The chemical constituents from Aconitum richardsonianum var.pseudosessiliflorum were investigated.The roots of this plant were extracted three times with 90% EtOH at the room temperature.The ethanol extracts were comb...The chemical constituents from Aconitum richardsonianum var.pseudosessiliflorum were investigated.The roots of this plant were extracted three times with 90% EtOH at the room temperature.The ethanol extracts were combined and concentrated under reduced pressure to yield residue,which was suspended in water and successively partitioned with chloroform.The chloroform extraction was isolated and purified by silica gel and Sephadex LH-20 column chromatography.Six compounds were isolated and elucidated as delelatine(1),isodelpheline(2),3-acetylaconitine(3),isoatisine(4),nordhagenine A(5)and yunaconitine(6).Compounds 1-5 were obtained from Aconitum Brunneum for the first time.Compound(1)showed significant cytotoxic activities(IC50=4.36 μM)against the human tumor cell line P388.展开更多
A novel Schiff base complex with π-conjugated system, [Ni(L1)2(py)2] 1 (L1 =(E)-N′-(2,4-dichlorobenzylidene)-2-oxidobenzohydraizide), was synthesized and characterized by elemental analysis and single-crys...A novel Schiff base complex with π-conjugated system, [Ni(L1)2(py)2] 1 (L1 =(E)-N′-(2,4-dichlorobenzylidene)-2-oxidobenzohydraizide), was synthesized and characterized by elemental analysis and single-crystal X-ray determination. Complex 1 crystallizes in the monoclinic system, space group P21/n with a = 12.8286(10), b = 16.3573(13), c = 19.0206(14) A, β = 108.2920(10)°, V = 3789.6(5)A^3, Z = 4, Mr = 833.17, Dc = 1.460 g/cm^3,/t = 0.843 mm^-1, F(000) = 1704, the final R = 0.0537 and wR = 0.0640 for 3836 observed reflections with I 〉 2σ(I). In the molecular structure of 1, the Ni^Ⅱ atoms are six-coordinated by two N and two O atoms from two Schiff base ligands (LI) and two N atoms from two pyridine solvent molecules to form a distorted octahedral geometry. The cytotoxic activities of complex 1 have been experimentally studied against a human HeLa cell in vitro.展开更多
A series of heterocycle-substituted phthalimide derivatives were synthesized.Structurally diverse derivatives with heterocyclic rings,including furan,imidazo[1,2-a]pyridine,1,3,4-thiadiazine,imidazo[2,1-b][1,3,4]thiad...A series of heterocycle-substituted phthalimide derivatives were synthesized.Structurally diverse derivatives with heterocyclic rings,including furan,imidazo[1,2-a]pyridine,1,3,4-thiadiazine,imidazo[2,1-b][1,3,4]thiadiazine,pyrazole,1,2,4-triazolo[3,4- b][1,3,4]thiadiazine,thiazole and thiazoline,were obtained by the reactions ofα-bromoketone intermediate with various nucleophiles containing oxygen,nitrogen and sulfur atom.Their cytotoxic activity was also evaluated against five human cancer cell lines in vitro.展开更多
The title compound (C29H33NO2, 3) was synthesized and structurally characterized by elemental analysis, IR, MS, 1H- and 13C-NMR and single-crystal X-ray diffraction. The crystal is of monoclinic system, space group ...The title compound (C29H33NO2, 3) was synthesized and structurally characterized by elemental analysis, IR, MS, 1H- and 13C-NMR and single-crystal X-ray diffraction. The crystal is of monoclinic system, space group P21 with a = 14.428(3), b = 7.3440(15), c = 22.768(5) A, β = 95.17(3)°, V = 2402.7(8) A3, Z = 4, Mr = 427.56, Dc = 1.182 g/cm3, F (000) = 920, 2(MoKa) = 0.71073 A,μ = 0.073 mm-1, the final R= 0.0670 and wR= 0.1002 for 2437 reflections with I〉 2σ(I) Two crystallographically independent molecules with different conformations co-exist in the structure. The crystal structure is stabilized by intermolecular C-H…π interactions which make the molecules stack along the b axis. In addition, the preliminary cytotoxic assay showed that the title compound exhibited moderate inhibitory activity against KB and SW1116 cells.展开更多
The NAN-190 analogue 2-(2-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione(1, C23H27N3O4, Mr = 409.48) was synthesized via a three-step reaction and characterized by 1H NMR, 13 C NMR, ESIMS and...The NAN-190 analogue 2-(2-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione(1, C23H27N3O4, Mr = 409.48) was synthesized via a three-step reaction and characterized by 1H NMR, 13 C NMR, ESIMS and single-crystal X-ray diffraction. The crystal belongs to orthorhombic, space group Pna21 with a = 7.6445(15), b = 38.851(8), c = 7.1316(14) A, V = 2118.0(7) A3, Z = 4, Dc = 1.2840 mg/mm3, μ = 0.089 mm-1, F(000) = 872.4, R = 0.0545 and w R = 0.1681. The single-crystal X-ray structural analysis reveals that the piperazine ring in compound 1 presents a stable and minimum energy chair conformation. In addition, the preliminary cytotoxic assay shows that the title compound exhibits strong and selective inhibitory activity against DU145 cells(IC50 = 5.88 ± 1.02 μM).展开更多
Screening bioactive natural products from bacteria is a determinative step in the drug discovery programs. The present study aim to isolate actinobacteria from the Oman Sea sediments for determining the effects of dif...Screening bioactive natural products from bacteria is a determinative step in the drug discovery programs. The present study aim to isolate actinobacteria from the Oman Sea sediments for determining the effects of different culture media and treatments on the yield of the isolation process, and measure the DPPH radical scavenging and Artemia cytotoxic activity of culture extracts of the actinobacterial isolates. A total of 290 actinobacterial isolates were collected from 14 sediment samples. Heat treatment(40.68%) and M4 medium(29.31%) exhibited the maximum isolation rates of actinobacteria. Streptomyces isolates were dominantly distributed in all of the investigated stations according to 16 S rRNA gene sequencing. The distribution pattern of Streptomyces followed a depth-dependent frequency trend, whereas the members of rare genera including Micromonospora, Nocardia Actinoplanes, Nocardiopsis, Saccharopolyspora and Crossiella were distributed in deeper stations. Approximately,25% of the examined isolates could scavenge 90% of 10^–4 mol/L DPPH solutions at 1 250 μg/mL final concentration of their ethyl acetate culture extracts. Furthermore, the most potent extracts could scavenge DPPH radicals with IC50 ranges from 356.8 to 566.4 μg/mL. Brine shrimp cytotoxicity tests showed that 38.88% of the examined culture extracts exhibited LC50 lower than 1 000 μg/mL against the Artemia cells. Moreover, the most potent culture extracts exhibited LC50 range from 335.4 to 534.4 μg/mL. Phylogenetic analysis by 16 S rRNA gene sequence revealed that the OS 005, OS 263 and OS 157 closely related to Streptomyces djakartensis, Streptomyces olivaceus and Nocardiopsis dassonvillei respectively. These results suggested the widespread distribution of the antioxidant and cytotoxic producing actinobacteria in the Oman Sea sediments, which could be considered as promising candidates for the discovery of microbial bioactive compounds.展开更多
A novel zinc(Ⅱ) complex of empirical formula,ZnL2(L=anionic forms of S-benzyl-β-N-(2,4-dichlorobenzylidene) hydrazine carbodithioate),has been synthesized and characterized by elemental analysis,IR spectra and...A novel zinc(Ⅱ) complex of empirical formula,ZnL2(L=anionic forms of S-benzyl-β-N-(2,4-dichlorobenzylidene) hydrazine carbodithioate),has been synthesized and characterized by elemental analysis,IR spectra and single-crystal X-ray diffraction.The crystal belongs to the triclinic system,space group P with a = 9.3168(9),b = 13.0353(13),c = 14.7702(15) ,α = 71.2860(10),= 87.5140(10),γ = 79.4480(10)o,V = 1670.0(3) 3,Z = 2,Mr = 773.93,Dc = 1.539 g/cm3,μ = 1.334 mm-1,F(000) = 784,the final R = 0.0403 and wR = 0.0800 for 4060 observed reflections with I〉2(I).In the crystal structure,the zinc(Ⅱ) complex has a distorted tetrahedral geometry in which the zinc ion is coordinated by the nitrogen and sulfur atoms from two Schiff base ligands,respectively.The preliminary bioassay indicates that the Schiff base and its zinc complex exhibit inhibitory activity against the human gastric cancer cell lines(MKN45) and hepatoma cell lines(HepG2).展开更多
Chemical epigenetic manipulation was applied to the zoanthid-derived fungus Cochliobolus lunatus(TA26-46)with a histone deacetylation modifier(100μmol L^(−1) nicotinamide),resulting in the isolation of a new 14-membe...Chemical epigenetic manipulation was applied to the zoanthid-derived fungus Cochliobolus lunatus(TA26-46)with a histone deacetylation modifier(100μmol L^(−1) nicotinamide),resulting in the isolation of a new 14-membered resorcylic acid lactone named 7′(Z)-zeaenol(1),together with six known analogues(2−7)from the treated broth.The planar structure of 1 was determined by comprehensive NMR spectroscopy and HRESIMS data.The absolute configuration of 1 was elucidated by ECD spectrum,^(13)C NMR shift calculations,and on the basis of biogenetic considerations.Compound 5 exhibited cytotoxic activity against the human tumor cell lines A549,HCT-116,HT-29,Hela,MCF-7,and K562 with the IC_(50) values ranging from 2.54 to 7.44μmolL^(−1).展开更多
Two distinctive rearranged 19-nor-7,8-seco-labdane diterpenoids(1 and 2)with a novel tetracyclo[5.2.1.0^(2,5.)0^(4,10)]decane skeleton,a derivative of the open tetrahydrofuran ring(7),three dimeric compounds(8-10),and...Two distinctive rearranged 19-nor-7,8-seco-labdane diterpenoids(1 and 2)with a novel tetracyclo[5.2.1.0^(2,5.)0^(4,10)]decane skeleton,a derivative of the open tetrahydrofuran ring(7),three dimeric compounds(8-10),and four revised homologs(3-6)were obtained from Chinese liverwort Pallavicinia ambigua.Their structures were identified via combined analysis of their spectroscopic data,single-crystal X-ray diffraction patterns,and ECD calculations.The light-driven conversion of compound 5 to compounds 1-4 demonstrated that photochemically induced postmodification involved in biosynthesis is an important way to diversify natural structures.A preliminary cytotoxicity assay revealed that compound 5 showed significant inhibition in the human prostate cancer(PC-3)cell line via an apoptotic pathway.展开更多
Two flavonoid triglycosides, kaempferol 3-O-{ β-D-glucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→ 6)]-β-D-glucopyranoside} (1) and kaempferol 3-O-{ β-D-xylopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1→6...Two flavonoid triglycosides, kaempferol 3-O-{ β-D-glucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→ 6)]-β-D-glucopyranoside} (1) and kaempferol 3-O-{ β-D-xylopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranoside } (2), were isolated from the seed of Camellia oleifera Abel. The absolute configuration of compound 1 was established on the basis of its X-ray analysis. Their cytotoxic activities and anti-HIV-RT activities were evaluated.展开更多
Three new anthraquinones, emodin-8-β-D-(2"-O-coumarate)glucoside 1, emodin-8-β-D-(6'-O-acetyl)glucoside 2 and physicon-8-β-D-(6'-O-acetyl)glucoside 3, were isolated from the roots of Polygonum cillinerve a...Three new anthraquinones, emodin-8-β-D-(2"-O-coumarate)glucoside 1, emodin-8-β-D-(6'-O-acetyl)glucoside 2 and physicon-8-β-D-(6'-O-acetyl)glucoside 3, were isolated from the roots of Polygonum cillinerve and their structures were established by spectroscopic methods. The biological activity indicated that compound 1 had the scavenging activity on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals (the IC50 = 8.5 μmol/L), and compound 1-3 showed no activities against HL-60 and BCJC-823 cells by MTT method in vitro.展开更多
Six eremophilane sesquiterpenes were obtained from a marine fungus Penicillium sp. BL27-2. Their structures were elucidated as 3-acetyl-9, 7 (11)-dien-7a-hydroxy-8-oxoeremophilane (1), 3-acetyl-13-deoxyphomenone ...Six eremophilane sesquiterpenes were obtained from a marine fungus Penicillium sp. BL27-2. Their structures were elucidated as 3-acetyl-9, 7 (11)-dien-7a-hydroxy-8-oxoeremophilane (1), 3-acetyl-13-deoxyphomenone (2), Sporogen-AO 1 (3), 7-hydro- xypetasol (4), 8a-hydroxy-13-deo -xyphomenone (5) and 6-dehydropetasol (6) based on detailed NMR analysis. 1 was a new compound and 2 was obtained as a new natural compound. These compounds were assayed for their cytotoxic activity on P388, A549, HL60, BEL7402 and K562 cell lines by the MTT method. The assay results suggested the epoxide rings in eremophilane molecules were essential for their activity, and acetylation could enhance their activity.展开更多
Areca catechu L.(Palmae), commonly known as an important economical seed crop, is widely culti- vated in tropical and subtropical areas, including India, Southeast Asia, East Africa and New Guinea. Areca nut(freque...Areca catechu L.(Palmae), commonly known as an important economical seed crop, is widely culti- vated in tropical and subtropical areas, including India, Southeast Asia, East Africa and New Guinea. Areca nut(frequently known as betel nut) is the ripe fruit of the tree A. catechu. Areca nut can be chewed and it is a common masticatory in tropical and subtropical countries. It was estimated in the early 1990s that 10% to 20% of the world's population chewed betel quid daily. Areca nut is commonly used in folklore medicine for treatment of various diseases such as dyspep sia, constipation, beriberi and oedema.展开更多
A new enolate derivative of furostanol glycoside, named asparagusin A, was isolated from the roots of Asparagus filicinus and established as 3-O-beta-D-xylopyranosyl(1-->4)-beta-D-glucopyranosyl (25S)-furost-20(22)...A new enolate derivative of furostanol glycoside, named asparagusin A, was isolated from the roots of Asparagus filicinus and established as 3-O-beta-D-xylopyranosyl(1-->4)-beta-D-glucopyranosyl (25S)-furost-20(22)-ene-3 beta, 26-diol 26-O-beta-D-glucopyranoside (1) by spectroscopic and chemical methods. Asparagusin A (1) exhibited a cytotoxic activity effect on PC12 cells.展开更多
A new triterpenoid saponin, 3-O-{ β-D-xylopyranosyl-(1 → 2)-β-D-glucopyranosyl-(1 → 4)-[β-D-glucopyranosyl-(1 → 2)]-α- L-arabinopyranosyl}-3β,16α,28α-trihydroxy-13β,28-epoxy-oleanan-30-al (ardipusill...A new triterpenoid saponin, 3-O-{ β-D-xylopyranosyl-(1 → 2)-β-D-glucopyranosyl-(1 → 4)-[β-D-glucopyranosyl-(1 → 2)]-α- L-arabinopyranosyl}-3β,16α,28α-trihydroxy-13β,28-epoxy-oleanan-30-al (ardipusilloside Ⅲ, 1), together with two known saponins, ardisiacrispins A (2) and B (3), were isolated from the whole plants of Ardisia pusilla A. DC. Their structures were elucidated by extensive spectral analysis and chemical evidences. Saponins 1 and 3 exhibited significant cytotoxicity against human glioblastoma U251MG cells.展开更多
Two new diterpenes, 15-ethyl-18-methyl pinifolate (1) and 18-hydroxy-labda-8(17), 13E-dien-15-acetate (2), were isolated from the needles of Pinus sylvestris. Their structures were elucidated by spectroscopic me...Two new diterpenes, 15-ethyl-18-methyl pinifolate (1) and 18-hydroxy-labda-8(17), 13E-dien-15-acetate (2), were isolated from the needles of Pinus sylvestris. Their structures were elucidated by spectroscopic methods, including 2D-NMR spectra. Compound 1 exhibited the significant cytotoxic activity against the human carcinoma cell lines Hela, SK-N-SH and BEL-7402 in vitro.展开更多
To enrich the bioactive cycloartane triterpenoid glycoside named actein and find out more cytotoxic cycloartane triterpenes,a phytochemical study of Cimicifuga foetida was conducted.113 g(0.17%)actein was purified by ...To enrich the bioactive cycloartane triterpenoid glycoside named actein and find out more cytotoxic cycloartane triterpenes,a phytochemical study of Cimicifuga foetida was conducted.113 g(0.17%)actein was purified by recrystallization while eight cycloartane-type triterpenes(1-8)were isolated from the mother liquid.The chemical structures of new compounds(1-4)were elucidated by 1D and 2D NMR and HRESIMS spectroscopic analyses.Moreover,new compounds showed moderate and broad-spectrum cytotoxicity against 5 human cancer cell lines with IC_(50) values ranging from 4.02 to 15.80μM.展开更多
Four new indole alkaloids,plasiaticines A-D(1-4),together with two known ones,were isolated from the seeds of Plantago asiatica.The structures of the new compounds were elucidated on the basis of comprehensive analysi...Four new indole alkaloids,plasiaticines A-D(1-4),together with two known ones,were isolated from the seeds of Plantago asiatica.The structures of the new compounds were elucidated on the basis of comprehensive analysis of spectroscopic data.All compounds were tested for their cytotoxic activity,and all compounds except 4 were tested for their acetylcholinesterase(AChE)inhibitory activities.展开更多
A new cytotoxic saponin(1). Julibrosides J(27), was isolated from the stem barks of Alibizia. julibrissin by chromatography, and the structure was elucidated as 3-O-beta-D-xylopyranosyl-(1-->2)-beta -D- fucopyranos...A new cytotoxic saponin(1). Julibrosides J(27), was isolated from the stem barks of Alibizia. julibrissin by chromatography, and the structure was elucidated as 3-O-beta-D-xylopyranosyl-(1-->2)-beta -D- fucopyranosyl - (1-->6) -beta -D-glucopyranosyl - 21-O-[(6S)-2 -trans-2-hydroxymethyl-6-methyl-6-O- [4-O-((6S)-2-trans-2-hydroxylmethy 6- methyl - 6- hydroxy)-2,7-octadienoyl-beta-D-quinovopy- -ranosyl]-2.7-octadienoyl}- acacic acid- 28 -O-beta-D-glucopranosyl-(1-->3)-[(alpha-L-arabinofuranosyl-(1-->4)]-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyrnosyl ester based on spectral and chemical evidences.展开更多
Objective:To investigate the chemical composition of a moderately polar extract(CHC1_3 soluble part of the MeOH-H_2O extract) obtained from the aerial parts(leaves and flowers) of Centaurea diluta Ait.subsp.algeriensi...Objective:To investigate the chemical composition of a moderately polar extract(CHC1_3 soluble part of the MeOH-H_2O extract) obtained from the aerial parts(leaves and flowers) of Centaurea diluta Ait.subsp.algeriensis(Coss.& Dur.) Maire,a species endemic to Algeria and Morocco on which no reports are available to date.To evaluate in vitro the cytotoxic,antifungal and antimicrobial activities of this extract and the cytotoxic and antimicrobial activities of its isolated secondary metabolites.Methods:The cytotoxic effects of the extract were investigated on 3 human cancer cell lines i.e.the A549 non-small-cell lung carcinoma(NSCLC),the MCF7 breast adenocarcinoma and the U373 glioblastoma using a MTT colorimetric assay.Biological data allowed to guide the fractionation of the extract by separation and purification on silica gel 60(CC and TLC).The isolated compounds which were characterized by spectral analysis,mainly HR-ESIMS,HR-EIMS,UV and NMR experiments(~1H,^(13)C,COSY,ROESY,HSQC and HMBC) and comparison of their spectroscopic data with those reported in the literature,were evaluated for cytotoxic activities on six cancer cell lines(A549,MCF7,U373,Hs683 human glioma,PC3 human prostate and B16-F10 murine melanoma).The direct and indirect antibacterial and antifungal activities were determined using microdilution methods for the raw extract and TLC-bioautography and microdilution methods against standard and clinical strains for the isolated compounds.Results:The raw extract reduced cell viability with IC_(50)s of 27,25 and 21 μg/mL on A549,MCF7 and U373,respectively.Five secondary metabolites:two phenolic compounds(vanillin 1,paridol 3),a lignan[(-)-arctigenin 2]and two flavonoid aglycones(eupatilin 4 and jaceosidin 5),were then isolated from this extract.Moderate cytotoxic effects were observed for(-)-arctigenin 2(IC_(50)s:28 and 33μM on Hs683 and B16-F10,respectively),eupatilin 4(IC_(50)s:33 and 47 μM on B16-F10 and PC3,respectively) and jaceosidin 5(IC_(50)s:32 and 40 μM on PC3 and B16-F10,respectively).Conclusions:All the isolated compounds were described for the first time from this species.Although inactive against 7 tested microorganisms(fungi,bacteria and yeast,human or plant pathogens),the raw extract was able to potentiate the effect of beta-lactam antibiotics on methicillin-resistant Staphylococcus aureus(MRSA),reducing the minimal inhibitory concentrations(MICs) by a factor of 2-32-fold.No synergy was found between the extract and streptomycin.From the five isolated compounds only jaseosidin 5 showed a moderate antimicrobial activity.展开更多
基金financially supported by the Scientific Research Program Funded by Shaanxi Provincial Department(2010JK74909JK672)+1 种基金by the Special Research Fund for the Doctoral Program of Higher Education(20096118110008)the Natural Science Foundation of Shaanxi Province(SJ08B16)
文摘The chemical constituents from Aconitum richardsonianum var.pseudosessiliflorum were investigated.The roots of this plant were extracted three times with 90% EtOH at the room temperature.The ethanol extracts were combined and concentrated under reduced pressure to yield residue,which was suspended in water and successively partitioned with chloroform.The chloroform extraction was isolated and purified by silica gel and Sephadex LH-20 column chromatography.Six compounds were isolated and elucidated as delelatine(1),isodelpheline(2),3-acetylaconitine(3),isoatisine(4),nordhagenine A(5)and yunaconitine(6).Compounds 1-5 were obtained from Aconitum Brunneum for the first time.Compound(1)showed significant cytotoxic activities(IC50=4.36 μM)against the human tumor cell line P388.
基金supported by the National Natural Science Foundation of China (No. 30672516)
文摘A novel Schiff base complex with π-conjugated system, [Ni(L1)2(py)2] 1 (L1 =(E)-N′-(2,4-dichlorobenzylidene)-2-oxidobenzohydraizide), was synthesized and characterized by elemental analysis and single-crystal X-ray determination. Complex 1 crystallizes in the monoclinic system, space group P21/n with a = 12.8286(10), b = 16.3573(13), c = 19.0206(14) A, β = 108.2920(10)°, V = 3789.6(5)A^3, Z = 4, Mr = 833.17, Dc = 1.460 g/cm^3,/t = 0.843 mm^-1, F(000) = 1704, the final R = 0.0537 and wR = 0.0640 for 3836 observed reflections with I 〉 2σ(I). In the molecular structure of 1, the Ni^Ⅱ atoms are six-coordinated by two N and two O atoms from two Schiff base ligands (LI) and two N atoms from two pyridine solvent molecules to form a distorted octahedral geometry. The cytotoxic activities of complex 1 have been experimentally studied against a human HeLa cell in vitro.
文摘A series of heterocycle-substituted phthalimide derivatives were synthesized.Structurally diverse derivatives with heterocyclic rings,including furan,imidazo[1,2-a]pyridine,1,3,4-thiadiazine,imidazo[2,1-b][1,3,4]thiadiazine,pyrazole,1,2,4-triazolo[3,4- b][1,3,4]thiadiazine,thiazole and thiazoline,were obtained by the reactions ofα-bromoketone intermediate with various nucleophiles containing oxygen,nitrogen and sulfur atom.Their cytotoxic activity was also evaluated against five human cancer cell lines in vitro.
基金Supported by the National Natural Science Foundation of China(Project:31000273)Priority Academic Program Development of Jiangsu Higher Education Institutions(PAPD)
文摘The title compound (C29H33NO2, 3) was synthesized and structurally characterized by elemental analysis, IR, MS, 1H- and 13C-NMR and single-crystal X-ray diffraction. The crystal is of monoclinic system, space group P21 with a = 14.428(3), b = 7.3440(15), c = 22.768(5) A, β = 95.17(3)°, V = 2402.7(8) A3, Z = 4, Mr = 427.56, Dc = 1.182 g/cm3, F (000) = 920, 2(MoKa) = 0.71073 A,μ = 0.073 mm-1, the final R= 0.0670 and wR= 0.1002 for 2437 reflections with I〉 2σ(I) Two crystallographically independent molecules with different conformations co-exist in the structure. The crystal structure is stabilized by intermolecular C-H…π interactions which make the molecules stack along the b axis. In addition, the preliminary cytotoxic assay showed that the title compound exhibited moderate inhibitory activity against KB and SW1116 cells.
基金supported by the Technological Innovation Project of Colleges and Universities in Guangdong Province(No.cx2d1127)the China Postdoctoral Science Foundation(Nos.2013M542165 and 2013M531837)+1 种基金the Guangzhou Postdoctoral Scientific Research Foundation(Nos.Q130 and Q074)the Natural Science Foundation of Guangdong Province(No.S2013040014088)
文摘The NAN-190 analogue 2-(2-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione(1, C23H27N3O4, Mr = 409.48) was synthesized via a three-step reaction and characterized by 1H NMR, 13 C NMR, ESIMS and single-crystal X-ray diffraction. The crystal belongs to orthorhombic, space group Pna21 with a = 7.6445(15), b = 38.851(8), c = 7.1316(14) A, V = 2118.0(7) A3, Z = 4, Dc = 1.2840 mg/mm3, μ = 0.089 mm-1, F(000) = 872.4, R = 0.0545 and w R = 0.1681. The single-crystal X-ray structural analysis reveals that the piperazine ring in compound 1 presents a stable and minimum energy chair conformation. In addition, the preliminary cytotoxic assay shows that the title compound exhibits strong and selective inhibitory activity against DU145 cells(IC50 = 5.88 ± 1.02 μM).
文摘Screening bioactive natural products from bacteria is a determinative step in the drug discovery programs. The present study aim to isolate actinobacteria from the Oman Sea sediments for determining the effects of different culture media and treatments on the yield of the isolation process, and measure the DPPH radical scavenging and Artemia cytotoxic activity of culture extracts of the actinobacterial isolates. A total of 290 actinobacterial isolates were collected from 14 sediment samples. Heat treatment(40.68%) and M4 medium(29.31%) exhibited the maximum isolation rates of actinobacteria. Streptomyces isolates were dominantly distributed in all of the investigated stations according to 16 S rRNA gene sequencing. The distribution pattern of Streptomyces followed a depth-dependent frequency trend, whereas the members of rare genera including Micromonospora, Nocardia Actinoplanes, Nocardiopsis, Saccharopolyspora and Crossiella were distributed in deeper stations. Approximately,25% of the examined isolates could scavenge 90% of 10^–4 mol/L DPPH solutions at 1 250 μg/mL final concentration of their ethyl acetate culture extracts. Furthermore, the most potent extracts could scavenge DPPH radicals with IC50 ranges from 356.8 to 566.4 μg/mL. Brine shrimp cytotoxicity tests showed that 38.88% of the examined culture extracts exhibited LC50 lower than 1 000 μg/mL against the Artemia cells. Moreover, the most potent culture extracts exhibited LC50 range from 335.4 to 534.4 μg/mL. Phylogenetic analysis by 16 S rRNA gene sequence revealed that the OS 005, OS 263 and OS 157 closely related to Streptomyces djakartensis, Streptomyces olivaceus and Nocardiopsis dassonvillei respectively. These results suggested the widespread distribution of the antioxidant and cytotoxic producing actinobacteria in the Oman Sea sediments, which could be considered as promising candidates for the discovery of microbial bioactive compounds.
基金supported by NNSFC (No.21001071)Foundation for University Key Teacher by Henan Educational Committee (2010GGJS-157)NSF of Henan Educational Committee (2011B150028)
文摘A novel zinc(Ⅱ) complex of empirical formula,ZnL2(L=anionic forms of S-benzyl-β-N-(2,4-dichlorobenzylidene) hydrazine carbodithioate),has been synthesized and characterized by elemental analysis,IR spectra and single-crystal X-ray diffraction.The crystal belongs to the triclinic system,space group P with a = 9.3168(9),b = 13.0353(13),c = 14.7702(15) ,α = 71.2860(10),= 87.5140(10),γ = 79.4480(10)o,V = 1670.0(3) 3,Z = 2,Mr = 773.93,Dc = 1.539 g/cm3,μ = 1.334 mm-1,F(000) = 784,the final R = 0.0403 and wR = 0.0800 for 4060 observed reflections with I〉2(I).In the crystal structure,the zinc(Ⅱ) complex has a distorted tetrahedral geometry in which the zinc ion is coordinated by the nitrogen and sulfur atoms from two Schiff base ligands,respectively.The preliminary bioassay indicates that the Schiff base and its zinc complex exhibit inhibitory activity against the human gastric cancer cell lines(MKN45) and hepatoma cell lines(HepG2).
基金supported by the National Natural Science Foundation of China(Nos.81673350,81703411,41776156)the National Science and Technology Major Project for Significant New Drugs Development,China(No.2018ZX09735-004)+1 种基金the Fundamental Research Funds for the Central Universities of China(No.201962002)the Taishan Scholars Program,China.
文摘Chemical epigenetic manipulation was applied to the zoanthid-derived fungus Cochliobolus lunatus(TA26-46)with a histone deacetylation modifier(100μmol L^(−1) nicotinamide),resulting in the isolation of a new 14-membered resorcylic acid lactone named 7′(Z)-zeaenol(1),together with six known analogues(2−7)from the treated broth.The planar structure of 1 was determined by comprehensive NMR spectroscopy and HRESIMS data.The absolute configuration of 1 was elucidated by ECD spectrum,^(13)C NMR shift calculations,and on the basis of biogenetic considerations.Compound 5 exhibited cytotoxic activity against the human tumor cell lines A549,HCT-116,HT-29,Hela,MCF-7,and K562 with the IC_(50) values ranging from 2.54 to 7.44μmolL^(−1).
基金national financial support from the National Key R&D Program of China(No.2019YFA0905700)the National Natural Science Foundation of China(Nos.82173703 and 81874293)the Major Basic Research Program of Shandong Provincial Natural Science Foundation(No.ZR2019ZD26)。
文摘Two distinctive rearranged 19-nor-7,8-seco-labdane diterpenoids(1 and 2)with a novel tetracyclo[5.2.1.0^(2,5.)0^(4,10)]decane skeleton,a derivative of the open tetrahydrofuran ring(7),three dimeric compounds(8-10),and four revised homologs(3-6)were obtained from Chinese liverwort Pallavicinia ambigua.Their structures were identified via combined analysis of their spectroscopic data,single-crystal X-ray diffraction patterns,and ECD calculations.The light-driven conversion of compound 5 to compounds 1-4 demonstrated that photochemically induced postmodification involved in biosynthesis is an important way to diversify natural structures.A preliminary cytotoxicity assay revealed that compound 5 showed significant inhibition in the human prostate cancer(PC-3)cell line via an apoptotic pathway.
文摘Two flavonoid triglycosides, kaempferol 3-O-{ β-D-glucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→ 6)]-β-D-glucopyranoside} (1) and kaempferol 3-O-{ β-D-xylopyranosyl-(1 → 2)-[α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranoside } (2), were isolated from the seed of Camellia oleifera Abel. The absolute configuration of compound 1 was established on the basis of its X-ray analysis. Their cytotoxic activities and anti-HIV-RT activities were evaluated.
文摘Three new anthraquinones, emodin-8-β-D-(2"-O-coumarate)glucoside 1, emodin-8-β-D-(6'-O-acetyl)glucoside 2 and physicon-8-β-D-(6'-O-acetyl)glucoside 3, were isolated from the roots of Polygonum cillinerve and their structures were established by spectroscopic methods. The biological activity indicated that compound 1 had the scavenging activity on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals (the IC50 = 8.5 μmol/L), and compound 1-3 showed no activities against HL-60 and BCJC-823 cells by MTT method in vitro.
文摘Six eremophilane sesquiterpenes were obtained from a marine fungus Penicillium sp. BL27-2. Their structures were elucidated as 3-acetyl-9, 7 (11)-dien-7a-hydroxy-8-oxoeremophilane (1), 3-acetyl-13-deoxyphomenone (2), Sporogen-AO 1 (3), 7-hydro- xypetasol (4), 8a-hydroxy-13-deo -xyphomenone (5) and 6-dehydropetasol (6) based on detailed NMR analysis. 1 was a new compound and 2 was obtained as a new natural compound. These compounds were assayed for their cytotoxic activity on P388, A549, HL60, BEL7402 and K562 cell lines by the MTT method. The assay results suggested the epoxide rings in eremophilane molecules were essential for their activity, and acetylation could enhance their activity.
基金Supported by the National Programs for Science and Technology Development of China(No.2007B127B04)
文摘Areca catechu L.(Palmae), commonly known as an important economical seed crop, is widely culti- vated in tropical and subtropical areas, including India, Southeast Asia, East Africa and New Guinea. Areca nut(frequently known as betel nut) is the ripe fruit of the tree A. catechu. Areca nut can be chewed and it is a common masticatory in tropical and subtropical countries. It was estimated in the early 1990s that 10% to 20% of the world's population chewed betel quid daily. Areca nut is commonly used in folklore medicine for treatment of various diseases such as dyspep sia, constipation, beriberi and oedema.
文摘A new enolate derivative of furostanol glycoside, named asparagusin A, was isolated from the roots of Asparagus filicinus and established as 3-O-beta-D-xylopyranosyl(1-->4)-beta-D-glucopyranosyl (25S)-furost-20(22)-ene-3 beta, 26-diol 26-O-beta-D-glucopyranoside (1) by spectroscopic and chemical methods. Asparagusin A (1) exhibited a cytotoxic activity effect on PC12 cells.
文摘A new triterpenoid saponin, 3-O-{ β-D-xylopyranosyl-(1 → 2)-β-D-glucopyranosyl-(1 → 4)-[β-D-glucopyranosyl-(1 → 2)]-α- L-arabinopyranosyl}-3β,16α,28α-trihydroxy-13β,28-epoxy-oleanan-30-al (ardipusilloside Ⅲ, 1), together with two known saponins, ardisiacrispins A (2) and B (3), were isolated from the whole plants of Ardisia pusilla A. DC. Their structures were elucidated by extensive spectral analysis and chemical evidences. Saponins 1 and 3 exhibited significant cytotoxicity against human glioblastoma U251MG cells.
文摘Two new diterpenes, 15-ethyl-18-methyl pinifolate (1) and 18-hydroxy-labda-8(17), 13E-dien-15-acetate (2), were isolated from the needles of Pinus sylvestris. Their structures were elucidated by spectroscopic methods, including 2D-NMR spectra. Compound 1 exhibited the significant cytotoxic activity against the human carcinoma cell lines Hela, SK-N-SH and BEL-7402 in vitro.
基金This research work was financial supported by Programs of National Natural Science Foundation of China(Nos.81803396 and U1132604)Autonomous Deployment Project(KIB2017010)of Kunming Institute of Botany,CAS,as well as The Major Program of CAS(No.KSZD-EW-Z-004-01).
文摘To enrich the bioactive cycloartane triterpenoid glycoside named actein and find out more cytotoxic cycloartane triterpenes,a phytochemical study of Cimicifuga foetida was conducted.113 g(0.17%)actein was purified by recrystallization while eight cycloartane-type triterpenes(1-8)were isolated from the mother liquid.The chemical structures of new compounds(1-4)were elucidated by 1D and 2D NMR and HRESIMS spectroscopic analyses.Moreover,new compounds showed moderate and broad-spectrum cytotoxicity against 5 human cancer cell lines with IC_(50) values ranging from 4.02 to 15.80μM.
基金supported financially by the grants from the Chinese Academy of Sciences(KSCX2-EW-Q-10 and KSCX1-YW-R-24)the NSFC(No.20802082 and 30830115)+1 种基金the Major State Basic Research Development Program of China(No.2009CB522303 and 2009CB940900)the project of recruited top talent of sciences and technology of Yunnan Province(2006PY01-47).
文摘Four new indole alkaloids,plasiaticines A-D(1-4),together with two known ones,were isolated from the seeds of Plantago asiatica.The structures of the new compounds were elucidated on the basis of comprehensive analysis of spectroscopic data.All compounds were tested for their cytotoxic activity,and all compounds except 4 were tested for their acetylcholinesterase(AChE)inhibitory activities.
文摘A new cytotoxic saponin(1). Julibrosides J(27), was isolated from the stem barks of Alibizia. julibrissin by chromatography, and the structure was elucidated as 3-O-beta-D-xylopyranosyl-(1-->2)-beta -D- fucopyranosyl - (1-->6) -beta -D-glucopyranosyl - 21-O-[(6S)-2 -trans-2-hydroxymethyl-6-methyl-6-O- [4-O-((6S)-2-trans-2-hydroxylmethy 6- methyl - 6- hydroxy)-2,7-octadienoyl-beta-D-quinovopy- -ranosyl]-2.7-octadienoyl}- acacic acid- 28 -O-beta-D-glucopranosyl-(1-->3)-[(alpha-L-arabinofuranosyl-(1-->4)]-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyrnosyl ester based on spectral and chemical evidences.
文摘Objective:To investigate the chemical composition of a moderately polar extract(CHC1_3 soluble part of the MeOH-H_2O extract) obtained from the aerial parts(leaves and flowers) of Centaurea diluta Ait.subsp.algeriensis(Coss.& Dur.) Maire,a species endemic to Algeria and Morocco on which no reports are available to date.To evaluate in vitro the cytotoxic,antifungal and antimicrobial activities of this extract and the cytotoxic and antimicrobial activities of its isolated secondary metabolites.Methods:The cytotoxic effects of the extract were investigated on 3 human cancer cell lines i.e.the A549 non-small-cell lung carcinoma(NSCLC),the MCF7 breast adenocarcinoma and the U373 glioblastoma using a MTT colorimetric assay.Biological data allowed to guide the fractionation of the extract by separation and purification on silica gel 60(CC and TLC).The isolated compounds which were characterized by spectral analysis,mainly HR-ESIMS,HR-EIMS,UV and NMR experiments(~1H,^(13)C,COSY,ROESY,HSQC and HMBC) and comparison of their spectroscopic data with those reported in the literature,were evaluated for cytotoxic activities on six cancer cell lines(A549,MCF7,U373,Hs683 human glioma,PC3 human prostate and B16-F10 murine melanoma).The direct and indirect antibacterial and antifungal activities were determined using microdilution methods for the raw extract and TLC-bioautography and microdilution methods against standard and clinical strains for the isolated compounds.Results:The raw extract reduced cell viability with IC_(50)s of 27,25 and 21 μg/mL on A549,MCF7 and U373,respectively.Five secondary metabolites:two phenolic compounds(vanillin 1,paridol 3),a lignan[(-)-arctigenin 2]and two flavonoid aglycones(eupatilin 4 and jaceosidin 5),were then isolated from this extract.Moderate cytotoxic effects were observed for(-)-arctigenin 2(IC_(50)s:28 and 33μM on Hs683 and B16-F10,respectively),eupatilin 4(IC_(50)s:33 and 47 μM on B16-F10 and PC3,respectively) and jaceosidin 5(IC_(50)s:32 and 40 μM on PC3 and B16-F10,respectively).Conclusions:All the isolated compounds were described for the first time from this species.Although inactive against 7 tested microorganisms(fungi,bacteria and yeast,human or plant pathogens),the raw extract was able to potentiate the effect of beta-lactam antibiotics on methicillin-resistant Staphylococcus aureus(MRSA),reducing the minimal inhibitory concentrations(MICs) by a factor of 2-32-fold.No synergy was found between the extract and streptomycin.From the five isolated compounds only jaseosidin 5 showed a moderate antimicrobial activity.