scholarly journals Flavonoids and Triterpenoid Saponins from Pimenta dioica (Merr.) L

2007 ◽  
Vol 2 (9) ◽  
pp. 1934578X0700200
Author(s):  
Fatma A. Moharram ◽  
Mona A Mohamed ◽  
Mohamed SA Marzouk ◽  
Elsayed A Aboutabl
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Physicochemical Analysis ◽  
Triterpenoid Saponins ◽  
Pimenta Dioica ◽  
First Time

The defatted and desalted 80% methanolic extract of the leaves of Pimenta dioica (Mirr.) L. resulted in the isolation of three triterpenoid saponins, 23-hydroxy-3α-[( O-α-L-rhamnopyranosyl-(1→2)- O-α-L-arabinopyranosyl) oxy] olean-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1→4)- O-β-D-galactopyranosyl-(1→6)- O-β-D-galactopyranosyl ester (1), 2α,3α,23-trihydroxyolean-12-en-28-oic acid O-β-D-glucopyranosyl ester (2), and 2α,3α,23-trihydroxyolean-13(18)-en-28-oic acid O-β-D-glucopyranosyl ester (3), along with a novel dihydrokaempferol glucoside, namely, 3-carboxy-6,8-di- C-methyl-dihydrokaempferol 3- O-β-D-glucopyranoside (4), together with three known flavonoids, quercetin 3- O-β-D-glucuronopyranoside (5), quercitrin (6) and mernesitin (7), all for the first time from the genus Pimenta. The structures were identified on the basis of chemical and physicochemical analysis (UV, HRESI-MS, 1 and 2D NMR).

Flavon- and Flavonolglycosides from Achillea pannonica Scheele

2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
Nmr Techniques ◽  
Chemotaxonomic Study ◽  
First Time ◽  
C Nmr

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly

scholarly journals Antimicrobial Constituents from Leaves of Dolichandrone spathacea and Their Relevance to Traditional Use

2018 ◽  
Vol 5 (01) ◽  
pp. e14-e23 ◽  
Author(s):  
Phuc-Dam Nguyen ◽  
Amin Abedini ◽  
Sophie Gangloff ◽  
Catherine Lavaud
Keyword(s):  
Antibacterial Activity ◽  
Methanolic Extract ◽  
Iridoid Glycosides ◽  
Folk Medicine ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Traditional Use ◽  
Triterpenoid Saponins ◽  
Methoxycinnamic Acid ◽  
New Compounds

AbstractFive new compounds, three iridoid glycosides (1-3) and two triterpenoid saponins (4, 5), along with thirty-two known compounds were isolated from the methanolic extract of the leaves of Dolichandrone spathacea. This traditional medicinal plant is widely used in Asia and India as antiseptic, for bronchitis and thrush treatment, and the methanolic extract has been shown to possess antibacterial activity against methicillin-resistant Staphylococcus aureus. The new iridoids were esterified derivatives of 6-ajugol and 6-catalpol, and the new saponins were glucosides of two polyhydroxy triterpenes with ursan skeleton. Their structures were elucidated by spectroscopic methods, including 1D and 2D NMR experiments and HR-ESI-MS analysis, and from comparison with the literature. This study aimed at investigating extracts and isolated compounds for their antimicrobial activities against bacterial and yeast strains, in order to validate the uses of the plant in folk medicine. The 6-O-esterified iridoids had weaker antibacterial activity; verbascoside and p-methoxycinnamic acid, the major compounds of the methanol extract, possessed strong antibacterial activity, which could account for the traditional antiseptic and anti-infectious uses of the leaves of D. spathacea.

scholarly journals Lanostane-Type Saponins from Vitaliana primuliflora

Molecules ◽  
2019 ◽  
Vol 24 (8) ◽  
pp. 1606 ◽  
Author(s):  
Włodarczyk ◽  
Szumny ◽  
Gleńsk
Keyword(s):  
Mass Spectrometry ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Resonance Spectroscopy ◽  
Tandem Mass ◽  
Triterpenoid Saponins ◽  
The Family ◽  
Chemotaxonomic Markers ◽  
First Time

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.

Anticancer and Antioxidant Tannins from Pimenta dioica Leaves

2007 ◽  
Vol 62 (7-8) ◽  
pp. 526-536 ◽  
Author(s):  
Mohamed S. A. Marzouk ◽  
Fatma A. Moharram ◽  
Mona A. Mohamed ◽  
Amira M. Gamal-Eldeen ◽  
Elsayed A. Aboutabl
Keyword(s):  
T Lymphocytes ◽  
Cancer Cells ◽  
Ellagic Acid ◽  
Solid Tumour ◽  
2D Nmr ◽  
Physicochemical Analysis ◽  
The Other ◽  
Methyl Gallate ◽  
Cytotoxic Compound ◽  
Pimenta Dioica

Two galloylglucosides, 6-hydroxy-eugenol 4-O-(6′-O-galloyl)-β-D-4C1-glucopyranoside (4) and 3-(4-hydroxy-3-methoxyphenyl)-propane-1,2-diol-2-O-(2′,6′-di-O-galloyl)-β-D-4C1-glucopyranoside (7), and two C-glycosidic tannins, vascalaginone (10) and grandininol (14), together with fourteen known metabolites, gallic acid (1), methyl gallate (2), nilocitin (3), 1-O-galloyl-4,6-(S)-hexahydroxydiphenoyl-(α/β)-d-glucopyranose (5), 4,6-(S)-hexahydroxydiphenoyl-(α/β)-d-glucopyranose (6), 3,4,6-valoneoyl-(α/β)-d-glucopyranose (8), pedunculagin (9), casuariin (11), castalagin (12), vascalagin (13), casuarinin (15), grandinin (16), methyl-flavogallonate (17) and ellagic acid (18), were identified from the leaves of Pimenta dioica (Merr.) L. (Myrtaceae) on the basis of their chemical and physicochemical analysis (UV, HRESI-MS, 1D and 2D NMR). It was found that 9 is the most cytotoxic compound against solid tumour cancer cells, the most potent scavenger against the artificial radical DPPH and physiological radicals including ROO•, OH•, and O2-•, and strongly inhibited the NO generation and induced the proliferation of T-lymphocytes and macrophages. On the other hand, 3 was the strongest NO inhibitor and 16 the highest stimulator for the proliferation of T-lymphocytes, while 10 was the most active inducer of macrophage proliferation.

scholarly journals Identification of Isolated Flavonoid Glycoside From Methanolic Extract of Cucumis dipsaceus Ehrenb. (Fruit)

2018 ◽  
Vol 9 (07) ◽  
Author(s):  
Suman Lata E. ◽  
Sanjiv Kumar Mittal
Keyword(s):  
Visible Light ◽  
Ethyl Acetate ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycoside ◽  
Polyphenolic Compounds ◽  
Flavonoid Glycosides ◽  
Tlc Plates ◽  
Rf Values ◽  
First Time

The present study was objected to investigate isolated flavonoid glycoside from methanolic extract from fruits (Cucumis dipsaceus Ehrenb.) as well as identification. Methanolic extract was already screened for the presence of flavonoid glycoside which was strong antioxidant and hepatoprotective agent. It was first time to isolate these by column chromatography with increasing polarity like Petroleum ether, Chloroform, Ethyl acetate and Methanol solvents of different ratios. Each 20ml elute was collected, analyzed with pre coated Merck F254 TLC plates to compare similar spots and Rf values for same category of contents. The similar elutes were pooled, concentrated dried by vacuum distillation with rotary apparatus. The chloroform ethyl acetate fractions (sticky dark brown mass) were analyzed by pre coated F254 TLC plates and then visualized under visible light, UV 254nm and UV366nm. The developed pre coated TLC plates was further derivatized with 0.5% solution of anisaldehyde - H2SO4 acid and again visualized under visible light and UV366nm.TLC, HPTLC and LCMS methods were used to found and estimate polyphenolic compounds. Spectroscopic methods (IR, 1D and 2D NMR and Mass spectrometry) were used to confirm and elucidate the structure. The concluded structure of flavonoid glycosides was quercetin- 3-rutinoside-7-rhamnoside (M Wt: 756.663g/mol) and plaid with literature data

scholarly journals Flavonoids in Achillea collina

2001 ◽  
Vol 69 (1) ◽  
pp. 75-83 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Gottfried Reznicek ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
First Time

In a detailed study on the flavonoid pattern of Achillea collina BECKER ten flavonoids were isolated from a methanolic extract of aerial parts of the plant. Their structures were determined by UV, ESI-MS, GC-MS and NMR spectroscopic methods including 2D-NMR. Apigenin-7-O-rutinoside was proven for the first time in the genus Achillea.

scholarly journals A New Rearranged Abietane Diterpene and other Constituents from Clerodendrum Philipinum

2009 ◽  
Vol 4 (3) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Ha Van Oanh ◽  
Pham Xuan Sinh ◽  
Nguyen Thai An ◽  
Ta Manh Hung ◽  
Tran Thi Lan Huong ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
First Time

From the methanolic extract of the roots of Clerodendrum philipinum, a new rearranged abietane diterpene (1) and eight known compounds were isolated by various chromatography methods. Their structures were identified by means of spectroscopic methods, including 1D- and 2D-NMR, as 17(15→16),18(4→3)-bisabeo-11,12,14,16-tetrahydroxy-3,5,8,11, 13, 15-abietahexaen-7-one (1), binankadsurin A, clerodenoside A, martynoside, acteoside, isoacteoside, astragalin, β-sitosterol, and daucosterol. Binankadsurin A was found for the first time from a Clerodendrum species.

scholarly journals Ursane-Type Saponins from Zygophyllum cornutum

2013 ◽  
Vol 8 (5) ◽  
pp. 1934578X1300800
Author(s):  
Soumeya Bencharif-Betina ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Zahia Kabouche ◽  
Anne-Claire Mitaine-Offer ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Methanolic Extract ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Fab Mass Spectrometry ◽  
Whole Plant ◽  
First Time

Seven known ursane-type saponins were isolated from the methanolic extract of the whole plant of Zygophyllum cornutum Coss, and identified by 2D NMR spectroscopy and FAB-mass spectrometry. They are reported in this species for the first time and might be chemotaxonomically significant for the genus Zygophyllum.

scholarly journals Steroidal Saponins from the Fruits of Cestrum ruizteranianum

2011 ◽  
Vol 6 (12) ◽  
pp. 1934578X1100601
Author(s):  
Galarraga M. Elier ◽  
Anne-Claire Mitaine-Offer ◽  
Juan Manuel Amaro-Luis ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Steroidal Saponins ◽  
2D Nmr Spectroscopy ◽  
First Time

Seven spirostane and furostane-type glycosides were isolated from the aqueous methanolic extract of the fruits of Cestrum ruizteranianum and characterized mainly by 2D NMR spectroscopy and mass spectrometry. These known saponins belong to the Δ5-spirostene and Δ5-furostene series and are reported in this species for the first time.

scholarly journals Flavonoid Constituents of Pistacia integerrima

2012 ◽  
Vol 7 (8) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Zia Ullah ◽  
Rashad Mehmood ◽  
Muhammad Imran ◽  
Abdul Malik ◽  
Rehana A. Afzal
Keyword(s):  
Spectroscopic Analysis ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Acidic Hydrolysis ◽  
Aerial Parts ◽  
First Time

Pistacides A and B (1–2), two new flavonoid glycosides, have been isolated from the methanolic extract of the aerial parts of Pistacia integerrima, along with 2′-hydroxyisoorientin (3), echioidinin 2′- O-β-D-(6″- O-acetyl) glucopyranoside (4), chrysoeriol (5), and diandraflavone A (6), reported for the first time from this species. Their structures were elucidated by spectroscopic analysis including 2D NMR, FAB-MS, and acidic hydrolysis.

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