2',4'-Dihydroxy-3',6'-dimethoxychalcone - CAS 129724-43-2
Catalog number: 129724-43-2
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C17H16O5
Molecular Weight:
300.3
COA:
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Chemical Family:
Chalcones
Description:
2',4'-Dihydroxy-3',6'-dimethoxychalcone a natural chalcone found in the herbs of Chloranthus spicatus, exhibits the activity of antiproliferative.
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Purity:
>95%
Appearance:
Orange powder
Synonyms:
1-(2,4-Dihydroxy-3,6-diMethoxyphenyl)-3-phenylprop-2-en-1-one
MSDS:
Inquire
Application:
anti-proliferative
Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.Cytotoxicity and modes of action of 4'-hydroxy-2',6'-dimethoxychalcone and other flavonoids toward drug-sensitive and multidrug-resistant cancer cell lines.
Kuete V;Nkuete AH;Mbaveng AT;Wiench B;Wabo HK;Tane P;Efferth T Phytomedicine. 2014 Oct 15;21(12):1651-7. doi: 10.1016/j.phymed.2014.08.001. Epub 2014 Sep 15.
INTRODUCTION: ;Resistance of cancer to chemotherapy is a main cause in treatment failure. Naturally occurring chalcones possess a wide range of biological activities including anti-cancer effects. In this work, we evaluated the antiproliferative activity of three chalcones [4'-hydroxy-2',6'-dimethoxychalcone (1), cardamomin (2), 2',4'-dihydroxy-3',6'-dimethoxychalcone (3)], and four flavanones [(S)-(-)-pinostrobin (4), (S)-(-)-onysilin (5) and alpinetin (6)] toward nine cancer cell lines amongst which were multidrug resistant (MDR) types.;METHODS: ;The resazurin reduction assay was used to detect the antiproliferative activity of the studied samples whilst flow cytometry for the mechanistic studies of the most active molecule (1).;RESULTS: ;IC50 values in a range of 2.54 μM against CEM/ADR5000 leukemia cells to 58.63 μM toward hepatocarcinoma HepG2 cells were obtained with 1. The lowest IC50 values of 8.59 μM for 2 and 10.67 μM for 3 were found against CCRF-CEM cells leukemia cells, whilst the corresponding values were above 80 μM for 4 and 6. P-glycoprotein-expressing and multidrug-resistant CEM/ADR5000 cells were much more sensitive toward compound 1 than toward doxorubicin and low cross-resistance or even collateral sensitivity was observed in other drug-resistent cell lines to this compound.
2.Anti-leukemia activity of semi-synthetic phenolic derivatives from Polygonum limbatum Meisn.
Nkuété AH;Kuete V;Gozzini D;Migliolo L;Oliveira AL;Wabo HK;Tane P;Vidari G;Efferth T;Franco OL Chem Cent J. 2015 Jun 24;9:40. doi: 10.1186/s13065-015-0115-2. eCollection 2015.
BACKGROUND: ;The present report describes the semi-synthesis of a few O-prenylated phenolic derivatives and their in vitro antitumor activities. These compounds were prepared by modifying two naturally occurring antitumor phenols, 5,7-dihydroxy-3-(1'-hydroxy-1'-phenyl-methyl)-6-methoxy-chroman-4-one (A) and 2',4'-dihydroxy-3',6'-dimethoxychalcone (B), previously isolated from Polygonum limbatum Meisn. (Polygonaceae). The structures were elucidated by spectroscopic means and comparison with published data. The cytotoxicity of compounds was determined by using the resazurin assay in the parental drug-sensitive CCRF-CEM cell line and its multidrug-resistant P-glycoprotein-over-expressing subline, CEM/ADR5000.;RESULTS: ;We describe in the present paper four new semi-synthetic derivatives of A and B: 5-hydroxy-6-methoxy-7-O-(3'-methylbut-2'-enyl)chroman-4-one (1), trivially named metapchromone, 5-acetoxy-6-methoxy-7-O-[3'-methylbut-2'enyl]chroman-4-one (2), trivially named sargisin, 2'-hydroxy-3',6'-dimethoxy-4'-O-(3″-methylbut-2″-enyl)chalcone (3) trivially named limbachalcone A, and 2'-acetoxy-3',6'-dimethoxy-4'-O-(3″-methylbut-2″-enyl)chalcone (4) trivially named tsedengchalcone. Their preliminary cytotoxic activities have been determined.
3.Anti-inflammatory and anticholinesterase activity of six flavonoids isolated from Polygonum and Dorstenia species.
Dzoyem JP;Nkuete AHL;Ngameni B;Eloff JN Arch Pharm Res. 2017 Oct;40(10):1129-1134. doi: 10.1007/s12272-015-0612-9. Epub 2015 May 8.
This study was aimed at investigating the anti-inflammatory and anticholinesterase activity of six naturally occurring flavonoids: (-) pinostrobin (1), 2',4'-dihydroxy-3',6'-dimethoxychalcone (2), 6-8-diprenyleriodictyol (3), isobavachalcone (4), 4-hydroxylonchocarpin (5) and 6-prenylapigenin (6). These compounds were isolated from Dorstenia and Polygonum species used traditionally to treat pain. The anti-inflammatory activity was determined by using the Griess assay and the 15-lipoxygenase inhibitory activity was determined with the ferrous oxidation-xylenol orange assay. Acetylcholinesterase inhibition was determined by the Ellman's method. At the lowest concentration tested (3.12 µg/ml), compounds 2, 3 and 4 had significant NO inhibitory activity with 90.71, 84.65 and 79.57 % inhibition respectively compared to the positive control quercetin (67.93 %). At this concentration there was no significant cytotoxicity against macrophages with 91.67, 72.86 and 70.86 % cell viability respectively, compared to 73.1 % for quercetin. Compound 4 had the most potent lipoxygenase inhibitory activity (IC;50; of 25.92 µg/ml). With the exception of (-) pinostrobin (1), all the flavonoids had selective anticholinesterase activity with IC;50; values ranging between 5.
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CAS 129724-43-2 2',4'-Dihydroxy-3',6'-dimethoxychalcone

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