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1.
Acta Pharmaceutica Sinica ; (12): 3608-3615, 2022.
Article in Chinese | WPRIM | ID: wpr-964325

ABSTRACT

Fifteen compounds were isolated from fruits of Cornus officinalis by various chromatographic techniques such as Toyopearl HW-40C, Sephadex LH-20, silica gel, and the semi-preparative HPLC. Their chemical structures were identified by analysis of physicochemical properties and spectral data, and determined as neolignan A (1), caffeic acid (2), trans-p-hydroxy cinnamic acid (3), esculetin (4), scopoletin (5), benzyl-7-O-β-D-glucopyranoside (6), tachioside (7), 6-O-(4-hydroxybenzoyl) arbutin (8), 2-(3′,4′-dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde (9), (-)-pinoresinol-4-O-β-D-glucopyranoside (10), (7S,8R)-dihydrodehydrodiconiferyl alcohol-9-O-β-D-glucopyranoside (11), (7S,8R)-dihydrodehydrodiconiferyl alcohol-9′-O-β-D-glucopyranoside (12), (+)-lyoniresinol (13), (+)-isolariciresinol-9-O-β-D-glucopyranoside (14), and isolariciresinol-9′-O-β-D-glucopyranoside (15). Compound 1 was a new compound and named as neolignan A, and compounds 6-9 and 14 were isolated from Cornus officinalis for the first time. Compounds 2, 3 and 15 efficiently alleviated the PC12 cells injury induced by Aβ25-35, suggesting their potential anti-Alzheimer's disease activity.

2.
Chinese Journal of Natural Medicines (English Ed.) ; (6): 210-214, 2022.
Article in English | WPRIM | ID: wpr-929253

ABSTRACT

Two new neolignans and one new lignan (1-3) were obtained from the roots of Paeonia lactiflora. Their structures were unambiguously elucidated based on extensive spectroscopic analysis, single-crystal X-ray crystallography, and the calculated and experimental electronic circular dichroism (ECD) spectra. Compound 1 was a racemic mixture and successfully resolved into the anticipated enantiomers via chiral-phase HPLC. Compound 3 demonstrated moderate inhibitory activity against human carboxylesterase 2A1 (hCES2A1) with an IC50 value of 7.28 ± 0.94 μmol·-1.


Subject(s)
Humans , Chromatography, High Pressure Liquid , Lignans/chemistry , Paeonia , Plant Roots/chemistry , Stereoisomerism
3.
Bol. latinoam. Caribe plantas med. aromát ; 19(3): 289-299, mayo 2020. ilus, tab
Article in English | LILACS | ID: biblio-1116296

ABSTRACT

Piper kadsura (Choisy) Ohwi which belongs to the family Piperaceae, is a well-known medicinal plant possessing high medicinal and various therapeutic properties. It is widely used in traditional Chinese medicine for the treatment of asthma and rheumatic arthritis. Numerous studies on this species have also corroborated the significant anti-inflammatory potential of its extracts and secondary metabolites. The main chemical constituents which have been isolated and identified from P. kadsura are lignans and neolignans, which possess anti-inflammatory activities. The present article aims to provide a review of the studies done on the phytochemistry and antiinflammatory activities of P. kadsura. The scientific journals for this brief literature review were from electronic sources, such as Science Direct, PubMed, Google Scholar, Scopus, and Web of Science. This review is expected to draw the attention of the medical professionals and the general public towards P. kadsura and to open the door for detailed research in the future.


Piper kadsura (Choisy) Ohwi, perteneciente a la familia Piperaceae, es una planta medicinal conocida que posee importantes propiedades medicinales y diversas propiedades terapéuticas. Es ampliamente utilizada en la medicina tradicional china para el tratamiento del asma y la artritis reumática. Numerosos estudios sobre esta especie también han corroborado el destacado potencial antiinflamatorio de sus extractos y metabolitos secundarios. Los principales componentes químicos que se han aislado e identificado de P. kadsura son los lignanos y los neolignanos, que poseen actividades antiinflamatorias. El presente artículo tiene como objetivo proporcionar una revisión de los estudios realizados sobre las actividades fitoquímicas y antiinflamatorias de P. kadsura. Las revistas científicas para esta breve revisión de literatura fueron de fuentes electrónicas, como Science Direct, PubMed, Google Scholar, Scopus y Web of Science. Se espera que esta revisión atraiga la atención de los profesionales médicos y el público en general respecto de P. kadsura y abra la puerta a una investigación detallada en el futuro.


Subject(s)
Piper/chemistry , Anti-Inflammatory Agents/chemistry , Plants, Medicinal , Oils, Volatile/chemistry , Lignans/analysis , Piperaceae/chemistry , Kadsura , Alkaloids/analysis , Phytochemicals/analysis , Medicine, Chinese Traditional , Anti-Inflammatory Agents/pharmacology
4.
Chinese Traditional and Herbal Drugs ; (24): 21-25, 2020.
Article in Chinese | WPRIM | ID: wpr-846686

ABSTRACT

Objective: To isolate and identify the chemical constituents from the rhizomes of Polygonatum sibiricum. Methods: The compounds were isolated and purified by various modern chromatographies, and their structures were identified by physiochemical properties and spectroscopic data. Results: Five compounds were isolated from the EtOH extract of the rhizomes of P. sibiricum, which were elucidated as polygonneolignanoside A (1), (+)-isolariciresinol-9'-O-β-D-glucopyranoside (2), trans-N-p- coumaroyltramine (3), 3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)-2-methoxyethyl]acrylamide (4), 3-(4-hydroxy-3-methoxyphenyl)- N-[2-(4-hydroxyphenyl)-2-methoxyethyl]acrylamide (5). Conclusion: Among them, compound 1 was a new benzofuran lignan, and compounds 2-5 were isolated from this plant for the first time.

5.
Chinese Traditional and Herbal Drugs ; (24): 1476-1480, 2020.
Article in Chinese | WPRIM | ID: wpr-846517

ABSTRACT

Objective: To investigate the chemical constituents of alcohol extract of Mori Fructus. Methods: The chemical constituents were isolated and identified by chromatography on silica gel, Sephadex LH-20, ODS, and RP-HPLC. Their structures were elucidated on the basis of physicochemical properties and spectral analyses. Results: Twelve compounds were isolated from the alcohol extract of Mori Fructus, and identified as mullignanoside (1), (7R,8S)-4,7,9,9’-tetrahydroxy-3,3’-dimethoxy-8-O-4’-neolignan- 9’-O-β-D-glucopyranoside (2), 2-phenylethyl-β-D-glucopyranoside (3), 1’-O-phenethyl-β-D-apiofuranosyl-(1→2)-β-D-glucopyranoside (4), benzyl-O-β-D-glucopyranoside (5), ergosterol peroxide (6), (24R)-6β-hydroxy-24-ethyl-cholest-4-en-3-one (7), (22E)-5α,8α- epidioxy-24-methyl-cholesta-6,9(11),22-trien-3β-ol (8), trans-(S)-(+)-abscisic acid (9), cis-(S)-(+)-abscisic acid (10), (S)-(+)-1- methyl-abscisic-6-acid (11) and phaseic acid (12). Conclusion: Compound 1 is a new compound named mullignanoside, and compounds 2, 7-12 are isolated from this plant for the first time.

6.
Chinese Traditional and Herbal Drugs ; (24): 1019-1024, 2018.
Article in Chinese | WPRIM | ID: wpr-852133

ABSTRACT

Objective: To study the chemical constituents from the twigs and leaves of Illicius majus. Methods: The compounds were isolated by column chromatography over silica gel, Sephadex LH-20, and flash chromatography coupled with preparative HPLC. The structures were elucidated by spectroscopic analysis including ESI-MS, 1D-NMR, and 2D-NMR. The cytotoxic activities were assessed by MTT assay. Results: Compounds 1—14 were isolated from the twigs and leaves of I. majus, and identified as 3′-methoxy-kaempferol-3-O-α-L-rhamnopyranoside (1), quercetin-3-O-arabinoside (2), kaempferol-3-O-arabinoside (3), 8′-oxo-6-hydroxy-dihydrophaseic acid (4), 4-O-methylcedrusin (5), (−)-massoniresinol (6), (7S,8R)-3,3′,5-trimethoxy-4′,7-epoxy- 8,5′-neolignan-4,9,9′-triol (7), vladinol F (8), 2,3-dihydro-2-(4′-α-L-rhamnopyranosyl-3′-methoxyphenyl)-3-hydroxymethyl-7- methoxy-5-benzofuranpropanol (9), quercetin-3-O-α-L-rhamnopyranoside (10), kaempferol-3-O-α-L-rhamnopyranoside (11), vitexin (12), 3,5,7-trihydroxychromone-3-O-glucopyranoside (13), and benzyl alcohol O-β-D-glucopyranoside (14). Compounds 1—14 exhibited the cytotoxic activity against HCT-8, Bel-7402, BGC-823, and A549 with IC50 values of over 10 μmol/L, respectively. Conclusion: Compounds 1—14 are all obtained from I. majus for the first time, and compounds 2, 3, 5, 7, 8, 9, and 14 are obtained from the genus of Illicium for the first time. All compounds show no significant cytotoxic activities against HCT-8, Bel-7402, BGC-823, and A549 cancer cell.

7.
China Journal of Chinese Materia Medica ; (24): 135-139, 2017.
Article in Chinese | WPRIM | ID: wpr-230981

ABSTRACT

A new neolignan, (-)-(7R,8S,7'E)-3',4-dihydroxy-3-methoxy-8,4'-oxyneoligna-7'-ene-7,9,9'-triol(1), and seven known compounds, 9-(tetrahydropyran-2-yl)-nona-trans,trans-2,8-diene-4,6-diyn-1-ol (2), 9-(tetrahydropyran-2-yl)-trans-non-8-ene-4,6-diyn-1-ol (3), lobetyol (4), lobetyolin (5),dehydrodieoniferyl alcohol (6), 5-hydroxymethylfurfural (7), and 4, 4'-dihydroxy-3, 3'-dimethoxy-trans-stilbene (8), were isolated from the H2O extract of Codonopsis pilosula. The structures of 1-8 were elucidated by spectroscopic methods including NMR, HR-ESI-MS, and CD. In addition, compounds 2 and 3 were isolated from the genus Codonopsis for the first time.

8.
Chinese Pharmaceutical Journal ; (24): 1126-1131, 2017.
Article in Chinese | WPRIM | ID: wpr-858655

ABSTRACT

OBJECTIVE: To study the chemical constituents of Patrinia villosa (Thunb.) Juss. METHODS: The compounds were isolated by a combination of various chromatographic techniques including column chromatography over macroporous resin, Sephadex LH-20, and reversed-phase HPLC. Their structures were elucidated by physiochemical property and spectral analysis. RESULTS: Eleven compounds were isolated and identified as(7R, 8S)-3, 3', 5-trimethoxy-4', 7-epoxy-8, 5'-neolignan-4, 9, 9'-triol-9-O-β-D-glucopyranoside(1), massonianoside D(2), (7R, 8S)-dihydroxydehydrodiconiferyl alcohol-4-O-β-D-glucopyranoside(3), (7S, 8R)-dihydroxydehydrodiconiferyl alcohol-4-O-β-D-glucopyranoside(4), 7R, 8S-glochidioboside(5), lariciresinol-4-O-β-D-glucopyranoside(6), lariciresinol-9-O-β-D-glucopyranoside(7), lariciresinol-4'-O-β-D-glucopyranoside(8), tortoside B(9), tanegool(10), and tanegool-7'-methyl ether(11). CONCLUSION: All compounds are isolated from Patrinia genus for the first time.

9.
Chinese Traditional and Herbal Drugs ; (24): 2371-2374, 2017.
Article in Chinese | WPRIM | ID: wpr-852702

ABSTRACT

Objective: To study the chemical constituents in the twigs and leaves of Ervatamia hainanensis. Methods: The chemical constituents were isolated by silica gel, ODS, Sephadex LH-20 column chromatographies, and preparative HPLC. The structures were elucidated on the basis of physicochemical properties and spectral analysis. Results: Four lignans were isolated and identified as threo-7-O-ethylguaiacylglycerol-8-O-4'-(coniferyl alcohol) ether (1), threo-guaiacylglycerol-8-O-4'-(coniferyl alcohol) ether (2), erythro-guaiacylglycerol-8-O-4'-(coniferyl alcohol) ether (3), and dehydrodiconiferyl alcohol (4). Conclusion: Compound 1 is a new 8-O-4'-neolignan and named as hainanervaligan A (1), and compounds 2-4 are obtained from the plants of Ervatamia (A. DC.) Stapf for the first time.

10.
Acta Pharmaceutica Sinica ; (12): 616-2016.
Article in Chinese | WPRIM | ID: wpr-779213

ABSTRACT

Sixteen lignanoids were isolated from an aqueous extract of the commonly used Chinese traditional medicine Dangshen, the dried roots of Codonopsis pilosula, by using a combination of various chromatographic techniques, including silica gel, macroporous adsorbent resin, MCI resin, sephadex LH-20, and reversed phase semi-preparative HPLC. On the basis of spectral data analysis, their structures were elucidated and identified as (-)-(7R, 7'R, 8R, 8'S)-4, 4'-dihydroxy-3, 3', 5, 5', 7-pentamethoxy-2, 7'-cyclolignane (1), (-)-(7R, 8S)-dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranosyl-(1"'→2")-β-D-glucopyranoside (2), (-)-(7R, 8S)-dihydrodehydrodiconiferyl alcohol (3), (+)-(7S, 8R)-dehydrodiconiferyl alcohol (4), (+)-balanophonin (5), (+)-demethoxypinoresinol (6), (+)-pinoresinol (7), (+)-epipinoresinol (8), (-)-syringaresinol (9), (-)-medioresinol (10), (-)-lariciresinol (11), (-)-secoisolariciresinol (12), (-)-ent-isolariciresinol (13), (+)-(7S, 8S)-3-methoxy-3', 7-expoxy-8, 4'-neolignan-4, 9, 9'-triol (14), (+)-(7S, 8R)-3', 4-dihydroxy-3-methoxy-8, 4'-neolignan (15), and (-)-(7R, 8R)-3', 4-dihydroxy-3-methoxy-8, 4'-neolignan (16). All these compounds were isolated from C. pilosula for the first time, while compound 1 is a new natural product of 2, 7'-cyclolignan and 2 is a new 4', 7-epoxy-8, 3'-neolignan diglucoside. Compound 12 showed activity against Fe2+-cysteine induced rat liver microsomal lipid peroxidation with an inhibition ratio of (63.4±8.3)% at 1×10-5 mol·L-1.

11.
Natural Product Sciences ; : 53-59, 2016.
Article in English | WPRIM | ID: wpr-77741

ABSTRACT

Anti-inflammatory effects of dihydrobenzofuran neolignans isolated from Euonymus alatus leaves and twigs were evaluated in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophage cells. Six neolignans, (+)- simulanol (1), (+)-dehydrodiconiferyl alcohol (2), (-)-simulanol (3), (-)-dehydrodiconiferyl alcohol (4), (+)-dihydrodehyrodiconiferyl alcohol (5), threo-buddlenol B (6) effectively inhibited the production of nitric oxide (NO) induced by LPS, and the activity of iNOS. (-)-dehydrodiconiferyl alcohol (4), which showed the most potent inhibitory activity, attenuated the activity of iNOS enzyme and also the expression of iNOS and COX-2 proteins. The subsequent production of pro-inflammatory cytokines, interleukin-1β, interleukin-6, tumor necrosis factor-α and prostaglandin E2 were also inhibited by the pretreatment of RAW264.7 cells with (-)-dehydrodiconiferyl alcohol (4). These neolignans are thought to contribute to anti-inflammatory effects of E. alatus, and expected to be potential candidates to prevent/treat inflammation-related diseases.


Subject(s)
Cytokines , Dinoprostone , Euonymus , Interleukin-6 , Lignans , Macrophages , Necrosis , Nitric Oxide , Nitric Oxide Synthase Type II
12.
Chinese Traditional and Herbal Drugs ; (24): 1486-1491, 2016.
Article in Chinese | WPRIM | ID: wpr-853543

ABSTRACT

Objective: To investigate the chemical constituents from the ethanol extract of Spiraea pubescens. Methods: The compounds were isolated and purified by chromatography on silica gel, ODS, and preparative HPLC. Their structures were elucidated on the basis of chemical and spectroscopic methods, including MS, 1D, and 2D NMR spectral techniques. Results : Fourteen compounds were isolated and identified as β-sitosterol (1), tricosyl alcohol (2), stigmast-4-en-3-one (3), pentacosyl alcohol (4), stigmastanol (5), (+)-cyclo-olivil (6), (+)-africannal (7), (+)-lyoniresinol (8), 5-methoxy-(+)-isolariciresinol (9), (+)-isolariciresinol (10), (7R,8R)-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-O-4'-neolignan (11), (6S,9R)-6-hydroxy-3-one-α-ionol-9-O-β-D-glucopyranoside (12), (+)-lyoniresinol 9-O-β-D-xylopyranoside (13), and (-)-lyoniresinol 9-O-β-D-xylopyranoside (14). Conclusion: Compounds 2-5 and 7-14 are isolated from the plants of Spiraea L. for the first time, and compounds 1 and 6 are obtained from this plant for the first time.

13.
Chinese Traditional and Herbal Drugs ; (24): 2806-2811, 2016.
Article in Chinese | WPRIM | ID: wpr-853328

ABSTRACT

Objective: To investigate the chemical constituents from the ethanol extract of Spiraea salicifolia. Methods: The compounds were isolated and purified by chromatography on silica gel, ODS, and preparative HPLC methods. Their structures were elucidated on the basis of chemical and spectral data. Results: Twelve compounds were isolated and identified as 7S,8R-3,5- dimethoxy-4',7-epoxy-8,5'-neolignan-3',4,9,9'-tetraol (1, salicifoneoliganol), 3β-acetylursolic acid methyl ester (2), 3β-acetyloleanolic acid methyl ester (3), lupeol (4), β-amyrin (5), (7R,8S)-5-methoxydiyhdrodehydroconiferyl alcohol (6), 8-hydroxy-7'-epipinoresinol (7), 8-hydroxypinoresinol (8), fraxiresinol (9), (+)-africannal (10), (+)-lyoniresinol (11), and 5-methoxy-(+)-isolariciresinol (12). Conclusion: Compound 1 is a new lignan named salicifoneoliganol. Compounds 6 and 7 are isolated from the plants of Spiraea L. for the first time, and compounds 4, 5, and 8-12 are firstly obtained from this plant. Compounds 2 and 3 are artifacts of isolation from ursolic acid and loleanolic acid.

14.
Chinese Traditional and Herbal Drugs ; (24): 178-184, 2015.
Article in Chinese | WPRIM | ID: wpr-854284

ABSTRACT

Objective: To study the chemical constituents from the roots of Kadsura longipedunculata. Methods: The constituents were isolated and purified by various chromatographic methods, and the structures were elucidated by spectroscopic analysis. Results: Sixteen compounds were isolated from the roots of K. longipedunculata and the structures were identified as pinobatol (1), leptolepisol B (2), 7S,8R-erythro-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-O-4'-neolignan (3), 2,3-bis-(α-hydroxy-4-hydroxy-3-methoxybenzyl)-butane-1,4-diol (4), (7'S,8R,8'S)-4,4',9-trihydroxy-3,3',5-trimethoxy-9'-O-β-D-xylopyranosyl-2,7'-cyclo-lignan (5), aviculin (6), ent-isolariciresinol (7), lawsorosemarinol (8), (+)-anwulignan (9), isolariciresinol-2α-O-β-D-xyloside (10), procyanidin B3 (11), prodelphinidin B3 (12), (-)-gallocatechin (13), (+)-catechin (14), abscisic acid-β-D-glucopyranosyl ester (15), and (-)-oleuropeic acid 8-O-β-D-glucopyranoside (16). Conclusion: Compounds 1-8, 11-13, 15, and 16 are isolated from the plants of Kadsura Kaempf. ex Juss. for the first time.

15.
Chinese Traditional and Herbal Drugs ; (24): 955-957, 2015.
Article in Chinese | WPRIM | ID: wpr-854186

ABSTRACT

Objective: To study the chemical constituents in the stem barks of Lindera caudata. Methods: The chemical constituents from the stem barks of L. caudata were isolated by column chromatographic methods of silica gel, MCI-Gel resin, Sephadex LH-20, and high performance liquid chromatography. The structures were elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. The cytotoxicity of this compound for NB4, A549, SHSY5Y, PC3, and MCF7 cells line was also observed by using the MTT method. Results: A 8-O-4′-neolignan, caudatalignan A (1) was isolated from this plants. Conclusion: Compound 1 is a new compound and displays the cytotoxicity against NB4 and SHSY5Y cells with IC50 values of 4.2 and 5.0 μmol/L, respectively.

16.
Chinese Traditional and Herbal Drugs ; (24): 2602-2606, 2014.
Article in Chinese | WPRIM | ID: wpr-854794

ABSTRACT

Objective: To investigate the chemical constituents in the n-butanol extract of pine needles of Cedrus deodara. Methods: Chemical constituents were separated and purified by silica gel and Sephadex LH-20 chromatography column. The structures were elucidated on the basis of physicochemical properties and spectral data (1H-NMR, 13C-NMR, and DEPT). Results: The compounds were identified as 1-(4'-hydroxy-3'-methoxyphenyl)-2-[4″-(3-hydroxypropyl)-2″-methoxyphenoxy]-1, 3-propanediol (1), (7S, 8R)-9, 9'-dihydroxy-3, 3'-dimethoxy-7, 8-dihydro-benzofuran-1'-propanol base neolignan-4-O-β-D-glucoside (2), (7R, 8R)-3', 9, 9'- trihydroxy-3-methoxy-7, 8-dihydro-benzofuran-1'-propanol base neolignans-9-O-α-L-rhamnoside (3), (6R, 9R)-6-hydroxy-3-oxo-α- ionol-9-O-β-D-glucopyranoside (4), (6R, 9R)-3-oxo-α-ionol-9-O-β-D-glucopyranoside (5), shikimic acid butyl ester (6), quinic acid butyl ester (7), (6S, 9R)-6-hydroxy-3-oxo-α-ionol-9-O-β-D-glucopyranoside (8), 5-p-trans-coumaroylguinic acid (9), and (E)-1-O-p- coumaroyl-α-D-glucopyranoside (10). Conclusion: Compounds 1-7 are isolated from C. Trew for the first time.

17.
Chinese Traditional and Herbal Drugs ; (24): 3367-3372, 2014.
Article in Chinese | WPRIM | ID: wpr-854712

ABSTRACT

Objective: To study the chemical constituents in the dry mature seeds of Myristica fragrans (Myristicae Semen). Methods: Compounds were isolated and purified from the ethyl acetate layer of 75% alcohol extract by means of the silica gel column chromatography, Sephadex LH-20 column chromatography, and preparative HPLC isolation methods. Compound structures were identified by analyzing and comparing the spectral data with those for them in the reference. Results: Eighteen compounds were obtained from the ethyl acetate layer of 75% ethanol extract in Myristicae Semen. On the basis of spectral data and combined with the references, these compounds had been identifited as: vanilic acid (1), butein (2), (2R)-3-(3', 4', 5'-trimethoxyphenyl)-1, 2- propanediol (3), sulphuretin (4), 3-methoxy-4, 5-methylenedioxy-cinnamic acid (5), 7, 3', 4'-trihydroxyflavanone (6), 7-hydroxy- 4-benzopyrone (7), verrucosin (8), (+)-erythro-(7S, 8R)-Δ8'-7-hydroxy-3, 4, 3', 5'-tetramethoxy-8-O-4'-neolignan (9), (-)-erythro-(7R, 8S)-Δ8'-7- acetoxy-3, 4, 3', 5'-tetramethoxy-8-O-4'-neolignan (10), nectandrin B (11), (-)-(7S, 7'R, 8S, 8'R)-4, 4'-dihydroxy-3, 5, 3'-trimethoxy-7, 7'-epoxylignan (12), fragransin B3 (13), fragransin B1 (14), (-)-enantiomer (15), (-)-erythro-(7R, 8S)-Δ8'-7-hydroxy-3, 4, 5, 3', 5'-pentamethoxy-8-O-4'-neolignan (16), (+)-erythro-(7S, 8R)-Δ8'-7, 4-dihydroxy-3, 5, 3', 5'-tetramethoxy-8-O-4'-neolignan (17), and (+)-5-methoxydeydrodiisoeugenol (18). Conclusion: Compounds 2 and 4-7 are isolated from the plants of Myristica Gronov. for the first time. Compound 1 is isolated from this plant for the first time.

18.
Rev. bras. farmacogn ; 15(4): 326-330, out.-dez. 2005. ilus, tab
Article in Portuguese | LILACS | ID: lil-570938

ABSTRACT

A família Aristolochiaceae apresenta entre seus constituintes terpenóides, alcalóides e lignóides. Papo-de-peru, jarrinha, mil-homens e capivara são nomes populares da espécie Aristolochia birostris, a qual é utilizada na medicina popular como antiofídica, sudorífica, anticatarral e abortiva. Um estudo fitoquímico anterior com as partes aéreas desta espécie reportou o isolamento de quatro terpenóides, um lignóide e uma antraquinona. Dando continuidade a esse estudo, este trabalho relata a identificação de 4 lignóides, sendo dois do tipo ariloxiarilpropânico (4-metilenodioxi-5,3',5' -trimetoxi-1'-alil-8.O.4'-neolignana e 3,4,5,3',5'-pentametoxi-1'-alil-8.O.4'-neolignana), um do tipo tetraidrofurano (grandisina) e uma lignana dibenzilbutirolactônica [(-)-hinoquinina], além de vanilina. As estruturas foram estabelecidas através de métodos espectroscópicos de infravermelho e ressonância magnética nuclear uni e bidimensionais. Os lignóides foram avaliados quanto a atividade antimicrobiana frente a algumas cepas de bactérias, fungos e leveduras, entretanto foram inativos.


The family Aristolochiaceae presents among its chemical constituents terpenoids, alkaloids and lignoids. Aristolochia birostris is a species of this family popularly known as "papo-de-peru", "jarrinha", "mil-homens" and "capivara", and it is used in the folk medicine to treat snake bites, as a sudorific, expectorant and abortive. A previous phytochemical study of the aerial parts of this plant reported the isolation of four terpenoids, lignoids and antraquinone. Continuing this study it is now reported the isolation of four lignoids, two of the type aryloxyarylpropane (4-methylenedioxy-5,3',5'-trimethoxy-1'-alyl-8.O.4' -neolignan and 3,4,5,3',5'-pentamethoxy-1'-alyl-8.O.4'-neolignan), one tetrahydrofuran (grandisin) and a dibenzylbutyrolactone lignans [(-)-hinokinin], and also vanillin. The chemical structures of the isolated compounds were established based on spectral data, mainly IR and NMR including 1D and 2D experiments. The lignoids were evaluated for their activity against some bacteria (Staphylococcus epidermidis, Staphylococcus aureus, Pseudomonas aeruginosa, Enterococcus faecalis and Escherichia coli), fungi (Aspergilus flavus and Microsporum canis) and yeast (Candida albicans, Candida tropicalis and Criptococcus neoformans), but they were inactive.

19.
Chinese Traditional and Herbal Drugs ; (24): 725-727, 2000.
Article in Chinese | WPRIM | ID: wpr-412229

ABSTRACT

Four compounds were isolated from the ethanolic extract of the bark of Alseodaphnehainanensis Merr. , The structures were identified as: a neolignan eusiderin A [(7R, 8R)-3,4,5,3′-tetram-ethox-△8’,9’-8-o-4’,7-o-5’lignan](I)two benzylisoquinoline alkaloids (6,7-dimethoxyisoquinolinyl)-(4′-methoxyphenyl) methanone(Ⅱ), and( 6, 7-methylenedioxyisoquinolinyl )-( 4′-methoxyphenyl ) methanone (Ⅲ), and 4-hydroxy-3-methoxy benzoic acid ( Ⅳ ) on the basis of HR-SIMS,1HNMR,13CNMRand 2D-NMR spectroscopic analysis. CompoundsⅠ~Ⅲ were obtained from the Alseodaphne genus forthe first time.

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