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Mauritianin

$1,344

  • Brand : BIOFRON

  • Catalogue Number : BD-P0903

  • Specification : 98.0%(HPLC&TLC)

  • CAS number : 109008-28-8

  • Formula : C33H40O19

  • Molecular Weight : 740.66

  • Volume : 25mg

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Catalogue Number

BD-P0903

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC&TLC)

Storage

2-8°C

Molecular Weight

740.66

Appearance

Yellow powder

Botanical Source

Structure Type

Flavonoids

Category

SMILES

CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)CO)O)O)O)O

Synonyms

5,7-dihydroxy-3-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one

IUPAC Name

Applications

Flavoalkaloids and Flavonoids from Astragalus monspessulanus PUMID/DOI:DOI: 10.1021/acs.jnatprod.5b00502 J Nat Prod. 2015 Nov 25;78(11):2565-71. A new flavonol tetraglycoside, quercetin-3-O-[alpha-l-rhamnopyranosyl-(1 -> 2)-[alpha-L-rhamnopyranosyl-(1 -> 6)]-beta-D-galactopyranosyl]-7-O-beta-D-glucopyranoside (1), and two new flavonol alkaloids, N-(8-methylquercetin-3-O-[alpha-L-rhamnopyranosyl-(1 -> 2)-[alpha-L-rhamnopyranosyl-(1 -> 6)]-beta-D-galactopyranosyl])-3-hydroxypiperidin-2-one (2) and N-(8-methylkaempferol-3-O-[alpha-L-rhamnopyranosyl-(1 -> 2)-[?-l-rhamnopyranosyl-(1 -> 6)]-beta-D-galactopyranosyl])-3-hydroxypiperidin-2-one (3), were isolated from the aerial parts of Astragalus monspessulanus ssp. monspessulanus. Two rare flavonoids with an unusual 3-hydroxy-3-methylglutaric acid moiety, quercetin-3-O-alpha-L-rhamnopyranosyl-(1 -> 2)-[6-O-(3-hydroxy-3-methylglutaryl)-beta-D-galactopyranoside (4) and kaempferol-3-O-alpha-L-rhamnopyranosyl-(1 -> 2)-[6-O-(3-hydroxy-3-methylglutaryl)-beta-d-galactopyranoside (5), were isolated from the aerial parts of A. monspessulanus ssp. illyricus. In addition, the eight known flavonoids alangiflavoside (6), alcesefoliside (7), mauritianin (8), quercetin-3-beta-robinobioside (9), cosmosine (10), apigenin-4'-O-glucoside (11), trifolin (12), and rutin (13) were isolated from aerial parts of A. monspessulanus ssp. monspessulanus. Their structures were elucidated via NMR and HRESIMS data. In a model that tested t-BuOOH-induced oxidative stress on isolated rat hepatocytes, flavonoids 1-13 had statistically significant cytoprotective activity similar to that of silymarin, tested at 60 mu g/mL. The most prominent effects were observed for flavonoids 1, 4, 7, and 12. New triterpene glycoside and other chemical constituents from the leaves of Swartzia apetala Raddi var. glabra PUMID/DOI:DOI: 10.1080/14786419.2013.782493 Nat Prod Res. 2013 Oct;27(20):1888-95. A new triterpene saponin (1) was isolated from a methanol extract of Swartzia apetala Raddi var. glabra, together with the flavonoids mauritianin (2), kaempferol (3) and the triterpene saponin -D-glucopyranosyl 3-hydroxy-olean-12-en-28-oate (4). These compounds were characterised on the basis of their spectral data, mainly one-dimension (1D; H-1, C-13, APT) and two-dimension (2D; H-1-H-1-COSY, HMQC and HMBC) nuclear magnetic resonance (NMR) and HR-ESI-MS, and comparison with values in the literature. The analysis by HR-ESI-MS showed a mass compatible with that of triterpene saponin 1. This proposal was supported by molecular modelling. LC-HR-ESI-MS experiment was also used to evaluate the purity of 1 and allowed to speculate about the possibility of the presence of 5 in very small quantity. The extract and four compounds were assayed for antifungal activity against nine strains of Candida spp. Bioactive phenolic compounds from Catharanthus roseus and Vinca minor PUMID/DOI: Nishibe S, Takenaka T, Fujikawa T, et al. Bioactive Phenolic Compounds from Catharanthus roseus and Vinca minor[J]. Natural Medicines, 1996, 50:378-383. Kaempferol 3-O-alpha-L-rhamnopyranosyl-(1 fwdarw 2)-alpha-L-rhamnopyranosyl-(1 fwdarw 6)-beta-D-galactopyranoside (mauritianin), quercetin 3-O-alpha-L-rhamnopyranosyl-(1 fwdarw 2)-alpha-L-rhamnopyranosyl-(1 fwdarw 6)-beta-Dgalactopyranoside and chlorogenic acid were isolated from the leaves of Catharanthus roseus (L.) G. DON (= Vinca rosea L.), used as the herbal medicine "Herba Catharanthi." Kaempferol 3-O-alpha-L-rhamnopyranosyl- (1 fwdarw 6) -beta-D-glucopyranoside-7- O-beta-D-glucopyranoside, 2,3-dihydroxybenzoic acid, 3-beta-Dglucopyranosyloxy-2-hydroxybenzoic acid (vincoside) and chlorogenic acid were isolated from the leaves of Vinca minor L., used as the herbal medicine "Periwinkles." Mauritianin enhanced the 12-Otetradecanoylphorbol-13-acetate-suppressed delayed-type hypersensitivity in mice, indicating that mauritianin may augment the immune resistance to cancer. 2,3-Dihydroxybenzoic acid showed a potent radical-scavenging activity, which may lower the risk of cancer. 2,3-Dihydroxybenzoic acid prevented the formation of advanced glycation end products (AGEs), which may reduce development of diabetic complications.

Density

1.74g/cm3

Solubility

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

Flash Point

331.4ºC

Boiling Point

1051ºC at 760mmHg

Melting Point

InChl

InChI=1S/C33H40O19/c1-10-19(38)23(42)25(44)31(46-10)50-28-21(40)17(9-34)49-33(30(28)52-32-26(45)24(43)20(39)11(2)47-32)51-29-22(41)18-15(37)7-14(36)8-16(18)48-27(29)12-3-5-13(35)6-4-12/h3-8,10-11,17,19-21,23-26,28,30-40,42-45H,9H2,1-2H3/t10-,11-,17+,19-,20-,21-,23+,24+,25+,26+,28-,30+,31-,32-,33+/m0/s1

InChl Key

AEOBNVBHRFQADS-DNDPRTLXSA-N

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:109008-28-8) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

22117193

Abstract

The flowers and leaves of Trifolium repens L. (Fabaceae) were subjected to phytochemical investigation in order to identify their major chemical constituents and to evaluate in vitro antioxidant activity of the isolated compounds against DPPH˙. A total of 12 flavonoids, pterocarpan and methyl caffeate were isolated, then characterised by UV, MS, NMR spectroscopy and identified as quercetin and kaempferol 3-O-(6″-α-rhamnopyranosyl-2″-β-xylopyranosyl)-β-galactopyranosides (1, 2), kaempferol 3-O-(2″,6″-α-dirhamnopyranosyl)-β-galactopyranoside, mauritianin (3), quercetin and kaempferol 3-O-(2″-β-xylopyranosyl)-β-galactopyranosides (4, 5), kaempferol and quercetin 3-O-β-(6″-O-acetyl)-galactopyranosides (6, 7), trifolin (8), hyperoside (9), myricetin 3-O-β-galactopyranoside (10), quercetin (11), ononin (12), medicarpin 3-O-β-glucopyranoside (13) and methyl caffeate (14). Mauritianin, ononin, pterocarpan and methyl caffeate have been reported in this plant for the first time. The compounds 4, 7, 9, 10, and 11 were tested for their antioxidant effect against DPPH˙. All studied compounds were found to have potent activity, but the most effective in the test were compounds 9, 10 and 11 (EC(50) values in the range 7.51-9.52 µM).

Title

Study on the phenolic constituents of the flowers and leaves of Trifolium repens L

Author

Agnieszka Kicel 1, Maria Wolbiś

Publish date

2012 Nov

PMID

21809577

Abstract

Objective: To investigate the chemical constituents of the branches and leaves of Polyalthia nemoralis.

Method: The compounds were isolated and purified by silica gel, macroporous adsorption resin and Sephadex LH-20 column chromatographic methods. Their chemical structures were elucidated on the basis of physicochemical properties and spectral data.

Result: Fourteen compounds were isolated and identified as syringic acid (1), 3-methoxy-4-hydroxycinnamic acid (2), vanillic acid (3), 4-hydroxybenzoic acid (4), mauritianin (5), (+)-xylopinidine (6), (+)-oblongine(7), (+)-tembetarine (8), eythritol (9), D-mannitol (10), ethyl-beta-D-glucopyranoside (11), (+)-magnoflorine (12), stepharanine (13), (2S, 4R)-4-hydroxy-2-piperidine-carboxylic acid (14), respectively.

Conclusion: All the compounds were isolated from the genus Polyalthia for the first time; compounds 6 and 13 showed inhibitation activities against multi tumor cell lines.

Title

[Study on chemical constituents from branches and leaves of Polyalthia nemoralis]

Author

Ziming Lu 1, Qingjian Zhang, Ruoyun Chen, Dequan Yu

Publish date

2011 Apr

PMID

16828241

Abstract

Four known kaempferol glycosides, mauritianin, clitorin, nicotiflorin and biorobin, have been isolated from the flowers and leaves of Acalypha indica. Some formerly published NMR data were corrected.

Title

Flavonoids from Acalypha indica

Author

A Nahrstedt 1, M Hungeling, F Petereit

Publish date

2006 Sep;