMZZCX201614)the Foundation of High-level Talent Introduction of China Pharmaceutical University.We are grateful to Prof.Yu-Min Shui(Kunming Institute of Botany,CAS)for identification of the material.
文摘Two new cyclic nonapeptides,named clausenlanins A(1)and B(2),were isolated from the roots and rhizomes of Clausena lansium.Their structures were elucidated as cyclo-(Gly^(1)-L-Leu^(2)-L-Ile^(3)-L-Leu^(4)-L-Leu^(5)-L-Leu^(6)-L-Leu^(7)-L-Leu^(8)-L-Leu^(9))(1)and cyclo-(Gly^(1)-L-Leu^(2)-L-Val^(3)-L-Leu^(4)-L-Leu^(5)-L-Leu^(6)-L-Leu^(7)-L-Leu^(8)-L-Leu^(9))(2)respectively on the basis of extensive spectroscopic analysis,particularly 2D NMR spectra taken at the temperature of 338 or 303 K and MS.
基金supported by the National Natural Science Foundation of China(No.31660094)
文摘The present study carried out a phytochemical investigation of the methanol extract of the branches and leaves of Clausena lansium and afforded nine carbazole alkaloids(compounds 1–9) including two new carbazole alkaloids, claulansiums A and B(compounds 1 and 2). The new compounds were elucidated on the basis of extensive spectroscopic data(MS, NMR, IR, and UV) and the known compounds were identified by comparing spectroscopic data with those reported in literature. All the isolated compounds were tested for their cytotoxic activity against A549 and Hela cancer cell lines. Our results showed that compounds 2–6 exhibited varying degrees of cytotoxicity to cancer cells, with IC_(50) values ranging from 8.67 to 98.89 μmol·L^(-1).
文摘BACKGROUND： Aggregation of β-amyloid peptide （A β ）, excitatory intoxication, oxidation injury and inflammation reaction are generally regarded as the main pathogenesis for Alzheimer disease （AD）. （ - ） clausenamide is characterized by promoting intelligent development, resisting oxidation, cleaning free radicals, resisting A β neurotoxicity and nerve cell apoptosis, inhibiting over phosphorylation of tau protein, and improving central cholinergic system. However, whether （-） clausenamide has an effect on hippocampal neuron apoptosis or not need further study. OBJECTIVE： To observe the effect of （ - ） clausenamide on survival rate of hippocampal neurons due to sodium nitroprusside （SNP） and analyze the possible pathways. DESIGN： Contrast observation. SETTING： Institute of Biochemistry and Molecular Biology, Guangdong Medical College. MATERIALS： A total of 12 male SD rats of 24 hours old were provided by the Experimental Animal Center of Guangdong Medical College. The primer was synthesized by Beijing Huada Genetic Engineering Company and （-） clausenamide （99.6%） was provided by Pharmacological Department of Chinese Academy of Medical Sciences. SNP was provided by Sigma Company. METHODS： Bilateral hippocampus was collected from newborn rats to establish single cell suspension. On the 12th day, hippocampal neurons were pretreated with 0.2, 0.4, 0.8 and 1.6 la mol/L （ - ） clausenamide for 6 hours; the culture medium was gotten rid of and neurons were washed with non-serum DMEM solution for three times. In addition, non-serum DMEM solution was added with the above mentioned volume of （ - ） clausenamide and 50 μ mol/L SNP to culture neurons for 24 hours and the collected cells were prepared for the experiment. Neurons were equally divided into control group （culture medium control）, model group （SNP treatment） and experimental group [（ - ） clausenamide ＋ SNP]. Experiment of each group was done for three times at least. Survival rate of cells was measured with MTT chromatometry; levels of mRNA of hippocampal neuron bcl-2 and bax gene were detected with reverse transcription polymerase chain reaction （RT-PCR）; expression of hippocampal neuron Bcl-2 and Bax protein was measured with Western blot technique. MAIN OUTCOME MEASURES： ① Effect of （-） clausenamide on survival rate of SNP-induced hippocampal neuron apoptosis; ②bcl-2 and bax mRNA and protein expression ofhippocampal neurons. RESULTS： ①Survival rate of hippocampal neurons： Survival rate of hippocampal neurons affected by 0.4 - 1.6 μ mol/L （ - ） clausenamide was higher in the experimental group than the model group （P 〈 0.01）, and the survival rate was increased with the larger volume of （ - ） clausenamide. Survival rate was the highest when hippocampal neurons were induced by 1.6 μ mol/L, and it had obvious dosage dependence （P 〈 0.01）. ②Expression of bcl-2 and bax mRNA： Hippocampal neurons were pretreated with 0.2 - 1.6 μ mol/L （ - ） clausenamide for 6 hours in the experimental group and strap of PCR product of bcl-2 gene was brightened gradually. This suggested that, with the increase of concentration, expression of bcl-2 mRNA was increased simultaneously. However, when strap of PCR product of bax gene was darkened, expression of bax was decreased with the increase of concentration. ③Expression of Bcl-2 and Bax protein： Hippocampal neurons were pretreated with 0.2 - 1.6 μ mol/L （ - ） clausenamide for 6 hours in the experimental group and strap of PCR product of Bcl-2 protein was thickened gradually. This suggested that, with the increase of concentration, expression of Bcl-2 protein was increased simultaneously. However, when strap of PCR product of Bax protein was thinned, expression of Bax protein was decreased with the increase of concentration. CONCLUSION： （ - ） clausenamide can resist neurotoxic effect of SNP through dosage dependence, and the mechanism may be related to promoting expression of anti-apoptotic bcl-2 gene and inhibiting expression of pro-apoptotic bax gene.
