New diarylpropanoids from Lindera glauca Bl. heartwood

Holzforschung ◽  
2012 ◽  
Vol 66 (5) ◽  
pp. 585-590 ◽  
Author(s):  
Gyu-Won Huh ◽  
Ji-Hae Park ◽  
Sabina Shrestha ◽  
Youn-Hyung Lee ◽  
Eun-Mi Ahn ◽  
...  

Abstract From the heartwood of Lindera glauca Blume three new diarylpropanoids have been isolated and identified, which were named lindeglaucol, lindeglaucone, and lindeglaucoside A. Chipped heartwood was extracted repeatedly with 80% aqueous methanol (MeOH) at room temperature, and the concentrated methanolic extract was successively partitioned with ethyl acetate (EtOAc), n-butanol, and H2O. From the EtOAc fraction, three new diarylpropanoids and a known chalconoid were isolated through repeated column chromatography with silica gel, octadecyl silica gel, and Sephadex LH-20. The chemical structures of the compounds were elucidated by interpretation of extensive spectroscopic data such as nuclear magnetic resonance, fast atom bombardment mass spectroscopy, and infrared. In addition, a known chalconoid, cilicicone B, was isolated for the first time from the heartwood of L. glauca.

Holzforschung ◽  
2014 ◽  
Vol 68 (7) ◽  
pp. 761-767 ◽  
Author(s):  
Seo-Ji In ◽  
Kyeong-Hwa Seo ◽  
Na-Young Song ◽  
Myoung-Chong Song ◽  
Eun-Mi An ◽  
...  

Abstract Two new iridoids were isolated and identified to three known ones, namely, loganic acid (2), sweroside (3), and 7-O-tigloylsecologanol (4), from the stems of Viburnum erosum. Dried stems of V. erosum were extracted with 80% methanol (MeOH), and the concentrated extract was partitioned successively with ethyl acetate (EtOAc), n-butyl alcohol (n-BuOH), and H2O. Five compounds were isolated after repeated silica gel (SiO2), octadecyl SiO2 (ODS), and Sephadex LH-20 column chromatography of the EtOAc fraction. The chemical structures of the compounds were determined based on spectroscopic data from 1H- and 13C-NMR, DEPT, and 2D-NMR (gCOSY, gHSQC, gHMBC) data. The new iridoids were identified as 3,7-dihydroxy-8-methyl-cyclopenta[c]pyran-4-carboxylic acid (1) and rel-(1S,5R,9S)-9-ethenyl-1-(β-D-glucopyrinosyloxy)-5,9-dihydro-5-{2-[(2-methylbut-2-enoyl)oxy]ethyl}-1H-pyran-4-carboxylic acid (5) and named viburnin and epi-7-O-tigloylsecologanolic acid, respectively. This is the first report of the isolation of these five iridoids from V. erosum.


2008 ◽  
Vol 63 (9-10) ◽  
pp. 658-662 ◽  
Author(s):  
Ghada A. Fawzy ◽  
Hossam M. Abdallah ◽  
Mohamed S. A. Marzouk ◽  
Fathy M. Soliman ◽  
Amany A. Sleem

Seven flavonoids were isolated from the butanol fraction of the methanolic extract of the aerial parts of Cynanchum acutum L. (Asclepiadaceae). All of which have been isolated for the first time from the genus Cynanchum. Their structures were established as quercetin 3-O-β-galacturonopyranoside (1), quercetin 7-O-β-glucopyranoside (2), tamarixtin 3-O-β-galacturonopyranoside (3), kaempferol 3-O-β-galacturonopyranoside (4), 8-hydroxyquercetin 3-O-β-galactopyranoside (5), tamarixtin 3-O-α-rhamnopyranoside (6), and tamarixtin 7-O-α-arabinopyranoside (7) on the basis of their chromatographic properties, chemical and spectroscopic data. The major isolated flavonoids 1, 2 and 3 were found to exhibit significant antioxidant and antidiabetic activities (by measuring blood glucose and insulin levels). This is the first report about the antioxidant and antidiabetic activities of compounds 1 - 3.


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%.


2019 ◽  
Vol 10 (1) ◽  
pp. 23
Author(s):  
Nor Aziyah Bakhari ◽  
Siti Nur Amirah Diana Fadzillah ◽  
Norain Isa

Tinospora crispa Miers (Menispermaceae) is a climbing vine with stems rich in warts. The plant is called Akar Seruntum or Patawali in Malaysia and is widely used for treating skin complaints, malaria, bacterial abscess, high blood pressure and diabetes. In the present study, the stems of T. crispa were collected from the locality and succesively extracted with petroleum ether, followed by chloroform and ethanol. The insecticidal active extract (ethanol extract) was  subjected to column chromatography of silica gel eluted with a gradient mobile phase containing hexane, chloroform and ethanol. Among the chemical constituents isolated are n-tetracosyl trans-ferulate and n-octacosyl alcohol, along with three known aporphine alkaloids; N-formylnornuciferine, N-acetylnornuciferine and lysicamine. All compounds were identified by comparing their spectroscopic data (UV, IR, 1H NMR, MS) with data from corresponding values in the literature. Isolation of n-tetracosyl trans-ferulate and n-octacosyl alcohol is reported the first time for T. crispa.


2015 ◽  
Vol 70 (3) ◽  
pp. 153-157 ◽  
Author(s):  
Irina D. Zakirýanova ◽  
Vladimir A. Khokhlov ◽  
Alexander B. Salyulev ◽  
Iraida V. Korzun

AbstractFor the first time, the structure of crystalline DyCl3 over a wide temperature range from room temperature to melting point was studied by Raman spectroscopy. The phonon modes (cm–1) of dysprosium trichloride (monoclinic crystal lattice of AlCl3 type, Z=4, CN = 6) at room temperature are 257 (A1g), 201 (Eg), 112 (Eg), 88 (A1g), and 63 (Eg). The monoclinic structure of the crystalline DyCl3 C2h3 symmetry was found to remain constant over the studied temperature range. No polymorphic transformation in the solid state was detected. Gravimetry, calorimetry, and mass spectrometry have been used in addition to support the conclusions made on the basis of Raman spectroscopic data.


2016 ◽  
Vol 19 (1) ◽  
pp. 19-25
Author(s):  
Loan Cam To ◽  
Tuyen Nguyen Kim Pham ◽  
Phung Kim Phi Nguyen

Borreria is a genus of Rubiaceae widespread in tropical and subtropical America, Africa, Asia, and Europe. Studies have confirmed that extracts as well as some isolated compounds of species of Borreria genus possess diverse biological activities, including anti-inflammatory, antitumor, antimicrobial, antioxidant, anti-ulcer… In this paper, we present the chemical structures of four compounds isolated from Borreria alata, collected at Di Linh district, Lam Dong province, Vietnam. 3β, 6β, 23-trihydroxyurs- 12-en-28-oic acid (1), sodium deacetylasperulosidate (2), 7β-hydroxy-11-methylforsythide (3) and sodium loganate (4). Among them, three compounds (1), (2), (3) were known for the first time in Borreria genus to our best knowledge and (4) is a new compound. The chemical structures of these compounds wereelucidated by analysis of 1D and 2D NMR and HR-MS spectroscopic data, as well as by comparison with those reported in the literature.


Author(s):  
Mehul K Bhatt ◽  
Nehal Shah

There are a large number of traditional plants, their extracts and phytoconstituents presently used in modern medicine. There is a worldwide majority of the population that still relies on plants as a source of medicine. One of the medicinally useful plant is Hygrophila salicifolia. Hygrophila salicifolia is an erect herb (family: Acanthaceae). It has many medicinal uses like diuretic and anti inflammatory in traditional systems of medicine. Till date no data available for its Phytoconstituents therefore isolation of phytoconstituent was done from methanolic extract of Hygrophila salicifolia. Flavonoid was isolated for the first time from a Hygrophila salicifolia (Acanthaceae). Its structure was established on the basis of its spectroscopic data such as UV, IR, Mass, NMR, Melting point, HPTLC and laterally confirmed as Isoquercitrin.


2018 ◽  
Vol 1 (T5) ◽  
pp. 137-142
Author(s):  
Linh Thi My Lam ◽  
Phu Hoang Dang ◽  
Hai Xuan Nguyen ◽  
Nhan Trung Nguyen ◽  
Mai Thi Thanh Nguyen

From the wood of n-hexane extract of Willughbeia cochinchinensis, perform column chromatography on a normal phase silica gel with n-hexane: ethyl acetate obtained in 8 fractions. From GD-D and GD-F fractions, multiple column chromatography on silica gel was performed in combination with normal and reverse phase thin-layer chromatography, four triterpene compounds as epifriedelanol (1), taraxeryl acetate (2), ambolic acid (3) and α- amyrin (4) were isolated. Their chemical structures were determined by spectrocopic methods as well as comparing with data in the literature. These compounds were isolated for the first time from Willughbeia cochinchinensis.


Molecules ◽  
2019 ◽  
Vol 24 (10) ◽  
pp. 1844
Author(s):  
Xiuting Li ◽  
Xiangjian Zhong ◽  
Xin Wang ◽  
Jinjie Li ◽  
Jiachen Liu ◽  
...  

Cirsium setosum (C. setosum) has a potential antihyperglycemic effect, but it is unclear what bioactive components play a key role. According to the α-glucosidase inhibition activity, three new taraxastane-type triterpenoids of 3β-hydroxy-30-hydroperoxy-20-taraxastene (1), 3β-hydroxy-22α-methoxy-20-taraxastene (2), and 30-nor-3β,22α-dihydroxy-20-taraxastene (3), as well as five known taraxastane triterpenoids of 3β,22-dihydroxy-20-taraxastene (4), 20-taraxastene-3,22-dione (5), 3β-acetoxy-20-taraxasten-22-one (6), 3β-hydroxy-20-taraxasten-22-one (7), and 30-nor-3β-hydroxy-20-taraxastene (8) were obtained from the petroleum ether-soluble portion of the ethanol extract from C. setosum. All chemical structures of the compounds were elucidated by spectroscopic data analysis and compared with literature data. Compounds 4–8 were identified for the first time from this plant, and compounds 1, 2, 4, and 7 exhibited more potent α-glucosidase inhibitory activity—with IC50 values of 18.34 ± 1.27, 26.98 ± 0.89, 17.49 ± 1.42, and 22.67 ± 0.25 μM, respectively—than acarbose did (positive control, IC50 42.52 ± 0.32 μM).


Plants ◽  
2020 ◽  
Vol 9 (12) ◽  
pp. 1811
Author(s):  
Ji-Young Kim ◽  
Young Hye Seo ◽  
Im-Ho Lee ◽  
He Yun Choi ◽  
Hak Cheol Kwon ◽  
...  

Four new eudesmane-type sesquiterpenoids, (1R,5S,6R,7S,9S,10S)-1,6,9-trihydroxy-eudesm-3-ene-1,6-di-O-β-d-glucopyranoside (1), (1R,5S,6S,7R,9S,10S)-1,6,9,11-tetrahydroxy-eudesm-3-ene-1,6-di-O-β-d-glucopyranoside (3), (1R,5S,6R,7S,9S,10R)-9-O-(Z-p-coumaroyl)-1,6,9-trihydroxy-eudesm-3-ene-6-O-β-d-glucopyranoside (6), and (1R,5S,6R,7S,9S,10R)-9-O-(E-feruloyl)-1,6,9-trihydroxy-eudesm-3-ene-6-O-β-d-glucopyranoside (7), were isolated from a 95% EtOH extract of the leaves of Aster koraiensis by repeated chromatography. Moreover, three sesquiterpenoids (2, 4, and 5) and two caffeoylquinic acids (8 and 9) having previously known chemical structures were isolated during the isolation procedure. The four new compounds (1, 3, 6, and 7) were elucidated by spectroscopic data (1D- and 2D-NMR, MS, and ECD) interpretation and hydrolysis. Moreover, the absolute configurations of 2, 4, and 5 were determined for the first time in this study. The compounds isolated were tested for their viability on nitric oxide (NO) and prostaglandin E2 (PGE2) production on LPS-stimulated RAW 264.7 cells. Among them, only 7 presented weak inhibitory effects on both NO and PGE2 production.


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