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Robinin

$762

  • Brand : BIOFRON

  • Catalogue Number : BD-P0224

  • Specification : 98.0%(HPLC)

  • CAS number : 301-19-9

  • Formula : C33H40O19

  • Molecular Weight : 740.7

  • PUBCHEM ID : 5281693

  • Volume : 25mg

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Catalogue Number

BD-P0224

Analysis Method

Specification

98.0%(HPLC)

Storage

-20℃

Molecular Weight

740.7

Appearance

Yellow powder

Botanical Source

This product is isolated and purified from the barks of Rauvolfia yunnanensis Tsiang

Structure Type

Category

SMILES

CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O

Synonyms

5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

IUPAC Name

Applications

J Pharm Biomed Anal. 2011 Apr 28;55(1):109-13. Simultaneous determination of the flavonoids robinin and kaempferol in human breast cancer cells by liquid chromatography-tandem mass spectrometry.[Pubmed: 21232900]An accurate, precise and sensitive method was developed and validated for the simultaneous quantification of the flavonoid glycoside Robinin, and its algycone kaempferol in human breast cancer MCF-7 cells. METHODS AND RESULTS:The application of liquid chromatography-tandem mass spectrometry (LC/MS/MS) with a TurboIonspray interface in negative mode under multiple reactions monitoring was investigated. Chromatographic separation was achieved on a C(18) column using a mobile phase consisting of (A) water with 0.025% formic acid and 1mM ammonium formate and (B) acetonitrile with 0.025% formic acid. Rutin was used as the internal standard for Robinin and fisetin as the internal standard for kaempferol. The assay had a limit of detection of 0.1ng/ml for both compounds when present in cell lysate. The calibration curves were linear from 1 to 250ng/ml (r>0.999) for each compound. The intra- and inter-day coefficients of variation were less than 10% and intra- and inter-day accuracies were within 11%. CONCLUSIONS:This assay was successfully applied in a Robinin cellular uptake study to determine the intracellular concentrations of Robinin in MCF-7 cells.

Density

1.7±0.1 g/cm3

Solubility

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

Flash Point

335.7±27.8 °C

Boiling Point

1064.4±65.0 °C at 760 mmHg

Melting Point

194-195ºC

InChl

InChl Key

PEFASEPMJYRQBW-HKWQTAEVSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:301-19-9) 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

28407532

Abstract

A rational liquid-liquid extraction approach was established to pre-treat samples for high-speed counter-current chromatography (HSCCC). n-Hexane-ethyl acetate-methanol-water (4:5:4:5, v/v) and (1:5:1:5, v/v) were selected as solvent systems for liquid-liquid extraction by systematically screening K of target compounds to remove low- and high-polarity impurities in the sample, respectively. After liquid-liquid extraction was performed, 1.4g of crude sample II was obtained from 18.5g of crude sample I which was extracted from the flowers of Robinia pseudoacacia L., and then separated with HSCCC by using a solvent system composed of n-hexane-ethyl acetate-methanol-water (1:2:1:2, v/v). As a result, 31mg of robinin and 37mg of kaempferol 7-O-α-l-rhamnopyranoside were isolated from 200mg of crude sample II in a single run of HSCCC. A scale-up separation was also performed, and 160mg of robinin with 95% purity and 188mg of kaempferol 7-O-α-l-rhamnopyranoside with 97% purity were produced from 1.2g of crude sample II.

KEYWORDS

High-speed counter-current chromatography; Liquid-liquid extraction; Natural product; Rational solvent selection; Sample pretreatment.

Title

Rational approach to solvent system selection for liquid-liquid extraction-assisted sample pretreatment in counter-current chromatography

Author

Jiajia Wang 1, Dongyu Gu 2, Miao Wang 3, Xinfeng Guo 3, Haoquan Li 3, Yue Dong 3, Hong Guo 1, Yi Wang 4, Mengqi Fan 1, Yi Yang 5

Publish date

2017 May 15;

PMID

26296819

Abstract

Plants may take insect eggs on their leaves as a warning of future herbivory and intensify their defence against feeding larvae. Responsible agents are, however, largely unknown, and little knowledge is available on this phenomenon in perennial plants. We investigated how egg deposition affects the anti-herbivore defence of elm against the multivoltine elm leaf beetle. Prior egg deposition caused changes in the quality of feeding-damaged leaves that resulted in increased larval mortality and reduced reproductive capacity of the herbivore by harming especially female larvae. Chemical analyses of primary and secondary leaf metabolites in feeding-damaged, egg-free (F) and feeding-damaged, egg-deposited (EF)-leaves revealed only small differences in concentrations when comparing metabolites singly. However, a pattern-focused analysis showed clearly separable patterns of (F) and (EF)-leaves because of concentration differences in especially nitrogen and phenolics, of which robinin was consumed in greater amounts by larvae on (EF) than on (F)-leaves. Our study shows that insect egg deposition mediates a shift in the quantitative nutritional pattern of feeding-damaged leaves, and thus might limit the herbivore’s population growth by reducing the number of especially female herbivores. This may be a strategy that pays off in a long run particularly in perennial plants against multivoltine herbivores.

KEYWORDS

Ulmus minor; Xanthogaleruca luteola; flavonoids; herbivory; nitrogen; perennial plant; phenolics; plant defence; quantitative nutritional pattern.

Title

Elm leaves 'warned' by insect egg deposition reduce survival of hatching larvae by a shift in their quantitative leaf metabolite pattern

Author

Nadine Austel 1 2, Elisabeth J Eilers 1, Torsten Meiners 1, Monika Hilker 1

Publish date

2016 Feb;

PMID

25443416

Abstract

The study focussed on the cardioprotective effect of robinin on doxorubicin-induced cardio-toxicity in Sprague Dawley rats. After the experimental period, animals were sacrificed and the various parameters such as cardiac markers, toxicity parameters, antioxidant status, ROS generation, lipid peroxidation status and inflammatory parameters were assessed. Gene expression study by RT-PCR analysis and proteins expression study by western blotting were done. Doxorubicin causes significant increase in the levels of cardiac marker enzymes, namely lactate dehydrogenase (LDH), creatine phospokinase (CPK), toxicity parameters like serum glutamate oxaloacetate transaminase (SGOT) and serum glutamate pyruvate transaminase (SGPT). Antioxidant enzyme levels were decreased; lipid peroxidation products in heart tissue and inflammatory markers, namely cyclooxygenase (COX2) and lipooxygenase (LOX15) were significantly increased. Gene expression study by RT-PCR analysis of transforming growth factor-β1 (TGF-β1), Smad2, murine double minute (Mdm2), Smad3, cyclin-dependent kinase inhibitor 2A (CDKN2A), Smad4 and Smad7 were significantly altered. The western blotting study of p53, Bcl-2 and Bax also showed altered expression. The supplementation of the Robinin along with DOX caused normalised level of all the above parameters and cardio-toxicity. This study revealed the cardioprotective nature of Robinin on doxorubicin-induced cardiac toxicity by modulating TGF-β1 signaling pathway in Sprague Dawley rats.

KEYWORDS

Cardiac markers; Cardiac toxicity; Doxorubicin; Robinin.

Title

Robinin modulates doxorubicin-induced cardiac apoptosis by TGF-β1 signaling pathway in Sprague Dawley rats

Author

P A Janeesh 1, A Abraham 2

Publish date

2014 Oct