Studies on Nepalese Crude Drugs. XXVIII. Chemical Constituents of Bhote Khair, the Underground Parts of Eskemukerjea megacarpum HARA

Miyaichi, Yukinori; Nunomura, Norihisa; Kawata, Yukio; Kizu, Haruhisa; Tomimori, Tsuyoshi; Watanabe, Takashi; Takano, Akihito; Malla, Kuber Jung

doi:10.1248/cpb.54.136

Cited by 21 publications

(4 citation statements)

References 14 publications

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“…The other assignments of carbons and hydrogens were determined based on all spectral data and in comparison with the literature ones, 22 which allowed to unambiguously identify substance 4 as being Ntrans-feruloyltyramine (Figure 3), substance already isolated from other vegetal species 23 with studies demonstrating its action against weeds and improvement of seed germination, 24 as well as its activity as a melanin biosynthesis inhibitor, 22 being described for the first time in the family Malvaceae.…”

Section: Resultsmentioning

confidence: 99%

Steroidal and phenolic compounds from Sidastrum paniculatum (L.) Fryxell and evaluation of cytotoxic and anti-inflammatory activities

et al. 2010

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Recebido em 28/5/09; aceito em 17/11/09; publicado na web em 2/3/10Sidastrum paniculatum (L.) Fryxell belongs to the family Malvaceae and is popularly known as "malva roxa" or "malvavisco". The phytochemical study of the hexane, CHCl 3 and EtOAc phases from the crude ethanol extract of S. paniculatum led to the isolation of six compounds: a mixture of b-sitosterol and stigmasterol, 4-methoxy-3-hydroxybenzoic acid, 4-methoxy-3-hydroxybenzaldehyde, N-trans-feruloyltyramine and kaempferol-3-O-b-D-(6''-E-p-coumaroyl) glucoside. The structural identification of the compounds was made on the basis of spectroscopic methods such as IR, 1 H and 13 C NMR with the aid of including two-dimensional techniques, besides comparison with literature data. The b-sitosterol and stigmasterol mixture showed a significant anti-inflammatory activity.

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Section: Resultsmentioning

confidence: 99%

Steroidal and phenolic compounds from Sidastrum paniculatum (L.) Fryxell and evaluation of cytotoxic and anti-inflammatory activities

et al. 2010

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“…With a few minor exceptions, such as the resveratrol dimers, maximols A-B isolated from Rheum maximowiczii 143 and the potential dimers and trimers identified by LC-UV-MS/MS in Rheum rhaponticum, 144 Polygonaceae species synthetize stilbene monomers, in general O-glucosides but sometimes substituted by other sugars such as xylose ((E)-resveratrol 3-O-b-D-xylopyranoside from Calligonum leucocladum 145 ) or arabinose (5,4 0 -dihydroxystilbene-3-O-a-arabinopyranoside named rumexoid from Rumex bucephalophorus 146 ). These O-glycoside monomers can be also found in the form of gallates ((E)-3,5,3 0 ,4 0 -tetrahydroxystilbene 3-O-b-D-(6-O-galloyl) glucopyranoside from Eskemukerjea megacarpum, 147 2,3,4 0 ,5-tetrahydroxystilbene-2-O-b-D-(3 00 -O-galloyl)-gluco-pyranoside from Fallopia multiflora 148 ), sulfates from Fallopia japonica 149 or substituted by an acid coumaric (piceatannol-4 0 -O-b-D-(6 00 -O-pcoumaroyl)-glucopyranoside from Rheum australe 150 ). This type of compounds was also reported very recently in Asterids, in Acanthopanax brachypus (Araliaceae), with substitutions by apiose or rhamnose and by different other phenolic acids, such as vanillic acid, ferulic acid or cinnamic acid.…”

Section: Eudicotsmentioning

confidence: 99%

Natural stilbenoids: distribution in the plant kingdom and chemotaxonomic interest in Vitaceae

2012

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Stilbenoids, a family of polyphenols known for the complexity of their structure and for their diverse biological activities, occur with a limited but heterogeneous distribution in the plant kingdom. The most prominent stilbene containing plant family, the Vitaceae, represented by the famous wine producing grape vines Vitis vinifera L., is one of the richest sources of novel stilbenes currently known, together with other families, such as Dipterocarpaceae, Gnetaceae and Fabaceae. This review focuses on the distribution of stilbenes and 2-arylbenzofuran derivatives in the plant kingdom, the chemical structure of stilbenes in the Vitaceae family and their taxonomic implication.

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“…Repeated column chromatography of the second fraction over silica gel with chloroform and acetone mixtures yielded emodin (2, 9.905 g) (Kim et al, 2004), citreorosein (3, 35.7 mg) (Fujimoto et al, 2004) and resveratrol (4, 1.891 g) (Zhang et al, 2004). The third fraction was applied to a silica gel column and eluted with a gradient of chloroform and acetone to give piceid (5, 3.42 g) (Miyaichi et al, 2006) and anthraglycoside B (6, 15 mg) (Cai et al, 2004). The six compounds were identified by comparison of their spectral data with corresponding literature values.…”

Section: Extraction and Isolationmentioning

confidence: 99%

Anthraquinones from Polygonum cuspidatum as tyrosinase inhibitors for dermal use

Leu

Hwang

et al. 2008

Phytotherapy Research

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Four anthraquinones, physcion (1), emodin (2), citreorosein (3) and anthraglycoside B (6), and two stilbenes, resveratrol (4), and piceid (5), were isolated previously from the root of Polygonum cuspidatum. These bioactive compounds were examined for their antityrosinase potency. No antityrosinase activity was detected with treatment using stilbenes. On the other hand, the anthraquinones showed moderate to strong inhibition of tyrosinase. Physcion exhibited the most potent tyrosinase inhibition among the four anthraquinones examined, which was comparable to kojic acid. The ability of anthraquinones to permeate the skin was also examined. Based on the same thermodynamic activity, physcion showed a higher permeation compared with emodin (48-fold), suggesting it as a potent candidate for dermal use. As naturally occurring tyrosinase inhibitors, anthraquinones from P. cuspidatum may be useful as skin-whitening agents to inhibit tyrosinase for dermal use.

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Studies on Nepalese Crude Drugs. XXVIII. Chemical Constituents of Bhote Khair, the Underground Parts of Eskemukerjea megacarpum HARA

Cited by 21 publications

References 14 publications

Steroidal and phenolic compounds from Sidastrum paniculatum (L.) Fryxell and evaluation of cytotoxic and anti-inflammatory activities

Steroidal and phenolic compounds from Sidastrum paniculatum (L.) Fryxell and evaluation of cytotoxic and anti-inflammatory activities

Natural stilbenoids: distribution in the plant kingdom and chemotaxonomic interest in Vitaceae

Anthraquinones from Polygonum cuspidatum as tyrosinase inhibitors for dermal use

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