Acacetin 7-O-β-d-galactopyranoside from Chrysanthemum indicum
TL;DR: From the yellow flowers of Chrysanthemum indicum, a new flavone glycoside, acacetin 7-O-β- d -galactopyranoside was isolated and its structure established from spectral evidence and synthesis.
About: This article is published in Phytochemistry.The article was published on 1981-01-01. It has received 28 citations till now. The article focuses on the topics: Chrysanthemum indicum & Acacetin.
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TL;DR: In this paper, the effect of an ethylacetate fraction extracted from the flowers of Chrysanthemum indicum L. (Chrysanthemi Flos) on the antioxidative system and lipid profiles of rats with ethanol induced hepatotoxicity was investigated.
Abstract: To investigate the antioxidative effects of an ethylacetate fraction extracted from the flowers of Chrysanthemum indicum L. (Chrysanthemi Flos) on the antioxidative system and lipid profiles of rats with ethanol induced hepatotoxicity. Sprague-Dawley rats weighing 100～150 g were divided into 5 groups: normal group (NOR), Chrysanthemi Flos EtOAC fraction (200 mg/kg) treated group (S1), 35% ethanol (10 mL/kg) treated group (S2), Chrysanthemi Flos EtOAC fraction (200 mg/kg) and ethanol concomitantly treated group (S3) and Chrysanthemi Flos EtOAC fraction (400 mg/kg) and ethanol concomitantly treated group (S4), respectively. The antioxidative activity of each fraction was decreased in order of EtOAC, n-hexane, n-BuOH, water and chloroform. The growth rates and feed efficiency ratios were decreased by ethanol treatment, but were gradually restored to similar levels as in the NOR group by administering Chrysanthemi Flos EtOAC fraction. The whole blood concentrations of total cholesterol and LDL-cholesterol, and the activities of ALT and AST that were elevated by ethanol were significantly decreased in the Chrysanthemi Flos EtOAC fraction treated groups. It was also observed that the activities of SOD, catalase, xanthine oxidase and GSH-Px elevated by ethanol in rat liver were markedly decreased in the Chrysanthemi Flos EtOAC fraction treated group as compared to S2. These results suggest that Chrysanthemi Flos EtOAC fraction has possible protective effects against ethanol induced hepatotoxicity in rat liver.
6 citations
TL;DR: The chromatographic separat ion of the ch lo roform ex t rac t on s i l ica gel (L 100/160 tt) with elution by ch loroform yielded substance (I), and a mixture of chlo ro fo rm and ethanol (19 : 1) gave substance (II) as mentioned in this paper.
Abstract: The chromatographic separat ion of the ch lo roform ex t rac t on s i l ica gel (L 100/160 tt) with elution by ch loroform yielded substance (I), and a mixture of ch lo ro fo rm and ethanol (19 : 1) gave substance (II). Resepara t ion of the individual f ract ions on si l ica gel (L 40/100 #) gave substances (III), (IV), (V), and (VI). By chromatography on polyamide, the ethyl aceta te f ract ion yielded substance (VII).
6 citations
TL;DR: There is a large difference bewteen D. boreale and D. indicum in their habitat, soil adaptability, species composition and community structure in Korea.
Abstract: This study compared the differences between the Dendranthema boreale and Dendranthema indicum in their habitat, soil adaptability, species composition and community structure in Korea. More D. boreale distributed than D. indicum to in the place where high elevation and on the surface of low degree slope. Both D. boreale and D. indicum growed well in south-east direction of the slope. The soil pH of D. boreale and D. indicum was 6.1 and 7.1, respectively. Ca, Mg, Na and organic matter content of the soil of D. boreale habitat was significantly lower than that of the D. indicum habitat. There were 102 and 88 taxa, in D. boreale and D. indicum habitat, respectively. Both species generally distributed along with herbs than along with trees. The important species found in D. boreale habitat were Artemisia princeps (57.1%) and Humulus japonicus (33.3%), and the D. indicum habitat were Miscanthus sinensis (42.9%) and Lonicera japonica (38.1%). The D. boreale group was classified into Artemisia princeps, Crepidiastrum denticulatum, Miscanthus sinensis, Humulus japonicus, Pueraria lobata, Lespedeza bicolor, Lonicera japonica and Rubus crataegifolius community. The D. indicum group was classified into Artemisia capillaris, Peucedanum japonicum, Boehmeria pannosa, Pinus thunbergii, Lonicera japonica, Quercus acutissima and Robinia pseudoacacia community. There is a large difference bewteen D. boreale and D. indicum in their habitat, soil adaptability, species composition and community structure.
5 citations
Additional excerpts
...…식물을 특별히 구분 하지 않고 중추신경억제작용, 혈압강하작용, 항암작용, aldose reductase 저해작용 (Shin et al., 1995; Yoshikawa et al., 2002) 등과 함께 약리성분으로 정유 (essential oil), chrysanthemine, camphor 등을 비롯하여 lactone류, apigenin 및 flavonoid 배 당체, sesquiterpene 등의 보고에 집중되었다 (Chen and Peijuan, 1981; Chatterjae et al., 1981; Hong, 2002)....
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01 Jan 1992
TL;DR: Two Chrysanthemum species are officially listed in the Chinese Pharmacopoeia: Yejuhua, Flos Chrysantemi indici, is the dry composite inflorescence of Chrysanhemum indicum L. morifolium Ramat, which is collected in the fall and winter.
Abstract: Two Chrysanthemum species are officially listed in the Chinese Pharmacopoeia:
Yejuhua, Flos Chrysanthemi indici, is the dry composite inflorescence of Chrysanthemum indicum L. (Asteraceae), which is collected in the fall and winter. It is used in traditional Chinese medicine as an antiphlogistic for the treatment of carbuncle, furuncle, conjunctivitis, headache, and vertigo.
Juhua, Flos Chrysanthemi, is the dry composite inflorescence of C. morifolium Ramat, which is collected from September to November. It is used as an antiphlogistic and against cold, headache, vertigo, and conjunctivitis.
3 citations
TL;DR: In this article, the authors evaluated the polyphenol content, flavonoid content, antioxidant and biological of 70% EtOH extract and its fractions (dichloromethane, ethyl acetate and water) of the plant Chrysanthemum indicum L (CI) belonging to family chrysantshemum antioxidant activity was determined 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2’-azino-bis-3-ethylbenzthiazoline-6-sulphonic
Abstract: In this study, we evaluated the polyphenol content, flavonoid content, antioxidant and biological of 70% EtOH extract and its fractions (dichloromethane, ethyl acetate and water) of the plant Chrysanthemum indicum L (CI) belonging to family chrysanthemum antioxidant activity was determined 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2’-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid (ABTS), and superoxide scavenging activity The biological activity tests included measurement of α-glucosidase and PTP1B The results show that content of polyphenol and flavonoid in 70% EtOH of CI 3020 mg and 3158 mg, respectively Among the different samples, ethyl acetate (EA) fraction showed the highest level of polyphenol (8787 mg) and flavonoid (6512 mg) The DPPH, ABTS and superoxide dismutase(SOD) antioxidant assay of EA fraction showed 9384%, 9338% and 8468% inhibition respectively The EA fraction also showed the highest antioxidant activity compared to 70% EtOH extract and other fractions EA fraction (20 μg/mL) showed the highest 3029% and 9924%, respectively compared to other samples The results of this study show that the EA fraction contained more antioxidant and antidiabetic components than 70% EtOH extract and other fractions In conclusion, we believe that CI may be useful natural antioxidant and functional material
2 citations
References
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TL;DR: In this paper, the preparation of (2R)-Glycerol-o-D-β-galactopyranoside and radioactively labeled RGG is discussed.
Abstract: Publisher Summary This chapter discusses the preparation of (2R)-Glycerol-o-D-β-galactopyranoside and radioactively labeled RGG. (2R)-Glycerol-o-D-β-galactopyranoside (RGG) with its two glyceryl hydroxyl groups acylated by fatty acids occurs in large amounts in the chloroplasts of plants and algae as one type of galactolipid. After the deacylation of the two fatty acids of the galactolipid, RGG is a carbon source for enteric bacteria, such as Escherichia coli, endowed with lac operon-encoded proteins. By comparing the utilization by E. coli of lactose and RGG, it is proposed that RGG is the natural substrate of the lac operon-encoded metabolic functions of enteric bacteria. The isolation of RGG is accomplished by extracting galactolipids from chloroplasts, deacylating by alkaline hydrolysis, and chromatographic separation of glycerol mono- and digalactosides followed by the crystallization of RGG. The initial crystallization of RGG occur faster if the syrup containing RGG is passed over a BioGel P-2 column after dissolving in 50 ml of water and elution in water.
20 citations
TL;DR: In this article, ein and zweiwertigen Pheeol (Brenzcatechin) wurde sowohl die Einfuhrung eines als auch zweier Zuckerreste vorgenommen.
Abstract: Es wurde gefunden, das durch Zusatz vonBorfluorid zu benzolischen Losungen von β-Pentaacetylglucose und ein- und zweiwertigen Phenolen eine schon bei Zimmertemperatur in guter Ausbeute vor sich gehende Bildung von Phenol-β-pentaglucosidacetaten eingeleitet wird. Im gegensatz zu den anderen Verfahren, bei welchen stets einUberschus der Phenolkomponente verwendet werden mus, liesen sich bei Verwendung von Borfluorid auch bei Einsatz aquimolekularer Mengen der beiden Reaktionspartner in einfacher Weise die gewunschten Glucosidacetate isolieren. An einem. zweiwertigen Pheeol (Brenzcatechin) wurde sowohl die Einfuhrung eines als auch zweier Zuckerreste vorgenommen. Wie bei den anderen sauren Kondensationsmitteln durften auch bei der Borfluoridmethode die Ausbeuten am gewunschten Reaktionsprodukt durch das Isomerisierungsvermogen des Kondensationsmittels auf Penta-acetylglucose bzw. gebildetes Glucosid begrenzt sein.
11 citations
TL;DR: The structure of Moldavoside was assigned the structure acacetin-7-β-D-galactopyranoside by Litvinenko et al..
Abstract: Einem aus Dracocephalum moldavica (Turkische Melisse) isolierten Glykosid, Moldavosid, wurde von Litvinenko und Mitarbb die Struktur eines Acacetin-7-β-D-galaktopyranosids gegeben Durch Kupplung von Isosakuranetin und α-Acetobromgalaktose sowie Dehydrierung des entstandenen Flavanonglykosids synthetisierten wir Acacetin-7- β-D-galaktopyranosid, das mit Moldavosid jedoch nicht identisch war Dagegen zeigte das Moldavosid Ubereinstimmung mit Tilianin (Acacetin-7-β-D-glucopyranosid) Der Name Moldavosid ist daher aus der Literatur zu streichen
On the Structure of Moldavoside — Synthesis of Acacetin-7-β-D-galactopyranoside
The glycoside moldavoside, isolated from Dracocephalum moldavica, was assigned the structure acacetin-7-β-D-galactopyranoside by Litvinenko et al Coupling of isosakuranetin and α - acetobromogalactose followed by dehydrogenation of the resulting flavanone glycoside yielded acacetin-7-β-D-galactopyranoside The synthetic glycoside was not identical with moldavoside Moldavoside however showed identity with tilanine (acacetin-7-β-D-glucopyranoside) Therefore the name moldavoside is to be deleted from the literature
3 citations