NEW AROMATIC ALCOHOL, BENZOYL GLYCOSIDIC ESTER AND ANTHRAQUINONE DERIVATIVE FROM THE AERIAL PARTS OF PHYLLANTHUS FRATERNUS WEBSTER

INDIAN DRUGS ◽  
2018 ◽  
Vol 55 (11) ◽  
pp. 40-44
Author(s):  
A Abuzer ◽  
◽  
M. Jameel ◽  
M. Ali

Phyllanthus fraternus Webster (Euphorbiaceae) is used in Indian traditional systems of medicine to treat diabetes, influenza, dyspepsia, indigestion, dysentery, jaundice, kidney stones, urinary tract diseases, vaginitis and skin eruptions. Phytochemical investigation of a methanolic extract of aerial parts of P. fraternus led to the isolation of a new aromatic alcohol characterized as 3'-methyl-3'-(3,4- dimethoxyphenyl)-1'-propanol (1), a benzoyl glycosidic ester identified as 2-n-dodecanoyl-salicyloyl-O- β-D-arabinopyranoside (2) and a new anthraquinone derivative 1-methoxy-2,4,8,9,10,11-hexahydroxy- 3-methyl-6,13-anthracenedione (3) along with a known β-D-diglucoside (4). The structures of isolated phytoconstituents were established on the basis of 1D and 2D NMR, FT-IR, UV and MS data.

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1755
Author(s):  
Davlat Kh. Akramov ◽  
Nilufar Z. Mamadalieva ◽  
Andrea Porzel ◽  
Hidayat Hussain ◽  
Mthandazo Dube ◽  
...  

Phytochemical investigation of the methanolic extract obtained from the aerial parts of Lagochilus setulosus (Lamiaceae) afforded the new compound 1-methoxy-3-O-β-glucopyranosyl-α-l-oliose (1) together with five known glycosides, namely sitosterol-3-O-β-glucoside (2), stigmasterol-3-O-β-glucoside (3), pinitol (4), 6β-hydroxyl-7-epi-loganin (5), and chlorotuberoside (6). The structures of these compounds were elucidated by extensive spectroscopic analyses, especially HR-MS, 1D and 2D NMR spectroscopy. The in vitro cytotoxic activity of the methanolic extract and the isolated compounds was assessed using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) and crystal violet (CV) staining assays. In addition, the antifungal activities of the components were evaluated against Botrytis cinerea, Septoria tritici, and Phytophthora infestans. The anthelmintic potential was determined against Caenorhabditis elegans nematodes. Neither the extract nor the isolated compounds showed promising activity in all the bioassays.


2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  

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


Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2767
Author(s):  
Jian Lu ◽  
Caiying Peng ◽  
Shuang Cheng ◽  
Jianqun Liu ◽  
Qinge Ma ◽  
...  

Phytochemical investigation of the aerial parts of Pteris cretica led to the isolation and elucidation of nine pterosins, including four new pterosins, creticolacton A (1), 13-hydroxy-2(R),3(R)-pterosin L (2), creticoside A (3), and spelosin 3-O-β-d-glucopyranoside (4), together with five known pterosins 5–9. Their structures were identified mainly on the basis of 1D and 2D NMR spectral data, ESI-MS and literature comparisons. Compounds 1 and 3 were new type of petrosins with a six membered ring between C-14 and C-15. The new compounds were tested in vitro for their cytotoxic activities against four human tumor cell lines (SH-SY5Y, SGC-7901, HCT-116, Lovo). Results showed that compounds 1 and 2 exhibited cytotoxic activity against HCT-116 cells with IC50 value of 22.4 μM and 15.8 μM, respectively.


2016 ◽  
Vol 11 (6) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Kyeong Wan Woo ◽  
Ki Ho Lee ◽  
Ji Hun Jang ◽  
Min Suk Kim ◽  
Hyun Woo Cho ◽  
...  

Phytochemical investigation of the methanol extract of the aerial parts of Iris minutiaurea (Iridaceae) using column chromatography led to the isolation of a new xanthone glycoside, 1-hydroxy-3,5-dimethoxy-xanthone-6- O-β-D-glucoside (1), together with one known flavonoid glycoside (2). The structure of this new compound was elucidated by analysis of spectroscopic, including ID (1H, 13C), 2D NMR (COSY, HMQC, HMBC), and high resolution fast atom bombardment mass spectrometric (HR-FAB-MS) data and enzyme hydrolysis. We found that compounds 1 and 2 significantly suppressed production of NO, and pro-inflammatory cytokine in LPS-induced RAW264.7 cells. These results suggest that compound 1 and 2 have anti-inflammatory activity related with production of TNF-α, IL-6, IL-β, and NO in macrophages, and then compound 1 were more efficient than compound 2 in lowering the level of proinflammatory cytokine.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Farzaneh Naghibi ◽  
Somayeh Esmaeili ◽  
Noor Rain Abdullah ◽  
Mehdi Nateghpour ◽  
Mahdieh Taghvai ◽  
...  

Based on the collected ethnobotanical data from the Traditional Medicine and Materia Medica Research Center (TMRC), Iran,Myrtus communisL. (myrtle) was selected for the assessment ofin vitroandin vivoantimalarial and cytotoxic activities. Methanolic extract of myrtle was prepared from the aerial parts and assessed for antiplasmodial activity, using the parasite lactate dehydrogenase (pLDH) assay against chloroquine-resistant (K1) and chloroquine-sensitive (3D7) strains ofPlasmodium falciparum. The 4-day suppressive test was employed to determine the parasitemia suppression of the myrtle extract againstP. berghei  in vivo. The IC50values of myrtle extract were 35.44 µg/ml against K1 and 0.87 µg/ml against 3D7. Myrtle extract showed a significant suppression of parasitaemia (84.8 ± 1.1% at 10 mg/kg/day) in mice infected withP. bergheiafter 4 days of treatment. Cytotoxic activity was carried out against mammalian cell lines using methyl thiazol tetrazolium (MTT) assay. No cytotoxic effect on mammalian cell lines up to 100 µg/mL was shown. The results support the traditional use of myrtle in malaria. Phytochemical investigation and understanding the mechanism of action would be in our upcoming project.


2010 ◽  
Vol 5 (10) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Mahdi Mojarrab ◽  
Abbas Delazar ◽  
Matthias Hamburger ◽  
Olivier Potterat

Two new coumarin-hemiterpene ether glucosides, 4’- O-(β-D-glucopyranosyl) desoxylacarol (1), and 5- O-(β-D-glucopyranosyl) lacarol (2), were isolated from the methanolic extract of the aerial parts of Artemisia armeniaca Lam. Their structures were established by means of spectroscopic analysis including 1H- and 2D-NMR, HRESIMS, and acid hydrolysis. In addition, a structurally related phenylpropanoic acid derivative (3) was obtained in small amounts, and its structure tentatively assigned as 3-(4-hydroxy–3-methylbutoxy)-4-methoxy melilotic acid.


INDIAN DRUGS ◽  
2017 ◽  
Vol 54 (07) ◽  
pp. 18-22
Author(s):  
A. Ali ◽  
◽  
M. Jameel ◽  
M Ali

The stem bark of the holy tree Ficus religiosa L. (family: Moraceae) is traditionally prescribed to treat anxiety, hiccup, burns, scabies and skin diseases, vomiting, gastric ulcers, haemorrhoids, diarrhoea, dysentery, glandular swellings of the neck, gonorrhoea, urinogenital disorders, toothache and for strengthening the gums. Phytochemical investigation of a methanolic extract of the stem bark yielded a β-steryl naphthyl ester, characterized as naphthyl-1',3'-diol-1'-β-sitosteryl-3'-octadec-9′′, 12′′-dienoate (1) and two fatty acids identified as 2β,3β,4β,5β-tetrahydroxy-n-octanoic acid (2) and 2β,3β,4β,5β- tetrahydroxy-n-decanoic acid (3). The structure of isolated compounds was established on the basis of 1D and 2D NMR, FT-IR, UV, and MS data and chemical means. The finding enhance the phytochemical nature of F. religiosa. These new compounds have been isolated for the first time from this plant and may play an important role as chromatographic markers for standardization of crude bark and its marketed herbal formulations.


2011 ◽  
Vol 6 (8) ◽  
pp. 1934578X1100600
Author(s):  
Sumayya Saied ◽  
Shazia Shah ◽  
Zulfiqar Ali ◽  
Ajmal Khan ◽  
Bishnu P. Marasini ◽  
...  

Phytochemical investigation of the aerial parts of Cichorium intybus L. resulted in the isolation and identification of two new natural metabolites, 2,6-di[but-3( E)-en-2-onyl]naphthalene (1), and 3,3′,4,4′-tetrahydroxychalcone (2), along with nine known compounds. Their structures were determined by spectroscopic techniques including 1D and 2D NMR. The known compounds were identified as scopoletin (3), 4-hydroxyphenylacetic acid (4), 3-hydroxy-4-methoxybenzoic acid (5), 4,4′-dihydroxychalcone (6), 6,7-dihydroxycoumarine (7), 1-triacontanol (8), lupeol (9), β-sitosterol (10), and β-sitosterol-3- O-β-glucopyranoside (11). Compounds 4-6 and 8 are reported for the first time from C. intybus. Compounds 2 and 3 showed weak inhibitory activities against urease and α-chymotrypsin enzymes, respectively.


2001 ◽  
Vol 69 (1) ◽  
pp. 75-83 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Gottfried Reznicek ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
...  

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.


2000 ◽  
Vol 55 (7-8) ◽  
pp. 667-670 ◽  
Author(s):  
Prokopios Magiatis ◽  
Eleni Melliou ◽  
Eugenia Tsitsa ◽  
Catherine Charvala ◽  
Sofia Mitaku

Abstract On further phytochemical investigation of the aerial parts of Verbascum undulatum, two new acylated iridoid glycosides, 6-O-[3-O-(trans-3,4-dim ethoxycinnamoyl)-α- ʟ-rhamnopyranosyl] aucubin (1) and 6-O -[3-O-(trans-p-methoxycinnamoyl)-α-ʟ-rhamnopyranosyl]aucubin (2) were isolated. These structures were determined by spectral methods, mainly by 1D and 2D NMR spectroscopy.


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