共查询到20条相似文献,搜索用时 484 毫秒
1.
Besides a series of known sterols and triterpenoids, a new resorcinol (1) and a known resorcinol (2) have been isolated from ethanol extract of Ardisia maculosa for the first time. The structures of these resorcinol derivatives were elucidated as 2-methyl-5-(Z-heptadec-8-enyl) resorcinol and 5-Z-heptadec-8-enyl) resorcinol by HRESI-MS, NMR ((1)H, (13)C, HSQC, HMBC) experiments. In our in vitro assay, compounds 1 and 2 showed no antimicrobial activities, however, compound 2 exhibited cytotoxity activity against human cancer cell line with GI(50) value of 2.14 x 10(- 4) mmol/ml. 相似文献
2.
Besides a series of known sterols and triterpenoids, a new resorcinol (1) and a known resorcinol (2) have been isolated from ethanol extract of Ardisia maculosa for the first time. The structures of these resorcinol derivatives were elucidated as 2-methyl-5-(Z-heptadec-8-enyl) resorcinol and 5-Z-heptadec-8-enyl) resorcinol by HRESI-MS, NMR (1H, 13C, HSQC, HMBC) experiments. In our in vitro assay, compounds 1 and 2 showed no antimicrobial activities, however, compound 2 exhibited cytotoxity activity against human cancer cell line with GI50 value of 2.14 × 10- 4 mmol/ml. 相似文献
3.
Juriyati Jalil Ibrahim Jantan Khozirah Shaari Iftikhar Ahmad Abdul Rafi 《Pharmaceutical biology》2013,51(6):457-461
In the course of our search for novel platelet-activating factor (PAF) antagonists from medicinal plants, the methanol extract of the leaves of Ardisia elliptica Thunb. was investigated for its inhibitory effects on PAF receptor binding to rabbit platelets using 3H-PAF as a ligand. The methanol extract showed inhibitory activity of 53.9% and its ethyl acetate, n-butanol, and methanol fractions exhibited 48.6%, 39.0%, and 22.0% inhibition, respectively. Bioassay-guided fractionation of the ethyl acetate fraction led to the isolation of a new alkenylresorcinol, 5-(Z-heptadec-4′-enyl)resorcinol, together with 5-pentadecylresorcinol. The alkenylresorcinol showed a strong inhibition with an IC50 value of 7.1 µM. The structures of the compounds were elucidated by spectroscopic techniques. 相似文献
4.
Pablo N. Solis Norio Nakamura Dionisio Olmedo Masao Hattori Mahabir P. Gupta 《Pharmaceutical biology》2013,51(5):328-335
AbstractThree new lactone derivatives, (3E.)-5,6-dihydroxy-3-(3-hydroxy-4-nonyl-5-oxofuran-2(5H.)-ylidene)-7-nonyl-1-benzofuran-2(3H.)-one (1), (3E.)-5,6-dihydroxy-3-(3-hydroxy-4-decyl-5-oxofuran-2(5H.)-ylidene)-7-decyl-1-benzofuran-2(3H.)-one (2), and (3E.)-5,6-dihydroxy-3-(3-hydroxy-4-undecyl-5-oxofuran-2(5H.)-ylidene)-7-undecyl-1-benzofuran-2(3H.)-one (3), denominated as parathesilactones A, B, C, respectively, and two new quinone derivatives, (2,7,8-trihydroxy-3,6-didecyldibenzo[b,d.]furan-1,4-dione (4) and (2,7,8-trihydroxy-3,6-dinonyldibenzo[b,d.]furan-1,4-dione) (5), denominated as parathesiquinones A, B, respectively, were isolated from the branches of Parathesis amplifolia. Lund. (Myrsinaceae). In addition, three known triterpenes, α.-amyrin (6), β.-amyrin (7), and bauerenol (8), and four known alkenylresorcinols, 5-pentadec-8-enyl resorcinol (9), 5-pentadec-10-enyl resorcinol (10), 5-heptadec-8-enyl resorcinol (11), and 5-heptadec-10-enyl resorcinol (12), were also isolated. The structure elucidation was achieved by means of MS, GC-MS, IR, 1H, 13C spectroscopy including Heteronuclear Multiple Quantum Coherence (HMQC), and Heteronuclear Multiple Bond Correlation (HMBC) techniques. 相似文献
5.
Chen LP Zhao F Wang Y Zhao LL Li QP Liu HW 《Journal of Asian natural products research》2011,13(8):734-743
Two new resorcinol derivatives 2-methoxy-4-hydroxy-6-(8Z-pentadecenyl)-benzene-1-O-acetate (1) and 2-methoxy-4-hydroxy-6-pentadecyl-benzene-1-O-acetate (2), together with four known compounds 2-methoxy-4-hydroxy-6-tridecyl-benzene-1-O-acetate (ardisiphenol D, 3), 5-(8Z-pentadecenyl)resorcinol (4), 5-pentadecylresorcinol (5), 5-tridecylresorcinol (6), have been isolated from the roots of Ardisia brevicaulis in our previous work. In the present study, the inhibitory effect of 1-6 on the proliferation of human pancreatic PANC-1, human lung A549, human gastrointestinal carcinoma SGC 7901, human breast MCF-7, and human prostate PC-3 cancer cells was evaluated by the methyl thiazolyl tetrazolium method. Compounds 1-6 all showed inhibitory activities against the proliferation of PANC-1, A549, SGC7901, MCF-7, and PC-3 cancer cells. Compound 3, the most active agent and the main constituent with the highest yield, induced apoptosis of PANC-1 cells (the most sensitive cell line among the cell lines screened) via the activation of caspase-3 and caspase-9, up-regulation of the ratio of bax/bcl-2 protein expression. 相似文献
6.
Li-Ping Chen Yao Wang Lian-Lian Zhao Qiu-Ping Li 《Journal of Asian natural products research》2013,15(8):734-743
Two new resorcinol derivatives 2-methoxy-4-hydroxy-6-(8Z-pentadecenyl)-benzene-1-O-acetate (1) and 2-methoxy-4-hydroxy-6-pentadecyl-benzene-1-O-acetate (2), together with four known compounds 2-methoxy-4-hydroxy-6-tridecyl-benzene-1-O-acetate (ardisiphenol D, 3), 5-(8Z-pentadecenyl)resorcinol (4), 5-pentadecylresorcinol (5), 5-tridecylresorcinol (6), have been isolated from the roots of Ardisia brevicaulis in our previous work. In the present study, the inhibitory effect of 1–6 on the proliferation of human pancreatic PANC-1, human lung A549, human gastrointestinal carcinoma SGC 7901, human breast MCF-7, and human prostate PC-3 cancer cells was evaluated by the methyl thiazolyl tetrazolium method. Compounds 1–6 all showed inhibitory activities against the proliferation of PANC-1, A549, SGC7901, MCF-7, and PC-3 cancer cells. Compound 3, the most active agent and the main constituent with the highest yield, induced apoptosis of PANC-1 cells (the most sensitive cell line among the cell lines screened) via the activation of caspase-3 and caspase-9, up-regulation of the ratio of bax/bcl-2 protein expression. 相似文献
7.
In bioassay-directed isolation from the whole plant of Ardisia japonica, sixteen known compounds: chrysophanol (1), physcion (2), oleanolic acid (3), euscaphic acid (4), tormentic acid (5), quercetin (6), quercitrin (7), myricitrin (8), kaempferol 3-O-alpha-L-rhamnopyranoside (9), cyclamiretin A 3-O-alpha--rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->2)-[beta-D-glucopyranosyl(1-->4)]-alpha-L-arabinopyranoside (10), (7E)-9-hydroxymegastigma-4, 7-dien-3-on-9-O-beta-D-glucopyranoside (11), bergenin (12), norbergenin (13), rutin (14), kaempferol 3,7-O-alpha-L-dirhamnopyranoside (15), (-)-epigallacatechin 3-O-gallate (16) were obtained. Compounds 1-5, 9, 11 and 14-16 have not been reported previously from this plant. Among these isolates, 2, 3, 6 and 12 showed moderate bioactivity against PTP1B in vitro with IC50 values of 121.50, 23.90, 28.12 and 157 microM, respectively. 相似文献
8.
San-Lin Jin Nai-Li Wang Xue Zhang Yi Dai Xin-Sheng Yao 《Journal of Asian natural products research》2013,15(4):322-325
Two new xanthones, 6-hydroxy-3,7-dimethoxy-8-(3-methylbut-2-enyl)-6′,6′-dimethyl-5′-hydroxy-4′,5′-dihydropyrano(2′,3′:1,2)xanthone (1) and 6-hydroxy-3,7-dimethoxy-8-(2-oxo-3-methylbut-3-enyl)-6′,6′-dimethyl-5′-hydroxy-4′,5′-dihydropyrano(2′,3′:1,2)xanthone (2), have been isolated from the stems of Cratoxylum cochinchinense (Lour.) Blume. Their structures were established on the basis of spectroscopic analysis. 相似文献
9.
Two new compounds named illiverin A (1) and tashironin A (8) were isolated from the roots of Illicium verum, together with seven known compounds: 4-allyl-2-(3-methylbut-2-enyl)-1,6-methylenedioxybenzene-3-ol (2), illicinole (3), 3-hydroxy-4,5-methylenedioxyallyl-benzene (4), (-)-illicinone-A (5), 4-allyl-4-(3-methylbut-2-enyl)-1,2-methylenedioxycyclohexa-2,6-dien-5-one (6), 3,4-seco-(24 Z)- cycloart-4(28),24-diene-3,26-dioic acid, 26-methyl ester (7) and tashironin (9). Based on 1D- and 2D-NMR data (COSY, HMQC, HMBC), the structures of the new compounds were deduced to be (E)-1-[(3-methylbut-2-enyl)oxy]-2-methoxy-4-(prop-1-enyl)benzene (1) and 11-O-debenzoyl-11alpha-O-2-methylcyclopent-1-enecarboxyltashironin (8). Compounds 1-9 were screened for anti-HIV activity in vitro whereby compounds 5 and 7 possessed moderate anti-HIV activity with EC50 values of 16.0 and 5.1 microM with SI values of 18.2 and 15.6, respectively. 相似文献
10.
Two new aromatic compounds, trans-(tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-5-oxofuran-3-yl)methyl benzoate (1), 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropyl benzoate (2) and one new natural product, 4-((E)-3-ethoxyprop-1-enyl)-2-methoxyphenol (3) together with five known aromatic compounds have been isolated from the resin of Styrax tonkinensis (Pier.) Craib. Their structures were determined by physical and spectroscopic methods. 相似文献
11.
Bioassay‐Guided Isolation and Structural Modification of the Anti‐TB Resorcinols from Ardisia gigantifolia
下载免费PDF全文
![点击此处可从《Chemical biology & drug design》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Yi‐Fu Guan Xun Song Ming‐Hua Qiu Shi‐Hong Luo Bao‐Jie Wang Nguyen Van Hung Nguyen M. Cuong Djaja Doel Soejarto Harry H.S. Fong Scott G. Franzblau Sheng‐Hong Li Zhen‐Dan He Hong‐Jie Zhang 《Chemical biology & drug design》2016,88(2):293-301
Tuberculosis (TB) is a highly contagious disease mainly caused by Mycobacterium tuberculosis H37RV. Antitubercular (anti‐TB) bioassay‐guided isolation of the CHCl3 extract of the leaves and stems of the medicinal plant Ardisia gigantifolia led to the isolation of two anti‐TB 5‐alkylresorcinols, 5‐(8Z‐heptadecenyl) resorcinol ( 1 ) and 5‐(8Z‐pentadecenyl) resorcinol ( 2 ). We further synthesized 15 derivatives based on these two natural products. These compounds (natural and synthetic) were evaluated for their anti‐TB activity against Mycobacterium tuberculosis H37RV. Resorcinols 1 and 2 exhibited anti‐TB activity with MIC values at 34.4 and 79.2 μm in MABA assay, respectively, and 91.7 and 168.3 μm in LORA assay, respectively. Among these derivatives, compound 8 was found to show improved anti‐TB activity than its synthetic precursor ( 2 ) with MIC values at 42.0 μm in MABA assay and 100.2 μm in LORA assay. The active compounds should be regarded as new hits for further study as a novel class of anti‐TB agents. The distinct structure–activity correlations of the parent compound were elucidated based on these derivatives. 相似文献
12.
《Xenobiotica; the fate of foreign compounds in biological systems》2013,43(12):729-739
Abstract1. [14C]Prenazone administered to rats (60 mg/kg) as a suspension by stomach tube was excreted to the extent of 43% dose in the urine in 24 h with only 3% in the faeces. After four days the cumulative excretion amounted to 52% in the urine and 15% in the faeces.2. The two major urinary metabolites were trans-4-(3'-hydroxymethylbut-2'-enyl)-1,2-diphenylpyrazolidine-3, 5-dione (monohydroxyprenazone) and trans-4-(3'-hydroxymethylbut-2'-enyl)-1 -(p-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione- (dihydroxyprenazone). These did not appear to be conjugated.3. Only very small amounts of unchanged prenazone were found in the urine.4. The above monhydroxyprenazone and related compounds were synthesized. 相似文献
13.
A bisabolane sesquiterpene, rel-(1S,4R,5S,6R)-4,5-diacetoxy-6- [(R)-5-hydroxy-1,5-dimethylhex-3-enyl]- 3-methylcyclohex-2-enyl (Z)-2-methylbut-2 -enoate, which was newly isolated from the roots of Leontopodium longifolium, presented specific anticancer activity against human leukemia HL-60 cells, but did not inhibit proliferation of human hepatoma SMMC-7721 cells and human normal hepatocytes L02 cells. Nitroblue tetrazolium (NBT) reduction, phagocytosis of latex beads, and cell electrophoresis all demonstrated that this bisabolane sesquiterpene presented its anticancer activity against human leukemia HL-60 cells in vitro via inducing cell differentiation. Our results may have implications for treatment of human leukemia with the sesquiterpene. 相似文献
14.
A novel flavonoid, [2-(3,4-dihydroxy-phenyl)-3,5,7-trihydroxy-4-oxo-4H-chromen-8-yl]-[8-hydroxy-7-(E-4-hydroxy-3-methyl-but-2-enyl)-2,2-dimethyl-chroman-5-yl]-acetic acid methyl ester (10), trivially named sabian, along with 11 known compounds, have been isolated from the stems and leaves of Sabia yunnanensis. Their structures were established on the basis of spectral analysis. 相似文献
15.
Shibuya M Snider BB Sakano Y Tomoda H Omura S Ebizuka Y 《The Journal of antibiotics》2005,58(9):599-601
The structures of epohelmins A and B isolated as lanosterol synthase inhibitors from a fungal strain FKI-0929 were revised to be 1 alpha-hydroxy-3alpha-(4'-oxoundec-(5' E)-enyl)-pyrrolizidine and 1beta-hydroxy-3 alpha-(4'-oxoundec-(5 'E)-enyl)-pyrrolizidine, respectively, by comparison with spectral data of synthetic compounds. 相似文献
16.
17.
Search for constituents with neurotrophic factor-potentiating activity from the medicinal plants of paraguay and Thailand 总被引:1,自引:0,他引:1
Li Y Ohizumi Y 《Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan》2004,124(7):417-424
20 medicinal plants of Paraguay and 3 medicinal plants of Thailand were examined on nerve growth factor (NGF)-potentiating activities in PC12D cells. The trail results demonstrated that the methanol extracts of four plants, Verbena littoralis, Scoparia dulcis, Artemisia absinthium and Garcinia xanthochymus, markedly enhanced the neurite outgrowth induced by NGF from PC12D cells. Furthermore, utilizing the bioactivity-guided separation we successfully isolated 32, 4 and 5 constituents from V. littoralis, S. dulcis and G. xanthochymus, respectively, including nine iridoid and iridoid glucosides (1-9), two dihydrochalcone dimers (10 and 11), two flavonoids and three flavonoid glycosides (12-16), two sterols (17 and 18), ten triterpenoids (19-28), five xanthones (29-33), one naphthoquinone (34), one benzenepropanamide (35), four phenylethanoid glycosides (36-39) and two other compounds (40 and 41). Among which, 15 compounds (1-4, 10-11, 14-18, 29-31 and 34) were new natural products. The results of pharmacological trails verified that littoralisone (1), gelsemiol (5), 7a-hydroxysemperoside aglucone (6), verbenachalcone (10), littorachalcone (11), stigmast-5-ene 3beta,7alpha,22alpha-triol (18), ursolic acid (19), 3beta-hydroxyurs-11-en-28,13beta-olide (24), oleanolic acid (25), 2alpha,3beta-dihydroxyolean-12-en-28-oic acid (26), 1,4,5,6-tetrahydroxy-7,8-di(3-methylbut-2-enyl)xanthone (29), 1,2,6-trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone (30), 1,3,5,6-tetrahydroxy-4,7,8-tri(3-methyl-2-butenyl)xanthone (31), 12b-hydroxy-des-D-garcigerrin A (32), garciniaxanthone E (33) and (4R)-4,9-dihydroxy-8-methoxy-alpha-lapachone (34) elicited marked enhancement of NGF-mediated neurite outgrowth in PC12D cells. These substances may contribute to the basic study and the medicinal development for the neurodegenerative disorder. 相似文献
18.
trans-Metanicotine, a subtype (alpha4beta2)-selective ligand for neuronal nicotinic acetylcholine receptor, is under clinical phase for Alzheimer's disease. An efficient synthetic route for (+/-)-methyl-(1-aryl-4-pyridin-3-yl-but-3-enyl)-amines, derivatives of trans-metanicotine, was explored. Allylation reaction of aryl aldimines with allylmagnesium bromide in THF gave (+/-)-methyl-(1-aryl-but-3-enyl)-amines. Protection of the amines with the Boc group and following Heck reaction of the N-Boc amines with 3-bromopyridine gave (+/-)-methyl-(1-aryl-4-pyridin-3-yl-but-3-enyl)-carbamic acid tert-butyl esters. Deprotection of the N-Boc group in aqueous 1N-HCI solution gave the titled amines in good yields. Thus, trans-metanicotine analogues modified at the a-position of the methylamino group with aryl groups were obtained in 5 steps. 相似文献
19.
Yun Deng Ying Zheng Bin Chen Guo-Lin Zhang Feng-E Wu 《Journal of Asian natural products research》2013,15(5):741-745
A novel flavonoid, [2-(3,4-dihydroxy-phenyl)-3,5,7-trihydroxy-4-oxo-4H-chromen-8-yl]-[8-hydroxy-7-(E-4-hydroxy-3-methyl-but-2-enyl)-2,2-dimethyl-chroman-5-yl]-acetic acid methyl ester (10), trivially named sabian, along with 11 known compounds, have been isolated from the stems and leaves of Sabia yunnanensis. Their structures were established on the basis of spectral analysis. 相似文献
20.
Feng Wang Xiao Bian Yue-Hu Pei Yong-Kui Jing 《Journal of Asian natural products research》2013,15(1-2):137-141
Two new aromatic compounds, trans-(tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-5-oxofuran-3-yl)methyl benzoate (1), 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropyl benzoate (2) and one new natural product, 4-((E)-3-ethoxyprop-1-enyl)-2-methoxyphenol (3) together with five known aromatic compounds have been isolated from the resin of Styrax tonkinensis (Pier.) Craib. Their structures were determined by physical and spectroscopic methods. 相似文献