• Title/Summary/Keyword: diglycoside

Search Result 11, Processing Time 0.026 seconds

A New Stilbene Diglycoside from Rheum undulatum

  • Ko, Sung-Kwon
    • Archives of Pharmacal Research
    • /
    • v.23 no.2
    • /
    • pp.159-162
    • /
    • 2000
  • A new stilbene diglycoside, piceatannol-3, 4'-O-$\beta$-D-diglucopyranoside (I), together with desoxyrhaponticin (II), emodin-1-O-$\beta$-D-glucopyranoside (III), and physcion-8-O-b-D-gluco-pyranoside (IV), were isolated from the rhizomes of cultivated Korean rhubarb rhizomes(Rheum undulatum), Jong DaeWhang, and the structures of 1-IV were identified on the basis of chemical and spectral evidences.

  • PDF

Studies on the flavonoids of the Hibiscus syriacus L. Complex (무궁화 품종내의 flavonoid 성분분포에 관한연구)

  • 유기역
    • Korean Journal of Plant Resources
    • /
    • v.9 no.3
    • /
    • pp.224-229
    • /
    • 1996
  • Floral flavonoids of Hibiscus syriacus L. six complex with 68 formac all in all were examined. Thirteen flavonoids appeared on the two dimensional chromatogtams. Spot 5, however, occupied more than 50% in total flavonoid contents, and other spots were invariably minor pigments in all samples examined. Ten spots among 13 spots showed the characteristics of flavones, having color of purple to dark purple under UV light and yellow under ammonia gas, while spots reagents suggests that 10 purple spots are 4', 5-OH aglycone type. Four spots out of 10 purple spots were possible to be identified: spot 5, saponarin, spot 7, vitexin, spot 9, xylovitexin, and spot 11, rhamnosylvitexin, respectively. It was suggested that spot 13 might be apigenin-7-O-diglycoside.

  • PDF

Flavonoids from Leaves and Exocarps of the Grape Kyoho

  • Park, Hye-Jeong;Cha, Hyeon-Cheol
    • Animal cells and systems
    • /
    • v.7 no.4
    • /
    • pp.327-330
    • /
    • 2003
  • We analyzed and compared profiles of flavonols extracted from leaves and exocarps of the grape Kyoho by TLC, HPLC and UV spectrophotometry. In the exocarps, quercetin 3-O-glucoside was the main compound while isorhamnetin 3-O-glycoside (I) was present in minor amounts. In leaves, on the other hand, quercetin 3-O-glucoside and quercetin 3-O-glucoside-7-O-glucronide were the major compounds while isorhamnetin 3-O-glycoside (II) and kaempferol 3, 7-O-diglycoside were present in minor amounts.

Synthesis of galactosylglycerol from Melibiose as M-5 Intermediate (Melibiose로부터 M-5중간체 galactosylglycerol의 합성)

  • 차배천
    • YAKHAK HOEJI
    • /
    • v.45 no.6
    • /
    • pp.575-581
    • /
    • 2001
  • The galactolipid M-5, which showed anti-inflammatory activity is glycoglycerolipid isolated from the Okinawa marine sponge Phyllospongia foliascens. Glycolipids have been synthesized by various methods, especially it were generally known that synthetic method of M-5 analogue and synthetic method of various glycolipids by glycosidation after synthesis of glycerolipid part. The others, it was not suggested that synthetic method via glycosylglycerol obtained by degradation from diglycoside. This study was carried out to investigate the synthesis of galactosylglycerol from melibiose as M-5 intermediate. Synthesis of galactosylglycerol was accomplished by selective protection of hydroxy group of sugar and diol cleavage by Pb(OAc)$_4$. As a result, galactosylglycerol was synthesized by 8 steps pathway and their structures were elucidated by analysis instrument.

  • PDF

Phytochemical Study of Lotus ornithopodioloides L.

  • Abdel-Kader, Maged S.;Basudan, Omer A.;Alqasoumi, Saleh I.;Abou-Shoer, Mohamed I.
    • Natural Product Sciences
    • /
    • v.13 no.4
    • /
    • pp.317-321
    • /
    • 2007
  • Phytochemical investigation of the aerial parts of Lotus ornithopodioloides L. resulted in the isolation of six known compounds. The structures were determined utilizing physical, chemical, spectral methods as well as direct comparison with reference materials whenever possible. The compounds were identified as: ${\beta}$-sitosterol; the two triterpenes oleanolic and betulinic acids; the two cyanogenic glycosides lotaustralin and linamarin in addition to the flavonol diglycoside kaempferitin.

Acid treatment effects on the contents of quercetin glycosides and aglycone in red onion powder (산처리에 의한 적양파 분말의 quercetin 배당체와 aglycone의 농도변화)

  • Kim, Mi-Ryung;Lim, Jun-Hyung;Song, Ji-Su
    • Korean Journal of Food Science and Technology
    • /
    • v.54 no.2
    • /
    • pp.115-125
    • /
    • 2022
  • Flavonoids are bioactive plant metabolites that have a range of beneficial effects on human health. Quercetin 4'-glycoside (Q4'G), quercetin 3,4'-diglycoside (Q3,4'G), and quercetin aglycone (QA) are the main flavonoids found in onions. QA, in particular, is likely to have a greater biological effect than glycosides. To develop an onion extract with high quercetin content, the optimal extraction conditions for red onion powder containing the outer layer of the onion were determined. The effects of acid treatment on the concentration of quercetin glycosides and QA were evaluated. The flavonoids of red onion powder were optimally extracted under 60-70% ethanol at 70℃ for 2 h. The deglycosylation of Q3,4'G and an increase in Q4'G content occurred within 6 h of 0.2% acetic acid treatment. The QA content and deglycosylation of Q4'G eventually peaked at 24 h. In addition, QA content and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity were highly correlated, with a correlation coefficient of 0.90.

Study on the Synthesis of Isoquercitrin by Enzymatic Partial Hydrolysis (효소를 이용한 부분 가수분해에 의한 isoquercitrin의 합성에 관한 연구)

  • Lee, Seul Bi;Chung, Dae-Won
    • Applied Chemistry for Engineering
    • /
    • v.25 no.2
    • /
    • pp.152-156
    • /
    • 2014
  • Isoquercitrin (IQ), quercetin monoglycoside, is classified as a polyphenol, and a minute quantity of IQ is known to be present in several plants. Recently, it was reported that IQ can be prepared by the partial enzymatic hydrolysis of quercetin diglycoside (rutin, RU). In this paper, the effects of enzyme types, enzyme amounts, and substrate concentrations on the reactivity were investigated using a series of $Pecinex^{TM}$ multi-enzymes. The reaction, when a 8 ml of Ultra Clear to 1 g of RU was applied with the substrate concentration of 1% at $50^{\circ}C$, was found to be optimum, based on the reaction rate and the selectivity to IQ.

Synthesis of Curcumin Glycosides with Enhanced Anticancer Properties Using One-Pot Multienzyme Glycosylation Technique

  • Gurung, Rit Bahadur;Gong, So Youn;Dhakal, Dipesh;Le, Tuoi Thi;Jung, Na Rae;Jung, Hye Jin;Oh, Tae Jin;Sohng, Jae Kyung
    • Journal of Microbiology and Biotechnology
    • /
    • v.27 no.9
    • /
    • pp.1639-1648
    • /
    • 2017
  • Curcumin is a natural polyphenolic compound, widely acclaimed for its antioxidant, anti-inflammatory, antibacterial, and anticancerous properties. However, its use has been limited due to its low-aqueous solubility and poor bioavailability, rapid clearance, and low cellular uptake. In order to assess the effect of glycosylation on the pharmacological properties of curcumin, one-pot multienzyme (OPME) chemoenzymatic glycosylation reactions with UDP-${\alpha}-{\text\tiny{D}}$-glucose or UDP-${\alpha}-{\text\tiny{D}}$-2-deoxyglucose as donor substrate were employed. The result indicated significant conversion of curcumin to its glycosylated derivatives: curcumin 4'-O-${\beta}$-glucoside, curcumin 4',4"-di-O-${\beta}$-glucoside, curcumin 4'-O-${\beta}$-2-deoxyglucoside, and curcumin 4',4"-di-O-${\beta}$-2-deoxyglucoside. The products were characterized by ultra-fast performance liquid chromatography, high-resolution quadruple-time-of-flight electrospray ionization-mass spectrometry, and NMR analyses. All the products showed improved water solubility and comparable antibacterial activities. Additionally, the curcumin 4'-O-${\beta}$-glucoside and curcumin 4'-O-${\beta}$-2-deoxyglucoside showed enhanced anticancer activities compared with the parent aglycone and diglycoside derivatives. This result indicates that glycosylation can be an effective approach for enhancing the pharmaceutical properties of different natural products, such as curcumin.

Phytochemical variation of Quercus mongolica Fisch. ex Ledeb. and Quercus serrata Murray (Fagaceae) in Mt. Jiri, Korea - Their taxonomical and ecological implications - (지리산 신갈나무와 졸참나무의 식물화학적 변이 양상 - 분류학적, 생태학적 의미 -)

  • Park, Jin Hee
    • Korean Journal of Environment and Ecology
    • /
    • v.28 no.5
    • /
    • pp.574-587
    • /
    • 2014
  • In this study, vertical distribution patterns of Quercus mongolica Fisch. ex Ledeb. and Q. serrata Murray in Korea were recognized and possibility of introgressive hybridization and gene flow between Q. mongolica and Q. serrata in Mt. Jiri was inferred by flavonoid analyses. The most critical factor on distribution patterns was the altitude in accordance with temperature condition. A zonal distribution was recognized: Quercus mongolica zone in the upper area and Q. serrata zone in the lower area. In Central Korea, the range of vertical distribution of Q. mongolica was above alt. 100m, almost everywhere, whereas that of Q. serrata was from alt. 0 m to alt. 500(-700) m, and the species is rare above that altitude. But in Southern Korea, Q. serrata is found up to above alt. 1,000 m, whereas frequency of Q. mongolica reduces as elevation in decline and the species is rare below alt. 300 m, even though pure stands being formed on higher mountain slope. Altitudinal distribution of the two species, however, overlaps, where the two species occur together. Thirty-seven individuals of Q. mongolica and Q. serrata in Mt. Jiri and other area were examined for leaf flavonoid constituents. Twenty-three flavonoid compounds were isolated and identified; they were glycosylated derivatives of the flavonols kaempferol, quercetin, isorhamnetin, myricetin, and four compounds among the flavonoid compounds were acylated. Kaempferol 3-O-glucoside, quercetin 3-O-glucoside, quercetin 3-O-galactoside and its acylated compounds were major constituents and present in all individuals. Quercus mongolica is distinguished from Q. serrata by the presence of quercetin 3-O-arabinosylglucoside and by high concentration of three acylated compounds, acylated kaempferol 3-O-glucoside, quercetin 3-O-glucoside, quercetin 3-O-galactoside, and by relatively low concentration or lacking of rhamnosyl flavonol compounds. There are intraspecific variations in flavonoid profiles for Q. mongolica and Q. serrata, the flavonoid profiles for individuals of two species in hybrid zone (sympatric zone) tend to be similar to each other, qualitatively and quantitatively. These findings strongly suggest that gene exchange or gene flow occurs through the introgressive hybridization between Q. mongolica and Q. serrata in Mt. Jiri. Therefore, Quercus crispula, occupying morphologically intermediate position between Q. mongolica and Q. serrata, is suspected of being a hybrid taxon of two putative parental species.