Curzerenone

CAS# 20493-56-5

Curzerenone

Catalog No. BCN3009----Order now to get a substantial discount!

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Curzerenone: 5mg $529 In Stock
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Quality Control of Curzerenone

Number of papers citing our products

Chemical structure

Curzerenone

3D structure

Chemical Properties of Curzerenone

Cas No. 20493-56-5 SDF Download SDF
PubChem ID 3081930 Appearance Colorless-yellowish oily liquid
Formula C15H18O2 M.Wt 230.3
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in chloroform
Chemical Name (5R,6R)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5,7-dihydro-1-benzofuran-4-one
SMILES CC1=COC2=C1C(=O)C(C(C2)(C)C=C)C(=C)C
Standard InChIKey ZVMJXSJCBLRAPD-ZFWWWQNUSA-N
Standard InChI InChI=1S/C15H18O2/c1-6-15(5)7-11-12(10(4)8-17-11)14(16)13(15)9(2)3/h6,8,13H,1-2,7H2,3-5H3/t13-,15-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Curzerenone

1 Curcuma sp. 2 Zingiber sp.

Biological Activity of Curzerenone

DescriptionCurzerenone holds great promise for use in chemopreventive and chemotherapeutic strategies, it has slightly effective against E. coli (IZ = 10.8 ± 0.52).
TargetsCaspase | Antifection
In vitro

Antioxidant and antibacterial activities of the leaf essential oil and its constituents furanodienone and curzerenone from Lindera pulcherrima (Nees.) Benth. ex hook. f.[Pubmed: 22518079]

Pharmacognosy Res. 2012 Apr;4(2):80-4.

Lindera pulcherrima (Nees.) Benth. ex Hook. f. (Family: Lauraceae), an evergreen shrub, is an important medicinal plant distributed in temperate Himalayan regions. The leaves and bark are used as spice in cold, fever, and cough.
METHODS AND RESULTS:
In this study, the terpenoid composition, antioxidant, and antibacterial activities of the leaf essential oil and its major constituents are being analyzed.
CONCLUSIONS:
The in vitro antioxidant activity showed a potent free radical scavenging activity for the essential oil as evidenced by a low IC(50) value for DPPH radical followed by furanodienone (0.087 ± 0.03 and 1.164 ± 0.58 mg/ml respectively) and the inhibition of lipid peroxidation for the oil and furanodienone also followed the same order (IC(50) 0.74 ± 0.13 and 2.12 ± 0.49 mg/ml, respectively). The oil and the constituents were also tested against three Gram negative (Escherichia coli, Salmonella enterica enterica, and (Pasturella multocida) and one Gram positive (Staphylococcus aureus) bacteria. The essential oil was effective against S. aureus (IZ = 19.0 ± 0.34; MIC 3.90 μl/ml) while furanodienone showed potent activity against E. coli and S. enterica enterica (IZ = 18.0 ± 0.14 and 16.0 ± 0.10 respectively). On the other hand, Curzerenone was found to be slightly effective against E. coli (IZ = 10.8 ± 0.52). The MIC value of the essential oil was least against S. aureus (MIC = 3.90 μl/ml) and that of furanodienone against E. coli (MIC = 3.90 μl/ml).

Protocol of Curzerenone

Cell Research

In Vitro Morphological Assessment of Apoptosis Induced by Antiproliferative Constituents from the Rhizomes of Curcuma zedoaria.[Pubmed: 23762112]

Evid Based Complement Alternat Med. 2013;2013:257108.

Bioassay-guided isolation of the active hexane fractions of Curcuma zedoaria led to the identification of five pure compounds, namely, Curzerenone (1), neocurdione (2), curdione (3), alismol (4), and zederone (5) and a mixture of sterols, namely, campesterol (6), stigmasterol (7), and β -sitosterol (8). Alismol has never been reported to be present in Curcuma zedoaria.
METHODS AND RESULTS:
All isolated compounds except (3) were evaluated for their cytotoxic activity against MCF-7, Ca Ski, and HCT-116 cancer cell lines and noncancer human fibroblast cell line (MRC-5) using neutral red cytotoxicity assay. Curzerenone and alismol significantly inhibited cell proliferation in human cancer cell lines MCF-7, Ca Ski, and HCT-116 in a dose-dependent manner. Cytological observations by an inverted phase contrast microscope and Hoechst 33342/PI dual-staining assay showed typical apoptotic morphology of cancer cells upon treatment with Curzerenone and alismol. Both compounds induce apoptosis through the activation of caspase-3. It can thus be suggested that Curzerenone and alismol are modulated by apoptosis via caspase-3 signalling pathway. The findings of the present study support the use of Curcuma zedoaria rhizomes in traditional medicine for the treatment of cancer-related diseases.
CONCLUSIONS:
Thus, two naturally occurring sesquiterpenoids, Curzerenone and alismol, hold great promise for use in chemopreventive and chemotherapeutic strategies.

Curzerenone Dilution Calculator

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Curzerenone Molarity Calculator

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Preparing Stock Solutions of Curzerenone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.3422 mL 21.7108 mL 43.4216 mL 86.8432 mL 108.5541 mL
5 mM 0.8684 mL 4.3422 mL 8.6843 mL 17.3686 mL 21.7108 mL
10 mM 0.4342 mL 2.1711 mL 4.3422 mL 8.6843 mL 10.8554 mL
50 mM 0.0868 mL 0.4342 mL 0.8684 mL 1.7369 mL 2.1711 mL
100 mM 0.0434 mL 0.2171 mL 0.4342 mL 0.8684 mL 1.0855 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Curzerenone

In Vitro Morphological Assessment of Apoptosis Induced by Antiproliferative Constituents from the Rhizomes of Curcuma zedoaria.[Pubmed:23762112]

Evid Based Complement Alternat Med. 2013;2013:257108.

Bioassay-guided isolation of the active hexane fractions of Curcuma zedoaria led to the identification of five pure compounds, namely, Curzerenone (1), neocurdione (2), curdione (3), alismol (4), and zederone (5) and a mixture of sterols, namely, campesterol (6), stigmasterol (7), and beta -sitosterol (8). Alismol has never been reported to be present in Curcuma zedoaria. All isolated compounds except (3) were evaluated for their cytotoxic activity against MCF-7, Ca Ski, and HCT-116 cancer cell lines and noncancer human fibroblast cell line (MRC-5) using neutral red cytotoxicity assay. Curzerenone and alismol significantly inhibited cell proliferation in human cancer cell lines MCF-7, Ca Ski, and HCT-116 in a dose-dependent manner. Cytological observations by an inverted phase contrast microscope and Hoechst 33342/PI dual-staining assay showed typical apoptotic morphology of cancer cells upon treatment with Curzerenone and alismol. Both compounds induce apoptosis through the activation of caspase-3. It can thus be suggested that Curzerenone and alismol are modulated by apoptosis via caspase-3 signalling pathway. The findings of the present study support the use of Curcuma zedoaria rhizomes in traditional medicine for the treatment of cancer-related diseases. Thus, two naturally occurring sesquiterpenoids, Curzerenone and alismol, hold great promise for use in chemopreventive and chemotherapeutic strategies.

Antioxidant and antibacterial activities of the leaf essential oil and its constituents furanodienone and curzerenone from Lindera pulcherrima (Nees.) Benth. ex hook. f.[Pubmed:22518079]

Pharmacognosy Res. 2012 Apr;4(2):80-4.

BACKGROUND: Lindera pulcherrima (Nees.) Benth. ex Hook. f. (Family: Lauraceae), an evergreen shrub, is an important medicinal plant distributed in temperate Himalayan regions. The leaves and bark are used as spice in cold, fever, and cough. MATERIALS AND METHODS: In this study, the terpenoid composition, antioxidant, and antibacterial activities of the leaf essential oil and its major constituents are being analyzed. CONCLUSION: The in vitro antioxidant activity showed a potent free radical scavenging activity for the essential oil as evidenced by a low IC(50) value for DPPH radical followed by furanodienone (0.087 +/- 0.03 and 1.164 +/- 0.58 mg/ml respectively) and the inhibition of lipid peroxidation for the oil and furanodienone also followed the same order (IC(50) 0.74 +/- 0.13 and 2.12 +/- 0.49 mg/ml, respectively). The oil and the constituents were also tested against three Gram negative (Escherichia coli, Salmonella enterica enterica, and (Pasturella multocida) and one Gram positive (Staphylococcus aureus) bacteria. The essential oil was effective against S. aureus (IZ = 19.0 +/- 0.34; MIC 3.90 mul/ml) while furanodienone showed potent activity against E. coli and S. enterica enterica (IZ = 18.0 +/- 0.14 and 16.0 +/- 0.10 respectively). On the other hand, Curzerenone was found to be slightly effective against E. coli (IZ = 10.8 +/- 0.52). The MIC value of the essential oil was least against S. aureus (MIC = 3.90 mul/ml) and that of furanodienone against E. coli (MIC = 3.90 mul/ml).

Description

Curzerenone is one of constituents of leaf essential oil extracted from L. pulcherrima. Shows slight inhibitory effective against E. coli.

Keywords:

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