scholarly journals The Bark of Picea abies L., a Waste from Sawmill, as a Source of Valuable Compounds: Phytochemical Investigations and Isolation of a Novel Pimarane and a Stilbene Derivative

Plants ◽  
2021 ◽  
Vol 10 (10) ◽  
pp. 2106
Author(s):  
Stefania Sut ◽  
Valeria Baldan ◽  
Marta Faggian ◽  
Irene Ferrarese ◽  
Erica Maccari ◽  
...  
Keyword(s):  
Picea Abies ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Dehydroabietic Acid ◽  
Flavonoid Glycosides ◽  
Preparative Hplc ◽  
Chromatographic Separations ◽  
Polyphenolic Composition ◽  
Valuable Compounds ◽  
First Time

In this work, the sawmill waste from Picea abies debarking was considered as source of valuable phytoconstituents. The extraction was performed using different ethanol/water mixtures, and characterization was obtained by LC-MSn. This latter revealed flavonoid glycosides, lignans, and procyanidins. Extraction with organic solvents (dichloromethane and methanol) and chromatographic separations of the obtained extracts by silica column followed by semi-preparative HPLC led to the isolation of polyphenols and terpenoids such as 21α-metoxy-serrat-14-en-3-one, 21α-hydroxy-serrat-14-en-3-one, pinoresinol, dehydroabietic acid, 15-hydroxy-dehydroabietic acid, 7-oxo-dehydroabietic acid, pimaric acid, 9β-pimara-7,15-dien-19-ol, 13-epi-manoyl oxide, taxifolin-3’-O-glucopyranoside, trans-astringin, and piceasides. Piceaside V and 9β-pimara-7-keto-19β-olide, two novel compounds identified for the first time in P. abies bark, were isolated, and their structures were elucidated using 1D and 2D NMR and MS techniques. The polyphenolic composition of the methanolic portion was also investigated using LC-MSn, and the piceaside content was estimated. To assess the antioxidant activity of main constituents, semi-preparative HPLC was performed on the methanolic extract, and the obtained fractions were assayed by using the DPPH test. Overall, this work shows the potential usefulness of P. abies bark as a source of valuable phytochemicals.

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 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 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.

scholarly journals Chemical compositions, antimicrobial effects, and cytotoxicity of Asia minor wormwood (Artemisia splendens Willd.) growing in Iran

BMC Chemistry ◽  
2021 ◽  
Vol 15 (1) ◽  
Author(s):  
Fariba Heshmati Afshar ◽  
Masumeh Zadehkamand ◽  
Zahra Rezaei ◽  
Abbas Delazar ◽  
Vahideh Tarhriz ◽  
...  
Keyword(s):  
Cell Line ◽  
Proliferative Activity ◽  
Methanolic Extract ◽  
Biologically Active ◽  
Flavonoid Glycosides ◽  
Control Group ◽  
Chemical Compositions ◽  
Preparative Hplc ◽  
Cytotoxicity Activity ◽  
Methanolic Extracts

Abstract Background Artemisia splendens from the Asteraceae family is a new source of biologically active compounds. The current study investigated to evaluate antimicrobial and cytotoxicity activity of methanolic extracts and their fractions obtained from aerial parts by agar disk diffusion and MTT methods, respectively. The active fractions were subjected to preparative HPLC for isolating the pure compounds, which were structurally elucidated, by 1H and 13C NMR. Results The results showed that the methanolic extract and its 60% SPE fraction have the anti-proliferative activity on A549 cell line in comparison with the control group. Meanwhile, the methanolic extract and its 40% SPE fraction can inhibit the growth of Gram-positive strains as anti-microbial activity. The 60% SPE fraction also illustrated anti-proliferative activity on the HT-29 cell line compared to the control group. Chromatographic separations via preparative HPLC yielded 5 flavonoids and three flavonoid glycosides. Conclusion Based on the results it can be concluded that A. splendens as a potential source of cytotoxic and antimicrobial compounds can be used in pharmaceutics.

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).

scholarly journals DOLABRANE-TYPE DITERPENOID AND LIGNAN CONSTITUENTS FROM THE STEM BARKS OF CERIOPS DECANDRA (GRIFF.) W. THEOB.

2020 ◽  
Vol 58 (4) ◽  
pp. 419
Author(s):  
Kieu Thi Phuong Linh ◽  
Nguyen Van Chien ◽  
Nguyen Quoc Trung ◽  
Vu Huy Thong ◽  
Nguyen Van Tuyen ◽  
...  
Keyword(s):  
Detailed Analysis ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Spectroscopic Techniques ◽  
Chromatographic Separations ◽  
First Report ◽  
Esi Ms ◽  
Ceriops Decandra

Three dolabrane-type diterpenoids (1‒3) and a lignan derivative (4) were isolated from a methanolic extract of C. decandra stem barks using various chromatographic separations. Their structures were elucidated to be tagalsine X (1), tagalsin P (2), ent-5α,2-oxodolabr-3-ene-3,15,16-triol (3), and (+)-pinoresinol (4) by detailed analysis via spectroscopic techniques (1D, 2D NMR, and ESI-MS data) as well as comparison with those reported. This is the first report of compound 4 from the Ceriops genus.

scholarly journals Anticancer Activities of Chemical Constituents from Leaves and Twigs of Mitrephora winitii

2021 ◽  
Vol 21 (3) ◽  
pp. 699
Author(s):  
Sukee Sukdee ◽  
Puttinan Meepowpan ◽  
Narong Nantasaen ◽  
Siriporn Jungsuttiwong ◽  
Sarinya Hadsadee ◽  
...  
Keyword(s):  
Cancer Cell ◽  
Chemical Constituents ◽  
Cancer Cell Line ◽  
2D Nmr ◽  
Anticancer Activities ◽  
Chromatographic Separations ◽  
Chemical Structures ◽  
Anti Cancer ◽  
First Time ◽  
Mcf 7

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.

scholarly journals SECONDARY METABOLITES FROM THE STEM BARKS OF RHIZOPHORA MUCRONATA LAMK

2020 ◽  
Vol 58 (6) ◽  
pp. 653
Author(s):  
Nguyen Phuong Thao
Keyword(s):  
Secondary Metabolites ◽  
Detailed Analysis ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Spectroscopic Techniques ◽  
Rhizophora Mucronata ◽  
Chromatographic Separations ◽  
First Report ◽  
Esi Ms ◽  
Phenolic Derivatives

Using various chromatographic separations, three phenolic derivatives (1‒3) and three phytosteryl glycosides (4‒6) were isolated from a methanolic extract of R. mucronata stem barks. Their structures were elucidated to be cinchonain Ia (1), breynioside B (2), polystachyol (3), β-sitosterol 3-O-β-D-glucopyranoside (4), β-sitosterol 3-O-β-D-(6'-O-palmitoyl) glucopyran-oside (5), and β-sitosterol 3-O-β-D-(6'-O-stearoyl)glucopyranoside (6) by detailed analysis via spectroscopic techniques (1D, 2D NMR, and ESI-MS data) as well as comparison with those reported. This is the first report of compounds 1‒6 from the Rhizophora genus.

scholarly journals Chemical Composition and Antioxidant Activity of Cirsium vulgare Inflorescences

2017 ◽  
Vol 12 (4) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Jolanta Nazaruk ◽  
Sebastian Chłędzik ◽  
Jakub Strawa ◽  
Katarzyna Bazydło ◽  
Anna Wajs-Bonikowska
Keyword(s):  
Antioxidant Activity ◽  
Chemical Composition ◽  
Plant Material ◽  
Methanolic Extract ◽  
Total Flavonoid Content ◽  
Flavonoid Content ◽  
Chromatographic Separations ◽  
Cirsium Vulgare ◽  
First Time ◽  
Derivatives Of

The chemical composition of Cirsium vulgare flower heads was examined. Petrol and chloroform extracts of this plant material were analyzed by GC-MS for the presence of fatty acids, phytosterols, and triterpenes. Diethyl ether, ethyl acetate, and butanol fractions of the methanolic extract were subjected to multistep chromatographic separations, and as a result, fourteen flavonoids were obtained (1–14). All compounds were isolated from this morphological part for the first time and eleven from the plant. Among the identified components were four aglycones, eight glycosides, and two glycoside esters, derivatives of apigenin, luteolin, kaemferol, and quercetin. One of them was a rarely occurring compound apigenin 7- O-β-(6″-butyl)-glucuronide) (14). Total flavonoid content and antioxidant activity were determined in the various fractions of methanolic extract.

scholarly journals A New Colchicinoid from Colchicum tauri, an Unexplored Meadow Saffron Native to Jordan

2006 ◽  
Vol 1 (2) ◽  
pp. 1934578X0600100 ◽  
Author(s):  
Feras Q. Alali ◽  
Amani S. Ma'aya'h ◽  
Ahmad Alkofahi ◽  
Amjad Qandil ◽  
Chen Li ◽  
...  
Keyword(s):  
Brine Shrimp ◽  
2D Nmr ◽  
Biological Evaluation ◽  
Preparative Hplc ◽  
Low Resolution ◽  
Isolation And Identification ◽  
Brine Shrimp Lethality ◽  
Chromatographic Techniques ◽  
General Toxicity ◽  
First Time

This study reports the isolation, characterization, and biological evaluation of constituents of Colchicum tauri Siehe ex Stef. (Colchicaceae), an unexplored Colchicum species native to Jordan. Methanolic extraction, crude alkaloid fractionation, and separation using several different chromatographic techniques (open columns, preparative TLC, and semi-preparative HPLC), as directed by the brine shrimp lethality test (BST), resulted in the isolation and identification of nine compounds: (-)-colchicine (1), (-)-2-demethylcolchicine (2), (-)-3-demethylcolchicine (3), (-)-demecolcine (4), (-)- N-methyldemecolcine (5), (-)-3-demethyl- N-methyldemecolcine (6), β-lumicolchicine (7), 3-demethyl-β-lumicolchicine (8), and apigenin (9). Compounds 1–5 and 7–8 were isolated for the first time from this species, while compound (6) represents a new colchicinoid. The structure elucidations were achieved using a series of spectroscopic and spectrometric techniques, principally 1D-NMR (1H, and 13C), 2D-NMR (COSY, ROESY, HMBC, and HSQC), and low resolution EI-MS. All compounds were tested for general toxicity using the BST, and compounds 1 and 4 were found to be the most potent, with LC50 values of 2.5 and 8.1 μg/mL, respectively.

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