Todas as fotos(2)

C7727

Sigma-Aldrich

Curcumin

≥94% (curcuminoid content), ≥80% (Curcumin)

Sinônimo(s):
Diferulylmethane, (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Natural Yellow 3
Fórmula linear:
[HOC6H3(OCH3)CH=CHCO]2CH2
Número CAS:
Peso molecular:
368.38
Número do índice de cores:
75300
Beilstein:
2306965
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.47

Nível de qualidade

200

densidade de vapor

13 (vs air)

teor

≥80% (Curcumin)
≥94% (curcuminoid content)

forma

powder

pf

175 °C

solubilidade

ethanol: 1 mg/mL
DMSO: >11 mg/mL
0.5 M NaOH: soluble (then immediately diluted in PBS)

temperatura de armazenamento

−20°C

SMILES string

COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O

InChI

1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+

InChI key

VFLDPWHFBUODDF-FCXRPNKRSA-N

Gene Information

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Descrição geral

Curcumin is a yellow colored polyphenol obtained from the rhizome of Curcuma longa L. It is also known as diferuloyl methane, a symmetric molecule with a seven carbon linker connecting two o-methoxy phenolic groups containing aromatic rings. Curcumin is synthesized by Pabon′s reaction using vanillin and acetyl acetone in the presence of boric oxide. It constitutes an important part of various diets and herbal medicines, especially in the Asian continent for its various salubrious effects on human health.

Aplicação

Curcumin has been used:
  • to study its in vitro effect on the inflammation and expression of tumour factor in patients with chronic kidney diseases
  • to determine its influence when used in combination with high frequency ultrasound on human cervical carcinoma cells
  • to study the possibility of using magnetic purification of curcumin from Curcuma longa by surface active maghemite nanoparticles (SAMNs)
  • to examine its effect on the amyloid-β peptide levels along with the maturation of amyloid-β precursor proteins in various cell lines and primary cortical neurons in mouse
  • as a supplement to evaluate its anti-carcinogenic and anti-apoptotic effect on cancer cells and cardiomyocytes
  • to test its anti-inflammatory effect in human promyelocytic leukemia cell line, the HL-60

Embalagem

500 mg in poly bottle

Ações bioquímicas/fisiológicas

A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Curcumin has been cited as a potential chemopreventive agent, in addition to its chemotherapeutic activity. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cycloxygenase and lipoxygenase. Easily penetrates into the cytoplasm of cells, accumulating in membranous structures such as plasma membrane, endoplasmic reticulum and nuclear envelope.
Curcumin is postulated to have anti-depressant, anti-stress and neuroprotective effects on humans and other animals. Additionally, it also shows anti-fungal, antiviral, anti-microbial, chemosensitizing, radiosensitizing, and wound healing activities.

Código de classe de armazenamento

13 - Non Combustible Solids

WGK

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Certificado de análise

Certificado de origem

Curcumin decreases amyloid-beta peptide levels by attenuating the maturation of amyloid-beta precursor protein
Zhang C, et al.
The Journal of Biological Chemistry, 285(37), 28472-28480 (2010)
Kaylene R Carr et al.
European journal of obstetrics, gynecology, and reproductive biology, 193, 96-101 (2015-08-12)
Human papillomavirus (HPV) is associated with cervical cancer. Studies showed curcumin inhibits HPV oncogenes expression but curcumin has low bioavailability. The objectives were: (1) to study ultrasound enhancement of curcumin effects on HeLa, SiHa and C33A, (2) to compare two
Assessment of herb-drug synergy to combat doxorubicin induced cardiotoxicity
Jain A and Rani V
Life Sciences, 205(3), 97-106 (2018)
The effect of turmeric extracts on inflammatory mediator production
Lantz RC, et al.
Phytomedicine, 12(6-7), 445-452 (2005)
Gizem Calibasi-Kocal et al.
Journal of B.U.ON. : official journal of the Balkan Union of Oncology, 24(4), 1482-1487 (2019-10-28)
Curcumin is a natural phytopolyphenol compound isolated from the root of turmeric (Curcuma longa) and possesses a wide range of biological properties. The purpose of this study was to evaluate the antiproliferative, wound healing, anti-invasive and anti-migrative effects of curcumin

Artigos

NF-κB and Inflammation

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.

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