scholarly journals STRUCTURAL ELUCIDATION OF FIVE PHENOLIC COMPOUNDS FROM THE RHIZOMES OF CURCULIGO ANNAMITICA GAGNEP

2018 ◽  
Vol 56 (4A) ◽  
pp. 99
Author(s):  
Tạ Thị Liên

Phytochemical research on the chloroform and ethyl acetate extracts of the rhizome of Curculigo annamitica Gagnep (Hypoxidaceae) collected in Binh Chau-Phuoc Buu Nature Reserve, Ba Ria - Vung Tau province, led to the isolation and structural elucidation of five phenolic compounds namely 2-hydroxy-3,4-dimethoxybenzoic acid (1), 2-hydroxy-6-methoxybenzoic acid (2), 4-hydroxybenzoic acid (3), p-coumaric acid (4) and 2-(ethoxymethyl)benzene-1,4-diol (5). Their chemical structures were confirmed by spectroscopic methods including HR-ESI-MS, 1D and 2D-NMR and compared with reported data. Compound 1 was known to be present for the first time from the family Hypoxidaceae.Keywords: Curculigo annamitica Gagnep (Hypoxidaceae), rhizome, phenolic compounds, 2-hydroxy-3,4-dimethoxybenzoic acid

2021 ◽  
Vol 59 (4) ◽  
pp. 518
Author(s):  
Hieu Trung Tran ◽  
Tuan Ngoc Nguyen ◽  
Tien Quyet Nguyen ◽  
Thanh Tan Nguyen ◽  
Hoang Dinh Vu ◽  
...  

A phytochemical study on fruits of Melia dubia Cav. collected in Nghe An province led to the isolation of three secondary metabolites, including 21α-O-methylmelianodiol (1), 21β-O-methylmelianodiol (2) and (21S,23R,24R)-21,23-epoxy-24-hydroxy-21β-methoxytirucalla-7,25-dien-3-one (3). The chemical structures of these compounds were determined on the basis of 1D, 2D NMR, UV, IR and MS analytical results and comparison with reported data. All three compounds (1–3) were isolated from this plant for the first time.


2019 ◽  
Vol 57 (2) ◽  
pp. 162
Author(s):  
Quan Minh Pham ◽  
Hoai Van Thi Tran ◽  
Lam Tien Do ◽  
Phuong Lan Doan ◽  
Inh Thi Cam ◽  
...  

Urena lobata L. is used in Vietnamese traditional medicine for the treatment of several diseases. Tree roots are used to treat rheumatism, dysentery, poor digestion, flu, tonsils, malaria, asthma, goiter. Flowers are used to treat chickenpox, fever, and mental disorders. Branches, leaves or whole trees used to treat injuries bruises, rheumatism, mastitis, bites. Phytochemical investigation of the n-hexan and ethyl acetate extract of Urena lobata L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), a-acetylamino-phenylpropyl a-benzoylamino-phenylpropanoate (3), quercetin (4), and trans-tiliroside (5). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Two compounds 3, 5 were isolated for the first time from Urena lobata plant.


2012 ◽  
Vol 7 (1) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Venkata Siva Satyanarayana Kantamreddi ◽  
Colin W. Wright

This article reports the structural elucidation of the Alangium alkaloid, tubulosine (1) on the basis of systematic 2D-NMR analyses (DEPT, COSY, TOCSY, NOESY, ROESY, HMQC and HMBC). The data obtained allowed the unambiguous assignment of all proton and carbon signals in 1 for the first time.


2002 ◽  
Vol 40 (11) ◽  
pp. 693-704 ◽  
Author(s):  
Nour-Eddine Es-Safi ◽  
Christine Le Guernevé ◽  
Véronique Cheynier ◽  
Michel Moutounet

Molecules ◽  
2019 ◽  
Vol 24 (8) ◽  
pp. 1606 ◽  
Author(s):  
Włodarczyk ◽  
Szumny ◽  
Gleńsk

The phytochemistry of the genera Androsace, Cortusa, Soldanella, and Vitaliana, belonging to the Primulaceae family is not well studied so far. Hence, in this paper, we present the results of UHPLC-MS/MS analysis of several primrose family members as well as isolation and structure determination of two new saponins from Vitaliana primuliflora subsp. praetutiana. These two nor-triterpenoid saponins were characterized as (23S)-17α,23-epoxy-29-hydroxy-3β-[(O-β-d-glucopyranosyl-(1→2)-O-α-l-rhamnopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→2)-O-α-l-arabinopyranosyl-(1→6)-β-d-glucopyranosyl)oxy]-27-nor-lanost-8-en-25-one and (23S)-17α,23-epoxy-29-hydroxy-3β-[(O-α-l-rhamnopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→2)-O-α-l-arabinopyranosyl-(1→6)-β-d-glucopyranosyl)oxy]-27-nor-lanost-8-en-25-one, respectively. Their structures were determined by high resolution mass spectrometry (HRMS), tandem mass spectrometry (MS/MS), one- and two-dimensional nuclear magnetic resonance spectroscopy (1D-, and 2D-NMR) analyses. So far, the 27-nor-lanostane monodesmosides were rarely found in dicotyledon plants. Therefore their presence in Vitaliana and also in Androsace species belonging to the Aretia section is unique and reported here for the first time. Additionally, eleven other saponins were determined by HRMS and MS/MS spectra. The isolated lanostane saponins can be considered as chemotaxonomic markers of the family Primulaceae.


2017 ◽  
Vol 12 (5) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Hyun Gyu Choi ◽  
In-Gyu Je ◽  
Geum Jin Kim ◽  
Joo-Won Nam ◽  
Sang Hee Shim ◽  
...  

A phthalide, levistolide A (1), and six coumarins, demethylsuberosin (2), fraxetin (3), (-)-marmesinin (4), 3'( S)- O-β-D-glucopyranosyl-3’,4'-dihydroxanthyletin (5), 3'( R)- O-β-D-glucopyranosyl-3’,4'-dihydroxanthyletin (6), and isopraeroside IV (7) were isolated from the methanolic extract of the roots of Angelica tenuissima Nakai. Their chemical structures were confirmed by comparing spectroscopic and reported data. All seven compounds were isolated for the first time from this plant source. The anti-allergic activities of compounds 1-7 were examined using human mast cells, and compounds 1-3 at 10 μM potently suppressed IL-6 expression and inhibited histamine release from human mast cells by more than 30%.


2021 ◽  
Vol 21 (3) ◽  
pp. 699
Author(s):  
Sukee Sukdee ◽  
Puttinan Meepowpan ◽  
Narong Nantasaen ◽  
Siriporn Jungsuttiwong ◽  
Sarinya Hadsadee ◽  
...  

The genus Mitrephora has been investigated and its anti-inflammatory, anti-bacterial and anti-parasitical activities were examined along with its potential as an anti-cancer cell line and inhibitor for platelet aggregation. In this work, air-dried leaves and twigs of M. winitii were grounded and extracted with n-hexane, ethyl acetate and methanol, respectively. Chromatographic separations of these extracts led to the isolation of three known compounds and one new compound (compound 2). The chemical structures of these were identified using spectroscopic investigation of 1D- and 2D-NMR and the resulting data confirmed these as stigmasterol (1), (3,4-dimethoxyphenyl)(5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)tetrahydrofuran-3-yl)methanol (2), diayangambin (3), and methyl-L-inositol (4). The chemical constituents were reported the first time in M. winitii. Compound 2 showed anti-cancer cell lines with ED50 13.07 µg/mL against KB cells and then was tested for cytotoxicity against MCF-7 cells with ED50 11.77 µg/mL.


2014 ◽  
Vol 9 (3) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Alexandra S. Silchenko ◽  
Anatoly I. Kalinovsky ◽  
Sergey A. Avilov ◽  
Pelageya V. Andryjaschenko ◽  
Pavel S. Dmitrenok ◽  
...  

Four new triterpene glycosides, violaceusosides C (1), D (2), E (3) and G (4) have been isolated from the sea cucumber Pseudocolochirus violaceus (Cucumariidae, Dendrochirotida). Eight known glycosides, DS-holothurin A and holothurinoside A, isolated earlier from Holothuria forskalii (order Aspidochirotida); and violaceuside A, lefevreoside C, philinopside E, intercedenside B, violaceuside II and liovilloside A isolated earlier from representatives of the family Cucumariidae, order Dendrochirotida have also been found in P. violaceus. The chemical structures of the glycosides were elucidated by 2D NMR spectroscopy and mass spectrometry. Violaceusosides C (1), D (2), E (3) and G (4) have holostane-type aglycones and tetrasaccharide linear carbohydrate chains differing in the sugar composition and the number and position of sulfate groups. Violaceusosides E (3) and G (4) are characterized by the presence of a sulfate group at C-3 of the quinovose residue that is very rare among sea cucumber glycosides. Cytotoxic activities of the glycosides 1–4 against cells of the ascite form of mouse Ehrlich carcinoma and hemolytic activities against mouse erythrocytes have been studied. Violaceusosides C (1) and D (2) demonstrated moderate cytotoxic and hemolytic effects, while violaceusosides E (3) and G (4) have more powerful activities.


2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Qinge Ma ◽  
Rongrui Wei ◽  
Xiaodong Zhang ◽  
Zhipei Sang ◽  
Jianghong Dong

AbstractTwo new lignans, 3,4-(10-methoxy-phenylallyl)-9″-((10′-isopropanol-3′,4′-furan)-phenylacetyl)-8″-dioxane-7″-O-β-d-glucopyranoside (1), 3,4-benzolactone-9″-((12′-isopropanol-3′,4′-furan)-phenylbutenone)-8″-dioxane-7″-O-β-d-glucopyranoside (2), and nine known lignan derivatives (3–11) were isolated from the flower buds of Magnolia biondii Pamp. for the first time. Their structures were elucidated by 1D and 2D NMR, UV, IR, and MS data, as well as by comparison with those of the references. Compounds (1–11) were evaluated for their neuroprotective activities against 6-OHDA-induced cell death in SH-SY5Y cells. As a result, compounds 1, 2, and 5 exhibited significant neuroprotective activities with IC50 values in the range of 3.08–6.12 μM.


2021 ◽  
Vol 7 (2) ◽  
pp. 142-149
Author(s):  
Deden Indra Dinata ◽  
Rani Maharani ◽  
Fauzan Zein Muttaqien ◽  
Unang Supratman ◽  
Mohamad Nurul Azmi ◽  
...  

Amomum compactum Soland Ex Maton is one of the Zingiberaceae family plants which is the endemic plants from West Java, Indonesia. This study was aimed to determine the chemical structure of flavonoid compounds from n-hexane extract of A.compactum Sol. Ex Maton roots. Dried powder of the roots was extracted consecutively with n-hexane, ethyl acetate, and methanol solvents. Three flavonoids, 5-hydroxy-3,7,4`-trimethoxy kaempferol (1), 5-hydroxy-3,7,3',4'-tetra methoxy kaempferol (2) and 4'-hydroxy-3,5,7-trimethoxy kaempferol (3), have been isolated from the roots of A. compactum Sol. Ex Maton.  The chemical structures of compounds 1-3 were identified by spectroscopy data including infrared 1D-NMR, 2D-NMR and HRTOF-MS as well as by comparison with previously reported spectral data. Compounds 1-3 were isolated from this plant for the first time and showed free radical DPPH scavenging activity.


Sign in / Sign up

Export Citation Format

Share Document