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Merck

B6938

Bisdemethoxycurcumin

≥98% (HPLC), NF-kB transcriptional activity inhibitor, solid

Synonym(e):

(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

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Über diesen Artikel

Empirische Formel (Hill-System):
C19H16O4
CAS-Nummer:
Molekulargewicht:
308.33
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:

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Produktname

Bisdemethoxycurcumin, ≥98% (HPLC), solid

SMILES string

Oc1ccc(cc1)\C=C\C(=O)CC(=O)\C=C\c2ccc(O)cc2

InChI

1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+

InChI key

PREBVFJICNPEKM-YDWXAUTNSA-N

assay

≥98% (HPLC)

form

solid

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

Quality Level

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Dieser Artikel
F9057SML081990594
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

form

solid

form

powder

form

powder

form

-

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

solubility

DMSO: ≥20 mg/mL

solubility

DMSO: ≥10 mg/mL

solubility

DMSO: 1 mg/mL, clear (warmed)

solubility

-

Application

Bisdemethoxycurcumin has been used:
  • to test its inhibitory effect on cell cycle and mitochondrial function in gastric adenocarcinoma cells[1]
  • to test it neuroprotective role against lead (Pb) induced toxicity in dopaminergic and noradrenergic systems of Meriones shawi[2]
  • as a standard for calibration curve generation to quantify plasma curcuminoids using high-performance liquid chromatography-diode array detection (HPLC-DAD) and ultraviolet (UV)

Biochem/physiol Actions

Bisdemethoxycurcumin (BDMC) is a derivative or curcumin, and represents one of the major active components of curcumin products isolated from Curcumae sp. BDMC shares similar anti-inflammatory properties with demethoxycurcumin. It inhibits LPS-induced nitric oxide (NO) production and expression of iNOS and COX2 in RAW264.7 cells by blocking NF-kB activation. BDMC also displays unique properties in that it enhances Abeta clearance by upregulating expression MGAT3 and TLR genes. BDMC potently inhibits AKR1B10.
Bisdemethoxycurcumin (BMDC) is a stable dimethoxy derivative of curcumin and is useful as a supplement in cell culture medium.[1] It also possesses antimicrobial, antioxidative and neuroprotective functionality.[2]
Inhibitor of NF-kB transcriptional activity

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Die Dokumentenbibliothek aufrufen

Lahcen Tamegart et al.
Comptes rendus biologies, 342(5-6), 192-198 (2019-09-03)
Exposure to lead is a threat factor for neurodegenerative disorders progress as it could trigger dopaminergic deficiency. We aimed herein to assess the effect of acute lead exposure (25mg/kg B.W i.p.) during three continuous days on the dopaminergic and noradrenergic
Brazilian Curcuma longa L. attenuates comorbidities by modulating adipose tissue dysfunction in obese rats
Lo ATC, et al.
Nutrire, 43(1), 25-25 (2018)
Changjiang Luo et al.
Oncology letters, 9(1), 270-274 (2014-12-02)
Bisdemethoxycurcumin (BDMC) is a demethoxy derivative of curcumin. In this study, a human gastric adenocarcinoma xenograft model was generated in vivo using nude mice and BDMC was observed to suppress the growth and activity of tumors, in addition to improving
Wojciech Ostrowski
European journal of mass spectrometry (Chichester, England), 21(1), 45-50 (2015-04-24)
Curcumin complexes with iron ions were investigated by electrospray ionization mass spectrometry. It was shown that in methanol solutions of curcumin and iron(III) ions, complexes are formed with a stoichiometry of 1 : 1, 2 : or 3 : 1.
Hannelore Rücker et al.
Organic & biomolecular chemistry, 13(10), 3040-3047 (2015-01-27)
Inflammatory signaling pathways orchestrate the cellular response to infection and injury. These pathways are known to be modulated by compounds that alkylate cysteinyl thiols. One class of phytochemicals with strong thiol alkylating activity is the chalcones. In this study we

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