1.Screening of the tumor cytotoxic activity of sixteen species of mangrove plants in Hainan
Chinese Journal of Marine Drugs 2000;0(06):-
Objective To investigate the growth inhibitory effect of the extracts from sixteen species of mangrove plants in Hainan on HeLa cells. Methods Sixteen species of mangrove plants were collected in Wenchang county,Hainan province,and were extracted with ethanol.The ethanol extracts were dissolved in water,partitioned by ethyl acetate,and ethyl acetate and water extract were obtained.Growth inhibitory rates of the extracts on HeLa cells were determined by MTT assay.Results The ethyl acetate extracts from six species of mangrove plants showed growth inhibitory activity on HeLa cells,and the extracts from Acrostichum aureurm and Heritiera littoralis showed strong activity,the IC_(50) values of which were 6.3,9.5 ?g mL~(-1),respectively.Conclusion The ethyl acetate extracts from six species of mangrove plants showed growth inhibitory effects on HeLa cells,whereas the water extracts did not.
2.Studies on the tumor cytotoxic constituents from the marine sponge Hyrtios erectus
Chinese Journal of Marine Drugs 2001;0(05):-
Objective To investigate the cytotoxic constituents from the sponge Hyrtios erectus.Methods The constituents were isolated and purified by column chromatography,and their structures were identified by physicochemical data,spectral data,and comparison with data of references.The cytotoxic activity of all the compounds was determined by MTT mothod.Results Five compounds were isolated from the lipid extract of Hyrtios erectus,and their structures were elucidated as Hyrtiosal(Ⅰ),12?-Hydroxy-16-scalaren-24,25-olide(Ⅱ),5-Hydroxy-1H-indole-3-ethanol(Ⅲ),cholesterol(Ⅳ),and dibutylphthalate(Ⅴ) respectively.Conclusion Compound were isolated from Hyrtios erectus for the first time, and compound Ⅰand Ⅱ showed strong cytotoxic activity.
3.Metabolites from the endophytic fungus Penicillium sp. FJ-1 of Ceriops tagal.
Pengfei JIN ; Wenjian ZUO ; Zhikai GUO ; Wenli MEI ; Haofu DAI
Acta Pharmaceutica Sinica 2013;48(11):1688-91
To investigate the chemical constituents of the endophytic fungus Penicillium sp. FJ-1 of Ceriops tagal, the chemical constituents were isolated by column chromatography on silica gel and Sephadex LH-20. Their structures were elucidated on the basis of spectroscopic analysis. Their antibacterial activity was tested by paper disco diffusion method. Two compounds were isolated and identified as 7-hydroxy-deoxytalaroflavone (1), and deoxytalaroflavone (2). Compound 1 is a new compound, and compounds 1 and 2 showed weak activity against Staphylococcus aureus and methicillin-resistant Staphylococcus aureus.
4.Chemical constituents from seeds of Alpinia katsumadai, inhibition on NF-kappaB activation and anti-tumor effect.
Jun TANG ; Ning LI ; Haofu DAI ; Kaijin WANG
China Journal of Chinese Materia Medica 2010;35(13):1710-1714
OBJECTIVETo study the chemical constituents from the seeds of A. katsumadai, and their inhibition on NF-kappaB activation and antitumor effect.
METHODTweleve compounds were isolated from the seeds of Aplinia katsumadai on repeated column chromatography on silica gel, and Sephadex LH-20, and their structures were determined mainly by means of MS and NMR techniques; and their inhibition on NF-kappaB activation and antitumor effect were also tested by High-Content Screening (image-based) with immunofluorescent probe and MTT method, respectively.
RESULTFrom the EtOAC fraction of the seeds of A. katsumadai 12 compounds were isolated and identified as follows: (3S,5S)-trans-3,5-dihydroxy-1 ,7-diphenyl-hept-1-ene (1), (3R,5S)-trans-3,5-dihydroxy-1,7-diphenyl-hept-1-ene (2), 5-hydroxy-1,7-diphenyl-hepta-6-en-3-one (3), cardamonin (4), alpinetin(5), pinocembrin(6), pinostrobin(7), naringenin (8), (+)-catechin(9), chrysin(10), rutin(11) and 2,4- dihydroxy-6-phenethl-benzinic acid methyl ester (12). Compound 14 showed inhibitory effect on NF-kappaB activation with the IC50 values as 14.8, 16.5, 23.2 and 7. 5 micromol x L(-1), respectively. Compound 4 displayed cytotoxicity against leukemia K562 cells and human hepatoma cell line SMMC-7721 with IC50 values as 3.2 and 3.5 mg x L(-1), and compound 6 showed moderate cytotoxicity against SMMC-7721 with the IC50 value as 18.3 mg x L(-1).
CONCLUSIONCompounds 7-12 were isolated from A. katsumadai for the first time and Compound 12 were isolated from the genus Aplinia for the first time; compound 4 has the activity of anti-tumor and NF-kappaB activation inhibition, compounds 1-3 have the activity NF-KB activation inhibition.
Alpinia ; chemistry ; Antineoplastic Agents, Phytogenic ; analysis ; isolation & purification ; pharmacology ; Cell Line, Tumor ; Cell Proliferation ; drug effects ; Down-Regulation ; Humans ; NF-kappa B ; antagonists & inhibitors ; metabolism ; Plant Extracts ; analysis ; isolation & purification ; pharmacology ; Seeds ; chemistry
5.Secondary metabolites of the endophytic fungus Aspergillus sp.Dq-25 from barnacle
Caihong CAI ; Hao ZHENG ; Cuijuan GAI ; Haofu DAI ; Wenli MEI ; Huiqin CHEN
Journal of China Pharmaceutical University 2023;54(1):62-67
The chemical constituents of solid rice culture of the endophytic fungus Aspergillus sp.Dq-25 from barnacle were isolated and purified by silica gel, Sephadex LH-20, C18 reversed silica gel column chromatography and recrystallization.Their structures were identified by the physical and chemical properties, and by various spectroscopic methods.Six compounds were isolated and identified as: demethyldihydropenicillic acid (1), dihydropenicillic acid (2), penicillic acid (3), fortisterol (4), 22E, 24R-3P, 5a-dihydroxyerogosta-7, 22-diene-6-one (5), and (22E, 24R)-ergosterol-7, 22-diene-3β, 5α, 9α-triol-6-one (6).Compound 1 was a new butyrolactone.MTT method was used to analyze cytotoxicity, and the result showed that compound 3 exhibited inhibitory activity on five cell lines, including K562, HeLa, SGC-7901, A542 and BEL-7402, with IC50 values of 38.0 ~ 105.0 μmol/L.
6.Comparative Analysis of Chemical Composition in Methanol and Petroleum Ether Fractions from Curcuma longa of Different Habitats
Yini FANG ; Yali WANG ; Huiqin CHEN ; Haofu DAI ; Yali GUAN
China Pharmacy 2020;31(16):1989-1995
OBJECTIVE:To compare the chemical compo sition difference in methanol and petroleum ether fraction from Curcuma longa of different habitats. METHODS :The ultrasonic method was used to extract C. longa from 7 defferent producingareas(S1-S7),and methanol and petroleum ether fraction were obtained and calculated yield. The curcumin compounds in methanol fraction were determined by LC-MS ;The chemical components in petroleum ether fraction were analyzed by GC-MS , and the relative percentage content was determined by peak area normalization method after determining its structure by comparing NIST 2005 standard mass spectra and Wiley 275 standard mass spectra. SPSS 25.0 software was used for principle component analysis(PCA)and cluster analysis of relative percentage content of common components in petroleum ether fraction from C. longa of different habitats. At the same time ,the influence of latitude of the habitats on the content of total tumerone (by tumerone and ar-tumerone )was analyzed. RESULTS :The yield of methanol fraction were 1.35%-8.90% from C. longa of 7 habitats;the yield of petroleum ether fraction were 0.81%-4.90%,which were the highest in C. longa from Longyan of Fujian Province. There was no significant difference in the relative content of curcumin compounds(reference peak area )from S 1,S3-S7,which was in descending order as follows as curcumin >desmethoxycurcumin>bisdemethoxycurcumin. There was slightly different in curcumin compounds of C. longa from S 2,mainly manifesting as the content of bisdemethoxycurcumin was higher than that from other producing areas. Totally 48 chemical compositions were identified from petroleum ether fraction in C. longa from different habitats , mainly being sesquiterpenoids and monoterpenoids. 23,10,15,18,11,14,15 chemical compositions were identified from S1-S7,accounting for 94.49%,96.09%,95.66%,98.98%,99.24%,89.05% and 97.27%. There were 4 common compositions in C. longa from different habitats ,which were tumerone (17.90%-43.07%),ar-tumerone(6.97%-33.66%),(6R,7R)-bisabolone (1.60%-4.28%),curlone(6.80%-20.63%). PCA analysis showed that accumulative contribution rate of former 6 principle components was 100%. Cluster analysis showed that S1,S2, S6 was clustered into a category ,respecrively;and others intoa category. Total content of total tumerone decreased first and then increased as the increase of latitude ,which was the highest in Mianyang of Sichuan province (64.28%)and the lowest in Zhangzhou of Fujian province (26.92%). CONCLUSIONS : There are difference in composition and content of methanol and petroleum ether fractions in C. longa from different habitats.
7.Analysis of the Difference of Volatile Oil Components from the Leaves of Clausena lansium and Clausena excavata by GC-MS
Shuhui XU ; Shengzhuo HUANG ; Ying LI ; Huiqin CHEN ; Wenli MEI ; Haofu DAI
China Pharmacy 2019;30(5):677-680
OBJECTIVE: To analyze the difference of volatile oil components from the leaves of Clausena lansium and Clausena excavata. METHODS: The volatile oil was extracted from the leaves of C. lansium and C. excavata by steam distillation. GC-MS method was adopted to analyze volatile oil to obtain TIC. After mass spectra scanning of the chromatographic peaks in the TIC diagram by HPMSD chemical workstation, chemical components of volatile oil in 2 kinds of samples were identified by retrieving and comparing mass spectrum database NIST Version 1.7. The peak area normalization method was used to calculate the relative mass fraction of each component. RESULTS: A total of 43 and 31 kinds of components were identified in volatile oil from the leaves of C. lansium and C. excavata; total relative mass fractions were 97.59% and 98.57%. Relative mass fractions of 19 and 18 components in volatile oil from the leaves of C. lansium and C. excavata were more than 1%, mainly being sesquiterpenoids. Relative mass fractions of 7 and 5 components in volatile oil from the leaves of C. lansium and C. excavata were more than 5%; the volatile components in volatile oil from the leaves of C. lansium were mainly (-)-spatol (12.35%) and (E)-5-{(1R,3R,6S)-2,3-dimethyltricyclic [2.2.1.02,6] heptane-3-yl}-2-methyl pentane-2-enol (14.70%); those from the leaves of C. excavata were mainly (E)-sesquihydrated betuline (24.94%) and 1-(1, 5-dimethy-4-hexenyl)-4-methyl-benzene (16.15%). A total of 4 components were found in volatile oil from the leaves of C. lansium and C. excavata, mainly being α-humulene, (E)-5-{(1R,3R,6S)-2,3-dimethyltricyclic [2.2.1.02,6] heptane-3-yl}-2-methylpentaeryl-2-enol, caryophyllene oxide and (-)-spatol; the content differences of them were not significant. CONCLUSIONS: The components of volatile oils from the leaves of C. lansium and C. excavata are basically similar However, the composition and comtent of specific components are quiet different and can not substituted for each other.
8.Isolation and Identification of the Coumarins from the Seeds of Clausena lansium and Study on Their Inhibitory Activity of α-glucosidase and Nematicidal Activity against Panagrellus redivivus
Shuhui XU ; Huiqin CHEN ; Yujiao FAN ; Pengwei CHEN ; Wenli MEI ; Haofu DAI
China Pharmacy 2019;30(4):518-522
OBJECTIVE: To isolate and identify the coumarins from the seeds of Clausena lansium, and to study their inhibitory activity of α-glucosidase and nematicidal activity against Panagrellus redivivus. METHODS: Column chromatography, reversed phase silica gel column chromatography and HPLC method were used to separate and purify the coumarins from the seeds of C. lansium. The structures of compounds were identified according to physicochemical properties, 1H-NMR and 13C-NMR spectral data. Using acarbose and avermectin as positive control, PNPG and Berman funnel methods were used to investigate the α-glucosidase inhibitory activity and nematicidal activity against P. redivivus, respectively. RESULTS: Seven coumarins compounds were isolated from the seeds of C. lansium, and were identified as 7-hydroxy-1-benzopiran-2-one (Ⅰ), Wampetin (Ⅱ), Lansiumarin-C (Ⅲ), Claucoumarin A (Ⅳ), Clausenalansimin A (Ⅴ), (E,E)-8-(7-hydroxy-3,7-dimethylocta-2,5-dienyloxy) psoralen (Ⅵ), Dihydroindicolactone (Ⅶ). Under 0.25 mg/mL, the α-glucosidase inhibitory rates of compounds Ⅰ, Ⅲ, Ⅴ were (32.4±1.9)%,(37.1±6.0)%, (39.5±1.1)%, respectively. Under 2.5 mg/mL, corrected mortality of compounds Ⅰ, Ⅳwere 50.5% and 47.9%. CONCLUSIONS: Compounds Ⅰ, Ⅲ, Ⅴ show α-glucosidase inhibitory activity, and compounds Ⅰ,Ⅳ display nematicidal activity against P. redivivus. α-Glucosidase inhibitory activity of compounds Ⅲ, Ⅴ, and nematicidal activity of compound Ⅳ are found for the first time.