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Cedrelone
Cedrelone
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Cedrelone
Price:
CAS No.: 1254-85-9
Catalog No.: CFN99368
Molecular Formula: C26H30O5
Molecular Weight: 422.5 g/mol
Purity: >=98%
Type of Compound: Triterpenoids
Physical Desc.: Powder
Source: The barks of Cedrela toona
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF    Manual
Similar structural: Comparison (Web)  (SDF)
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According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: Cedrelone exhibits antifeedant activity, it has insecticidal activity, it inhibits arval growth of P. saucia, and the molting of the milkweed bug, Oncopeltus fasciatus. Cedrelone and its derivatives exert antimicrobial activities, bromohydroxy cedrelone and Michael adduct show good antifungal activity. Cedrelone is also a very potent inducer of apoptosis, it can cause cell cycle arrest, it shows significant cytotoxicity against cancer cell lines, such as -60, SMMC-7721, A-549, MCF-7 and SW480.
Targets: MMP(e.g.TIMP) | Antifection
In vitro:
Anticancer Agents Med Chem. 2013 Dec;13(10):1645-53.
Effects of limonoid cedrelone on MDA-MB-231 breast tumor cells in vitro.[Pubmed: 23869780]
Cancer is the second leading cause of death, preceded only by cardiovascular diseases, and there is epidemiological evidence that demonstrate this tendency is emerging worldwide.
METHODS AND RESULTS:
Brazil has an extensive vegetal biodiversity with more than 55,000 species listed. Such biodiversity collaborates with the finding of compounds which could be the basis for the design of new anti-tumor drugs, with fewer side effects than the conventional chemotherapy used currently. Cedrelone is a limonoid isolated from Trichilia catigua (Meliaceae) which is a native Brazilian plant. This study demonstrates that Cedrelone inhibits proliferation, adhesion, migration and invasion of breast tumor cells from the line MDA-MB-231. The effects of cell migration and invasion on MDA-MB-231 cell may be explained, at least in part, by the ability of Cedrelone to inhibit MMP activity. We also demonstrate that Cedrelone is able to induce apoptosis in MDA-MB-231 cells.
CONCLUSIONS:
There are only a few works investigating the effect of limonoids in cellular processes closely related to tumor progression such as adhesion, migration and invasion. To the best of our knowledge, this is the first work describing the effects of a limonoid on tumor and non-tumor cell adhesion process.
Photochem Photobiol. 2000 Oct;72(4):464-6.
Photooxidation of cedrelone, a tetranortriterpenoid from Toona ciliata.[Pubmed: 11045715]

METHODS AND RESULTS:
Cedrelone, a tetranortriterpenoid on photolysis by UV light yields a true photooxidation product 3 [14 beta,15beta,22beta,23beta-diepoxy-6-hydroxy-1,5, 20(22)-meliatriene-2,7,21-trione] whose structure is well established by NMR studies and confirmed by X-ray crystallography, along with product 4 [14 beta,15beta-epoxy-6,23-dihydroxy-1,5,20(22)-meliatriene-2,7, 21-trione]. Addition of rose bengal increases the rate of photooxidation whereas DABCO decreases rate of photolysis proving the involvement of singlet oxygen in the photooxygenation.
CONCLUSIONS:
Both the photoproducts exhibited antifeedant activity.
Int. J. Drug Develop.Res.,2012, 4(4):385-92.
Semisynthetic Modification of Cedrelone and its Antimicrobial Activity.[Reference: WebLink]

METHODS AND RESULTS:
Cedrelone was isolated from Toona ciliata heart wood and the compound was modified with various chemical reagents and the resultant product was characterized by IR, 1H NMR, 13C NMR and Mass spectra. The synthesized compounds were screened for antimicrobial activities and the zone of inhibition was ascertained by disc diffusion method. The microorganisms selected for the study was Gram positive organisms such as a) Staphylococcus aureus (ATCC 9144), b) Staphylococcus epidermitis (ATCC 155), c) Bacillus subtilis (ATCC 6633), d) Bacillus cereus (ATCC 11778), e) Micrococcus luteus (ATCC 46789) and Gram negative organisms a) Escherichia coli (ATCC 25922), b) Pseudomonas aeruginosa (ATCC 9027). Fungi organism a) Candida albicans (ATCC 1091), b) Aspergillus niger (ATCC 6275).
CONCLUSIONS:
Cedrelone and its derivatives exerted pronounced inhibitory response against all the species of bacterial organism tested, except E. coli. Bromohydroxy Cedrelone and Michael adduct showed good antifungal activity.
Cedrelone Description
Source: The barks of Cedrela toona
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

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IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
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IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
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PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3669 mL 11.8343 mL 23.6686 mL 47.3373 mL 59.1716 mL
5 mM 0.4734 mL 2.3669 mL 4.7337 mL 9.4675 mL 11.8343 mL
10 mM 0.2367 mL 1.1834 mL 2.3669 mL 4.7337 mL 5.9172 mL
50 mM 0.0473 mL 0.2367 mL 0.4734 mL 0.9467 mL 1.1834 mL
100 mM 0.0237 mL 0.1183 mL 0.2367 mL 0.4734 mL 0.5917 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Kinase Assay:
Anticancer Agents Med Chem. 2010 Dec;10(10):769-76.
Evaluation of effect of triterpenes and limonoids on cell growth, cell cycle and apoptosis in human tumor cell line.[Pubmed: 21269253]

METHODS AND RESULTS:
Six triterpenes and eight limonoids were evaluated for their capacity to inhibit the growth of three human tumour cell lines, breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and melanoma (A375-C5). The mechanisms involved in the observed cell growth arrest of the four most potent compounds were carried out by studying their effect in cell cycle profile and programmed cell death.
CONCLUSIONS:
The results showed that one triterpene (odoratol) and two limonoids (gedunin and Cedrelone) caused cell cycle arrest while only the limonoids gedunin and Cedrelone were found to be very potent inducers of apoptosis.
Cell Research:
Phytochemistry. 2012 Apr;76:141-9.
Limonoids from the leaves of Toona ciliata var. yunnanensis.[Pubmed: 22277739]

METHODS AND RESULTS:
Twelve limonoids, toonayunnanins A-L (1-12) and eleven known compounds (13-23) were isolated from the leaves of Toona ciliata var. yunnanensis, and their structures were elucidated by means of extensive spectroscopic analyses, particularly 1D and 2D NMR techniques. The inhibitory effects of all the isolated compounds were evaluated on human tumor cell lines, such as HL-60, SMMC-7721, A-549, MCF-7 and SW480.
CONCLUSIONS:
Cedrelone (13) and dysobinin (18) showed significant cytotoxicity, and toonayunnanin B (2) and epoxyazadiradione (14), were found to be slightly cytotoxic against the above cell lines. Furthermore, this study provides valuable information for the chemotaxonomy of T. ciliata varieties.
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