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Cauloside A

$1,120

  • Brand : BIOFRON

  • Catalogue Number : BD-P0885

  • Specification : 98.0%(HPLC&TLC)

  • CAS number : 17184-21-3

  • Formula : C35H56O8

  • Molecular Weight : 604.81

  • PUBCHEM ID : 441928

  • Volume : 25mg

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Catalogue Number

BD-P0885

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC&TLC)

Storage

2-8°C

Molecular Weight

604.81

Appearance

Powder

Botanical Source

Structure Type

Triterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(CO6)O)O)O)C)C)C2C1)C)C(=O)O)C

Synonyms

(3β)-3-(α-L-Arabinopyranosyloxy)-23-hydroxyolean-12-en-28-oic acid/Olean-12-en-28-oic acid, 3-(α-L-arabinopyranosyloxy)-23-hydroxy-, (3β)-/Olean-12-en-28-oic acid, 3-(α-L-arabinopyranosyloxy)-23-hydroxy-, (3β,4α)-

IUPAC Name

(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Applications

Density

1.3±0.1 g/cm3

Solubility

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

Flash Point

219.7±26.4 °C

Boiling Point

719.3±60.0 °C at 760 mmHg

Melting Point

276-278℃

InChl

InChI=1S/C35H56O8/c1-30(2)13-15-35(29(40)41)16-14-33(5)20(21(35)17-30)7-8-24-31(3)11-10-25(43-28-27(39)26(38)22(37)18-42-28)32(4,19-36)23(31)9-12-34(24,33)6/h7,21-28,36-39H,8-19H2,1-6H3,(H,40,41)/t21-,22-,23+,24+,25-,26-,27+,28-,31-,32-,33+,34+,35-/m0/s1

InChl Key

QUBNLZCADIYAFW-RITZIESXSA-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#:17184-21-3) 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

28911735

Abstract

The in vivo antifungal activity of crude extracts of Dipsacus asper roots was evaluated against the phytopathogenic fungi Botrytis cinerea, Colletotrichum coccodes, Blumeria graminis f. sp. hordei, Magnaporthe grisea, Phytophthora infestans, Puccinia recondita and Rhizoctonia solani using a whole-plant assay method. Ethyl acetate and acetone extracts, at 1000μg/mL, suppressed the development of tomato gray mold (TGM) and tomato late blight (TLB) by 90%. Through bioassay-guided isolation, five antifungal substances were isolated from the D. asper roots and identified as β-sitosterol (1), campesterol (2), stigmasterol (3), cauloside A (4) and a novel dipsacus saponin, named colchiside (3-O-β-d-xylopyranosyl-23-O-β-d-glucopyranosyl-28-O-β-d-(6-O-acetyl)-glucopyranosyl hederagenin) (5). Of those, cauloside A (4) displayed the greatest antifungal efficacy against rice blast, TGM and TLB. Colchiside (5) moderately suppressed the development of TLB, but exhibited little effect against the other diseases. The synergistic effects of the isolated compounds against TLB were also assessed. Synergistic and additive interactions were observed between several of the sterol compounds. This study indicated that the crude extracts of, and bioactive substances from, the roots of D. asper suppress TGM and TLB. In addition, cauloside A (4) and colchiside (5) could be used as antifungal lead compounds.

Copyright © 2016 Elsevier B.V. All rights reserved.

KEYWORDS

Antifungal activity; Cauloside A; Colchiside; Dipsacus asper; Phytopathogenic fungi

Title

Antifungal activity of sterols and dipsacus saponins isolated from Dipsacus asper roots against phytopathogenic fungi.

Author

Choi NH, Jang JY, Choi GJ, Choi YH, Jang KS, Nguyen VT, Min BS, Le Dang Q, Kim JC.

Publish date

2017 Sep;

PMID

25880310

Abstract

BACKGROUND:
In our previous studies, it was evident that the dichloromethane-methanol (1:1 v/v) stem barks extract of Polyscias fulva and fractions (ethyl acetate, n-butanol and residue) demonstrated interesting antidermatophytic activities. So, as a continuity of that, this work aimed at identifying active principles with antifungal properties from P. fulva that could be used as markers for possible standardization of this plant as phytomedicine.

METHODS:
The ethyl acetate, n-butanol and residual fractions of the dichloromethane-methanol (1:1 v/v) stem bark extract of Polyscias fulva were further fractionated by column chromatography and the structures of isolated compounds elucidated based on their spectroscopic data in comparison with existing literature information. Antifungal activity was assayed by broth microdilution techniques on yeasts and dermatophytes spores.

RESULTS:
The fractionation of the crude dichloromethane-methanol (1:1 v/v) stem bark extract of Polyscias fulva led to the isolation of 10 known compounds (1 to 10) and one new saponin (11: 3-O-[α-L-rhamnopyranosyl (1-2)-α-L-arabinopyranosyl]-28-O-[α-L-4-O-acetyl-rhamnopyranosyl (1-4)-β-D-glucopyranosyl-(1-6)-β-D-glucopyranosyl]-hederagenin). Among these compounds, 3-O-α-L- arabinopyranosyl-hederagenin and 3-O-[α-L-rhamnopyranosyl (1-2)-α-L-arabinopyranosyl]-hederagenin were the most active on the tested fungi with MIC values ranging from 0.78 to 100 μg/ml against both yeasts and dermatophytes.

CONCLUSION:
The results of this work constitute a step forward in the possible development of an antidermatophytic phytomedicine from Polyscias fulva stem bark, the isolated compounds being possible markers for the standardisation.

Title

Antifungal properties of a new terpernoid saponin and other compounds from the stem bark of Polyscias fulva Hiern (Araliaceae).

Author

Njateng GS, Du Z, Gatsing D, Nanfack Donfack AR, Feussi Talla M, Kamdem Wabo H, Tane P, Mouokeu RS, Luo X, Kuiate JR

Publish date

2015 Feb 15

PMID

24615060

Abstract

This experiment’s with aim was to study the pharmacokinetics of asperosaponin VI and its three metabolites (cauloside A, HN saponin F and hederagenin) via a sensitive high performance liquid chromatography connected with electrospray ionization triple quadrupole mass spectrum (HPLC-ESI-MS/MS). Chromatographic separation was achieved on a reverse phase C18 column with a gradient mobile phase of CH3CN-water with 0.1 % HCOOH at a flow rate of 0.3 mL/min. Sample analysis was simultaneously performed with a multiple reaction monitoring mode using target determination ions at m/z 927.5 → 603.4 for asperosaponin VI, m/z 811.1 → 603.4 for cauloside A, m/z 649.4 → 603.4 for HN saponin F, m/z 71.4 → 393.3 for hederagenin and m/z 307.0 → 161.1 for warfarin as the internal standard. The calibration curve was linear at the range of 0.25-500 ng/mL, and the lower limit of quantification was 0.25 ng/mL for each compound. While the precisely intra-assay and inter-assay variabilities were <9.5 and 7.8 %, respectively; accuracy was determined at the concentrations of 5, 25, 100 ng/mL for all the analytes with the relative standard deviation (%) no more than 15.0 %. Consequently, the validated method could be successfully and precisely applied to the pharmacokinetic study of asperosaponin VI and its metabolites. As a result, the pharmacokinetic parameters of cauloside A, HN saponin F and hederagenin such as T max were obtained at 9.33 ± 2.49, 7.33 ± 0.47 and 12.33 ± 2.36 h, respectively.

Title

Pharmacokinetics study of asperosaponin VI and its metabolites cauloside A, HN saponin F and hederagenin.

Author

Liu EW, Wang JL, Han LF, Chang YX, Wang T, Huo Y, Wang L, Gao XM.

Publish date

2014 Jul;