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Cinchonin

$52

  • Brand : BIOFRON

  • Catalogue Number : BD-P0658

  • Specification : 98.0%(T)

  • CAS number : 118-10-5

  • Formula : C19H22N2O

  • Molecular Weight : 294.39

  • Volume : 100mg

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Catalogue Number

BD-P0658

Analysis Method

HPLC,NMR,MS

Specification

98.0%(T)

Storage

2-8°C

Molecular Weight

294.39

Appearance

powder

Botanical Source

Alkaloid from Cinchona officinalis and all Cinchona spp. and from some Remijia spp., e.g. Remijia pedunculata and Remijia purdieana, and from the leaves of Olea europaea and Ligustrum vulgare (Rubiaceae, Oleaceae)

Structure Type

Quinolines/Isoquinolines

Category

SMILES

C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O

Synonyms

IUPAC Name

Applications

Density

1.2±0.1 g/cm3

Solubility

DMSO : 4.76 mg/mL (16.17 mM; Need ultrasonic)

Flash Point

234.7±24.6 °C

Boiling Point

464.5±30.0 °C at 760 mmHg

Melting Point

260-263 °C

InChl

InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1

InChl Key

KMPWYEUPVWOPIM-QAMTZSDWSA-N

WGK Germany

RID/ADR

HS Code Reference

2939200000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:118-10-5) 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

32655762

Title

Distribution of Zinc in Mycelial Cells and Antioxidant and Anti-Inflammatory Activities of Mycelia Zinc Polysaccharides from Thelephora ganbajun TG-01

Author

Lan Zheng 1 2, Yaohong Ma 1 2, Yunjuan Zhang 1, Qingjun Meng 1 2, Junhui Yang 1 2, Weili Gong 1 2, Qingai Liu 1 2, Lei Cai 1 2, Lujiang Hao 3, Binglian Wang 1 2, Yan Yang 1 2

Publish date

2020 Jun 17;

PMID

31698039

Abstract

Ethnopharmacological relevance: Species of the genus Cinchona (Rubiaceae) have been used in traditional medicine, and as a source for quinine since its discovery as an effective medicine against malaria in the 17th century. Despite being the sole cure of malaria for almost 350 years, little is known about the chemical diversity between and within species of the antimalarial alkaloids found in the bark. Extensive historical Cinchona bark collections housed at the Royal Botanic Gardens, Kew, UK, and in other museums may shed new light on the alkaloid chemistry of the Cinchona genus and the history of the quest for the most effective Cinchona barks.

Aim of the study: We used High-Pressure Liquid Chromatography (HPLC) coupled with fluorescence detection (FLD) to reanalyze a set of Cinchona barks originally annotated for the four major quinine alkaloids by John Eliot Howard and others more than 150 years ago.

Materials and methods: We performed an archival search on the Cinchona bark collections in the Economic Botany Collection housed in Kew, focusing on those with historical alkaloid content information. Then, we performed HPLC analysis of the bark samples to separate and quantify the four major quinine alkaloids and the total alkaloid content using fluorescence detection. Correlations between historic and current annotations were calculated using Spearman’s rank correlation coefficient, before paired comparisons were performed using Wilcox rank sum tests. The effects of source were explored using generalized linear modelling (GLM), before the significance of each parameter in predicting alkaloid concentrations were assessed using chi-square tests as likelihood ratio testing (LRT) models.

Results: The total alkaloid content estimation obtained by our HPLC analysis was comparatively similar to the historical chemical annotations made by Howard. Additionally, the quantity of two of the major alkaloids, quinine and cinchonine, and the total content of the four alkaloids obtained were significantly similar between the historical and current day analysis using linear regression.

Conclusions: This study demonstrates that the historical chemical analysis by Howard and current day HPLC alkaloid content estimations are comparable. Current day HPLC analysis thus provide a realistic estimate of the alkaloid contents in the historical bark samples at the time of sampling more than 150 years ago. Museum collections provide a powerful but underused source of material for understanding early use and collecting history as well as for comparative analyses with current day samples.

KEYWORDS

Alkaloid; Cinchona; Collections; HPLC; Malaria; Quinine.

Title

Historical chemical annotations of Cinchona bark collections are comparable to results from current day high-pressure liquid chromatography technologies

Author

Nataly Allasi Canales 1, Tobias Nikolaj Gress Hansen 1, Claus Cornett 2, Kim Walker 3, Felix Driver 3, Alexandre Antonelli 4, Carla Maldonado 5, Mark Nesbitt 6, Christopher J Barnes 1, Nina Rønsted 7

Publish date

2020 Mar 1;

PMID

31379180

Abstract

Aim: Quinine, a frequently used anti-malaria alkaloid isolated from the Cinchona bark, possesses numerous toxic properties, the majority of which arrive from a dysfunction of the gastrointestinal tract. Similarly, cinchonine, another alkaloid from the Cinchona bark, displays a great potential for treating malaria (especially the resistant forms).

Methods: In this work, we aimed to evaluate the effects of cinchonine on spontaneous and induced Wistar rat ileum contractions in order to uncover potential side effects that might arise after its application.

Results: Cinchonine produced a concentration-dependent spasmolytic activity, which was found to be reversible (i.e. disappeared after tissue wash-up), with an IC50 value of 273 µM. Furthermore, the mechanism of action of cinchonine at IC50 elucidated through experiments with acetylcholine and Ca2+-induced ileum contractions. The applied IC50 concentration of cinchonine statistically significantly prevented the occurrence of contractions after the application of specific agonist. The obtained results are in a range with the effects seen with standard receptor antagonists, i.e. atropine and verapamil.

Conclusions: The obtained results showed that cinchonine inhibited both types of induced contractions, suggesting a Ca2+-channels mediated modus operandi (Fig. 4, Ref. 19).

KEYWORDS

Cinchona bark; cinchonine; ileum; spasmolytic calcium channels..

Title

Effects of cinchonine, a Cinchona bark alkaloid, on spontaneous and induced rat ileum contractions

Author

G Rankovic, V Stankovic, M Zivkovic, B Rankovic, D Laketic, M Potic, M Saranovic, G Nedin Rankovic

Publish date

2019