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Corosolic acid

$202

  • Brand : BIOFRON

  • Catalogue Number : BD-P0947

  • Specification : 98.0%(HPLC)

  • CAS number : 4547-24-4

  • Formula : C30H48O4

  • Molecular Weight : 472.7

  • PUBCHEM ID : 165244

  • Volume : 25mg

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Catalogue Number

BD-P0947

Analysis Method

Specification

98.0%(HPLC)

Storage

-20℃

Molecular Weight

472.7

Appearance

Powder

Botanical Source

This product is isolated and purified from the barks of Lagerstroemia speciosa

Structure Type

Category

SMILES

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1C)C)C(=O)O

Synonyms

2-a-hydroxyursolic acid/hydroxyursolic acid/Corosolic acid/Urs-12-en-28-oic acid, 2,3-dihydroxy-, (2α,3β)-/2,3-dihydroxyurs-12-en-28-oic acid/2alpha-hydroxyursolic acid/2α-Hydroxyursolic acid/(2α,3β)-2,3-Dihydroxyurs-12-en-28-oic acid

IUPAC Name

Applications

Corosolic acid induces apoptotic cell death in HCT116 human colon cancer cells through a caspase-dependent pathway.[Pubmed: 24481288]Int J Mol Med. 2014 Apr;33(4):943-9. Corosolic acid (CA), a pentacyclic triterpene isolated from Lagerstroemia speciosa L. (also known as Banaba), has been shown to exhibit anticancer properties in various cancer cell lines. However, the anticancer activity of CA on human colorectal cancer cells and the underlying mechanisms remain to be elucidated. METHODS AND RESULTS: In this study, we investigated the effects of CA on cell viability and apoptosis in HCT116 human colon cancer cells. CA dose-dependently inhibited the viability of HCT116 cells. The typical hallmarks of apoptosis, such as chromatin condensation, a sub-G1 peak and phosphatidylserine externalization were detected by Hoechst 33342 staining, flow cytometry and Annexin V staining following treatment with CA. Western blot analysis revealed that CA induced a decrease in the levels of procaspase-8, -9 and -3 and the cleavage of poly(ADP-ribose) polymerase (PARP). The apoptotic cell death induced by CA was accompanied by the activation of caspase-8, -9 and -3, which was completely abrogated by the pan-caspase inhibitor, z-VAD‑FMK. Furthermore, CA upregulated the levels of pro-apoptotic proteins, such as Bax, Fas and FasL and downregulated the levels of anti-apoptotic proteins, such as Bcl-2 and survivin. CONCLUSIONS: Taken together, our data provide insight into the molecular mechanisms of CA-induced apoptosis in colorectal cancer (CRC), rendering this compound a potential anticancer agent for the treatment of CRC.

Density

1.1±0.1 g/cm3

Solubility

Methanol

Flash Point

314.6±26.6 °C

Boiling Point

573.3±50.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

HFGSQOYIOKBQOW-MMNUXRFXSA-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#:4547-24-4) 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

31206698

Abstract

BACKGROUND:
The suppression of α-glucosidase activity to retard glucose absorption is an important therapy for type-2 diabetes. Corosolic acid (CRA) is a potential antidiabetic component in many plant-based foods and herbs. In this study, the interplay mechanism between α-glucosidase and corosolic acid was investigated by several methods, including three-dimensional fluorescence spectra, circular dichroism spectra, and molecular simulation.

RESULTS:
Corosolic acid significantly inhibited α-glucosidase reversibly in an uncompetitive manner and its IC50 value was 1.35 × 10-5 mol L-1 . A combination of CRA with myricetin exerted a weak synergy against α-glucosidase. The intrinsic fluorescence of α-glucosidase was quenched via a static quenching course and the binding constant was 3.47 × 103 L mol-1 at 298 K. The binding of CRA to α-glucosidase was mainly driven by hydrophobic forces and resulted in a partial extension of the protein polypeptide chain with a loss of α-helix content. The molecular simulation illustrated that CRA bound to the entrance part of the active center of α-glucosidase and interacted with the amino acid residues Ser157, Arg442, Phe303, Arg315, Tyr158, and Gln353, which could hinder the release of substrate and catalytic reaction product, eventually suppressing the catalytic activity of α-glucosidase.

CONCLUSIONS:
These results may suggest new insights into corosolic acid from food sources as a potential α-glucosidase inhibitor that could better control diabetes. © 2019 Society of Chemical Industry.

© 2019 Society of Chemical Industry.

KEYWORDS

corosolic acid; inhibition mechanism; isobologram; synergy; uncompetitive inhibitor; α-glucosidase

Title

Inhibitory effect of corosolic acid on α-glucosidase: kinetics, interaction mechanism, and molecular simulation.

Author

Ni M1, Pan J1, Hu X1, Gong D1,2, Zhang G1.

Publish date

2019 Oct;

PMID

30898728

Abstract

Hypoxia-inducible factor-1 is a target for the management of cancer. Here, the anti-proliferation properties of corosolic acid (CA) against A549 human lung epithelial cancer cells in CoCl2-induced hypoxia is reported. CA was isolated from the roots of Salvia syriaca based on a bioassay-guided isolation platform and identified by 1D and 2D NMR experiments. Several cytotoxicies and genotoxicity analyses were performed using MTT, DAPI, cell cycle, DNA ladder, and annexin V/PI detection. Cobalt chloride (CoCl2) was used to stimulate hypoxia. The adaptation of A549 cells to a stimulated hypoxic condition in the presence of CA was evaluated. CA decreased the growth of A549 cells with an IC50 of 12 μg/mL at 48 h. Also, chromatin condensation and DNA fragmentation were detected as signs of apoptosis occurrence. CA induced ~85% apoptosis and even 1% necrosis. The expression of hypoxia-inducible factor-1 α (HIF-1α), HIF-1β and downstream genes was strongly suppressed in the presence of CA in CoCl2-stimulated hypoxia condition. Results indicated that CA has remarkable cytotoxicity against the cancerous cell in hypoxia condition and may be regarded for preparation of new formulations for possible uses as supplement and medicine in cancer therapy.

Copyright © 2019 Elsevier B.V. All rights reserved.

KEYWORDS

A549 cells; Bioassay-guided isolation; Corosolic acid; HIF-1α; Hypoxia; Salvia; Triterpenoids

Title

Triterpenoid corosolic acid attenuates HIF-1 stabilization upon cobalt (II) chloride-induced hypoxia in A549 human lung epithelial cancer cells.

Author

Bahadori MB1, Vandghanooni S2, Dinparast L3, Eskandani M4, Ayatollahi SA5, Ata A6, Nazemiyeh H7.

Publish date

2019 Apr

PMID

30809742

Abstract

PURPOSE:
Investigate the potential application of corosolic acid (CA) in the treatment of diseases causing retinal neovascularization.

METHODS:
CA cytotoxicity effect was evaluated in ARPE-19 cells by sulforhodamine B colorimetric method, and antiangiogenic activity was studied using chorioallantoic membrane (CAM) assay. An amount of 0.01 mL of CA formulations at 5, 10 and 25 µM was injected in the right eyes of Wistar rats, and the contralateral eyes received the vehicle to verify the safety of ophthalmic use. Electroretinography (ERG) was performed before, 7 and 15 days after CA administration. Animals were killed on the 15th day, and the histological analysis of retina was carried out under light microscopy.

RESULTS:
CA did not present cytotoxicity at concentrations below 35.5 μM after 48 h of treatment. The antiangiogenic activity was confirmed by CAM assay, since CA (range from 5 to 25 µM) induced a significant reduction in vascularity without any signs of toxicity. ERG recordings and histological evaluation did not show any signs of retinal toxicity.

CONCLUSIONS:
CA was effective in reducing vascularity in a CAM model and was found to be safe for potential ophthalmic use.

KEYWORDS

Antiangiogenic; Corosolic acid; Neovascularization process; Toxicity

Title

Corosolic acid: antiangiogenic activity and safety of intravitreal injection in rats eyes.

Author

Toledo CR1, Pereira VV2, Dourado LFN2, Paiva MRB2, Silva-Cunha A2.

Publish date

2019 Jun