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Lucidin 3-O-primeveroside
Lucidin 3-O-primeveroside
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Lucidin 3-O-primeveroside
Price:
CAS No.: 29706-59-0
Catalog No.: CFN91046
Molecular Formula: C26H28O14
Molecular Weight: 564.50 g/mol
Purity: >=98%
Type of Compound: Anthraquinones
Physical Desc.: Powder
Source: The herbs of Rubia yunnanensis Diels
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Download: COA    MSDS
Similar structural: Comparison
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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: Lucidin-3-O- primeveroside, a food pigment, shows effective antifeedant against the carpet beetle. It is reported to be carcinogenic in the kidney and liver of rats. Lucidin-3-O-β-D-primeveroside displays a significant reduction of the blood glucose levels in anti-diabetic tests.
Targets: Topoisomerase
In vitro:
Phytochemistry. 2002 May;60(2):163-6.
Antifeedant activity of an anthraquinone aldehyde in Galium aparine L. against Spodoptera litura F.[Pubmed: 12009319]
The insect antifeedant anthraquinone aldehyde nordamnacanthal (1,3-dihydroxy-anthraquinone-2-al) was identified in Galium aparine L., and isolated from the root powder of akane (Rubia akane), a member of the Rubiaceae.
METHODS AND RESULTS:
Structure-activity relationship (SAR) studies using a series of anthraquinone analogues suggested that the aldehyde group on the anthraquinone was more important than the quinone moiety for antifeedant activity against the common cutworm (Spodoptera litura). High levels of nordamnacanthal were found in the seed leaf stage and in callus tissue induced from seedlings of G. aparine, but its concentration decreased with plant development. Since these compounds are natural pigments for dying textiles, we also evaluated the antifeedant activity against the carpet beetle (Attagenus japonicus ), a textile pest was also evaluated. While nordamnacanthal had strong antifeedant activity against the common cutworm, it did not show any antifeedant activity against the carpet beetle.
CONCLUSIONS:
The most effective antifeedant against the carpet beetle was the major constituent in the extract of R. trictorum, Lucidin 3-O-primeveroside, a food pigment.
Biol Pharm Bull. 1998 Jun;21(6):641-2.
Anthraquinones from Neonauclea calycina and their inhibitory activity against DNA topoisomerase II.[Pubmed: 9657055]

METHODS AND RESULTS:
In a series of searches for DNA topoisomerase II inhibitors from naturally occurring compounds, a wood extract of Neonauclea calycina MERR. (Rubiaceae) showed a moderate effect in vitro. Purification of the extract resulted in the isolation of seven known anthraquinones. The structures were characterized as damnacanthal, rubiadin 1-methyl ether, nordamnacanthal, morindone, damnacanthol, Lucidin 3-O-primeveroside and morindone 6-O-primeveroside by spectral analysis, respectively.
CONCLUSIONS:
Damnacanthal and morindone showed an intensive inhibitory effect against topoisomerase II (IC50: 20 micrograms/ml and 21 micrograms/ml).
Walailak Journal of Science & Technology, 2012, 9(3).
Distribution of Naturally Occurring Anthraquinones, Iridoids and Flavonoids from Morinda genus: Chemistry and Biological activity.[Reference: WebLink]
The present review covers chemistry and bioactivities of anthraquinones, iridoids, and flavonoids from the Morindagenus.
METHODS AND RESULTS:
The plants of Morindaspecies, belonging to the Rubiaceae family, have been used as traditional folk medicine with anti-bacterial,anti-fungal, anti-tumor, anti-helmin, analgesic, antiinflammatory, and immune enhancing effects. They are rich sources of anthraquinones and iridoids. The relevant 2-methoxy-1,3,6-trihydroxyanthraquinone is one of the most potent quinone reductase enzyme inducers with no cytotoxicity with normal cells. Damnacanthol-3-O-β-D-primeveroside and lucidin-3-O-β-D-primeveroside(Lucidin 3-O-primeveroside ) displayed a significant reduction of the blood glucose levels in anti-diabetic tests. Additionally, iridoids, 9-epi-6α-methoxy geniposidic acid,scandoside methyl ester, asperulosidic acid, showed a more potent inhibitory effect of melanogenesis than the commercial available depigmented arbutin used in cosmetic industry.
Lucidin 3-O-primeveroside Description
Source: The herbs of Rubia yunnanensis Diels
Solvent: DMSO, Pyridine, Methanol, Ethanol, 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.
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ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
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

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doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7715 mL 8.8574 mL 17.7148 mL 35.4296 mL 44.287 mL
5 mM 0.3543 mL 1.7715 mL 3.543 mL 7.0859 mL 8.8574 mL
10 mM 0.1771 mL 0.8857 mL 1.7715 mL 3.543 mL 4.4287 mL
50 mM 0.0354 mL 0.1771 mL 0.3543 mL 0.7086 mL 0.8857 mL
100 mM 0.0177 mL 0.0886 mL 0.1771 mL 0.3543 mL 0.4429 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
Structure Identification:
Chem Res Toxicol. 2010 Jan;23(1):134-41.
Chemical structure determination of DNA bases modified by active metabolites of lucidin-3-O-primeveroside.[Pubmed: 20000472]
Lucidin 3-O-primeveroside (LuP) is one of the components of madder root (Rubia tinctorum L.; MR) which is reported to be carcinogenic in the kidney and liver of rats. Since metabolism of LuP generates genotoxic compounds such as lucidin (Luc) and rubiadin (Rub), it is likely that LuP plays a key role in MR carcinogenesis.
METHODS AND RESULTS:
In the present study, the chemical structures of Luc-specific 2'-deoxyguanosine (dG) and 2'-deoxyadenosine (dA) adducts following the reactions of dG and dA with a Luc carbocation or quinone methide intermediate derived from Acetoxy-Luc were determined by liquid chromatography with photodiode array and electron spray ionizaion-mass spectrometry (LC-PDA-ESI/MS). The identification of the two measurable adducts as Luc-N(2)-dG and Luc-N(6)-dA was confirmed by NMR analysis. Subsequently, using a newly developed quantitative analytical method using LC-ESI/MS, the formation of Luc-N(2)-dG and Luc-N(6)-dA from the reaction of calf thymus DNA with Luc in the presence of S9 mixture was observed. The fact that this reaction with Rub also gave rise to the same dG and dA adducts strongly suggests that Rub genotoxicity involves a metabolic conversion to Luc.
CONCLUSIONS:
The precise determination of the modified DNA bases generated by LuP and the method for their analysis may contribute to further comprehension of the mode of action underlying carcinogenesis by MR and related anthraquinones.
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