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Guaijaverin

$198

  • Brand : BIOFRON

  • Catalogue Number : BF-G3002

  • Specification : 98%

  • CAS number : 22255-13-6

  • Formula : C20H18O11

  • Molecular Weight : 434.4

  • PUBCHEM ID : 5481224

  • Volume : 25mg

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Catalogue Number

BF-G3002

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

434.4

Appearance

Yellow powder

Botanical Source

Eriobotrya japonica,Eucalyptus robusta,Euphorbia dracunculoides,Gaultheria leucocarpa var. yunnanensis,Psidium guajava

Structure Type

Flavonoids

Category

SMILES

C1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O

Synonyms

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one

IUPAC Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one

Density

1.9±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

296.3±27.8 °C

Boiling Point

828.1±65.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20-/m0/s1

InChl Key

PZZRDJXEMZMZFD-IEGSVRCHSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:22255-13-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

20707198

Abstract

The aim of the paper was to develop a HPLC method for the quality control of Periploca forrestii Schltr. The 18 samples were analyzed on a Hypersil C18 column. The mobile phase was methanol-water (33:67) and the flow rate was 1 mL x min(-1). The detection wavelength was at 370 nm and column temperature was 25 degrees C. The linear relationship was good (r = 0.999 9) in the range of 0.204 4-2.044 microg for quercetin-3-O-alpha-L-arabinopyranoside. The average recovery was 97.78% (RSD 0.8%, n = 9). The contents of 18 samples varied from 0.171% to 0.264%. The method showed high precision, good repeatability and stability, so it can be used to assess the quality of P. forrestii.

Title

[Determination of quercetin-3-O-alpha-L-arabinopyranoside in Periploca forrestii by RP-HPLC]

Author

Huaguo Chen 1, Xin Zhou, Guihong Cao, Xiuhai Gan

Publish date

2010 May;

PMID

16882158

Abstract

Aims: The aim of the present study was to investigate the anti-Streptococcus mutans activity and the in vitro effects of subminimal inhibitory concentrations of guaijaverin isolated from Psidium guajava Linn. on cariogenic properties of Strep. mutans.

Methods and results: Bioautography-directed chromatographic fractionation, yield biologically active compound, quercetin-3-O-alpha-l-arabinopyranoside (guaijaverin), from crude methanol extract of P. guajava. Growth-inhibitory activity of the compound against Strep. mutans of both clinical and type strain cultures was evaluated. The anti-Strep. mutans activity of the guaijaverin was found to be bacteriostatic, both heat and acid stable and alkali labile with the minimum inhibitory concentration (MIC) of 4 mg ml(-1) for MTCC 1943 and 2 mg ml(-1) for CLSM 001. The sub-MIC concentrations (0.0078-2 mg ml(-1)) of the guaijaverin were evaluated for its cariogenic properties such as acid production, cell-surface hydrophobicity, sucrose-dependent adherence to glass surface and sucrose-induced aggregation of Strep. mutans.

Conclusions: The active flavonoid compound, quercetin-3-O-alpha-l-arabinopyranoside (guaijaverin) demonstrated high potential antiplaque agent by inhibiting the growth of the Strep. mutans.

Significance and impact of the study: This study demonstrated the new growth-inhibitory compound guaijaverin against Strep. mutans and led to the acceptance of traditional medicine and natural products as an alternative form of health care.

Title

Guaijaverin -- a plant flavonoid as potential antiplaque agent against Streptococcus mutans

Author

G R Prabu 1, A Gnanamani, S Sadulla

Publish date

2006 Aug

PMID

16781041

Abstract

Byrsonima crassa is a plant pertaining to the Brazilian central savannah-like belt of vegetation and popularly used for the treatment of gastric dysfunctions and diarrhoea. The methanol extract contains catechin, tannins, terpenes and flavonoids; both mutagenic potential and antioxidant properties have been ascribed to flavonoids. The mutagenicity of some flavonoids is believed to be associated with the formation of reactive oxygen species and seems to depend on the number and position of hydroxyl groups. In the present study the mutagenic activity of the methanol, chloroform and 80% aqueous methanol extracts, as well as acetate and aqueous sub-fractions, of this medicinal plant were evaluated by Salmonella typhimurium assay, using strains TA100, TA98, TA102 and TA97a, and in mouse reticulocytes. The results showed mutagenic activity of the methanolic extract in the TA98 strain without S9, but no mutagenicity to mouse cells in any of the extracts. The acetate fraction showed strong signs of mutagenicity without S9, suggesting that in this enriched fraction were concentrated the compounds that induced mutagenic activity. The aqueous fraction showed no mutagenic activity. The TLC and HSCCC analyses of the acetate fraction with some standard compounds permitted the isolation of the quercetin-3-O-beta-D-galactopyranoside, quercetin-3-O-alpha-L-arabinopyranoside, amentoflavone, methyl gallate and (+)-catechin, of which only the amentoflavone exhibited positive mutagenicity to TA98 (+S9, -S9).

Title

Mutagenic activity promoted by amentoflavone and methanolic extract of Byrsonima crassa Niedenzu

Author

Cassia Regina Primila Cardoso 1, Ilce Mara de Syllos Colus, Caroline Cristiane Bernardi, Miriam Sannomiya, Wagner Vilegas, Eliana Aparecida Varanda

Publish date

2006 Aug 1;


Description :

Hypoglycemic Activity of Avicularin and Guaijaverin in Guava Leaves. PUMID/DOI:无 Food Science, 2016, 37(7):168-74. To study the hypoglycemic activity of avicularin and Guaijaverin in guava leaves. Methods: Reversedphase high performance liquid chromatography(RP-HPLC) was used to determine the content of avicularin and Guaijaverin in guava leaves in different months of the year. The fat cell model was established to evaluate hypoglycemic activity of the ethanol extract of guava leaves, avicularin and Guaijaverin respectively. Western blotting was used to analyze GLUT4 expression on the fat cell membrane. Free fatty acids as another index were also determined using a fatty acid kit. Results:The contents of Guaijaverin and avicularin in guava leaves showed great difference in different months, and guava leaves had higher contents and hypoglycemic activity both between June and September. The guava leaf extract, guajava and avicularin could all significantly promote GLUT4 protein expression on the fat cell membrane and significantly inhibit the release of free fatty acids. Conclusion: Guaijaverin and avicularin are the major bioactive components in guava leaves with hypoglycemic activity and inhibitory capacity against free fatty acid release. Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity. PUMID/DOI:12045333 Chem Pharm Bull (Tokyo).?2002 Jun;50(6):788-95. The methanolic extracts of several natural medicines and medicinal foodstuffs were found to show an inhibitory effect on rat lens aldose reductase. In most cases, flavonoids were isolated as the active constituents by bioassay-guided separation, and among them, quercitrin (IC(50)=0.15 microM), guaijaverin (0.18 microM), and desmanthin-1 (0.082 microM) exhibited potent inhibitory activity. Desmanthin-1 showed the most potent activity, which was equivalent to that of a commercial synthetic aldose reductase inhibitor, epalrestat (0.072 microM). In order to clarify the structural requirements of flavonoids for aldose reductase inhibitory activity, various flavonoids and related compounds were examined. The results suggested the following structural requirements of flavonoid: 1) the flavones and flavonols having the 7-hydroxyl and/or catechol moiety at the B ring (the 3',4'-dihydroxyl moiety) exhibit the strong activity; 2) the 5-hydroxyl moiety does not affect the activity; 3) the 3-hydroxyl and 7-O-glucosyl moieties reduce the activity; 4) the 2-3 double bond enhances the activity; 5) the flavones and flavonols having the catechol moiety at the B ring exhibit stronger activity than those having the pyrogallol moiety (the 3',4',5'-trihydroxyl moiety).