Nevadensin | CAS:10176-66-6 | Manufacturer ChemFaces

Nevadensin

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Description:

Nevadensin is an important herb-based constituent inhibiting estragole bioactivation. Nevadensin protects against a methyleugenol-induced marker of hepatocarcinogenicity in male F344 rat. It also exhibits inhibition activity against Mycobacterium tuberculosis, with equal MIC value of 200 microg/mL.

Targets:

Antifection

In vitro:

Food Chem Toxicol. 2014 Dec;74:28-34.

The natural basil flavonoid nevadensin protects against a methyleugenol-induced marker of hepatocarcinogenicity in male F344 rat.[Pubmed: 25218219 ]

The alkenylbenzene methyleugenol occurs naturally in a variety of spices and herbs, including basil, and their essential oils. At high dose levels methyleugenol induces hepatocarcinogenicity in rodents following bioactivation to 1'-sulfooxymethyleugenol which forms DNA adducts.
METHODS AND RESULTS:
This study investigated whether the inhibitory effect of the basil flavonoid Nevadensin on sulfotransferase (SULT)-mediated bioactivation of methyleugenol observed in vitro would also be reflected in a reduction of DNA adduct formation and a reduction in an early marker for liver carcinogenesis in an 8-week rat study. Co-exposure to methyleugenol and Nevadensin orally resulted in a significant inhibition of liver methyleugenol DNA adduct formation and in inhibition of hepatocellular altered foci induction, representing indicators for initiation of neoplasia.
CONCLUSIONS:
These results suggest that tumor formation could be lower in rodent bioassays when methyleugenol would be dosed in a matrix containing SULT inhibitors such as Nevadensin compared to experiments using the pure methyleugenol.

Arch Pharm Res. 2003 Oct;26(10):816-20.

Antimycobacterial and antioxidant flavones from Limnophila geoffrayi.[Pubmed: 14609129]

The chloroform extract of the aerial part of Limnophila geoffrayi showed antimycobacterial and antioxidant activities.
METHODS AND RESULTS:
Bioassay-guided fractionation has led to the isolation of the flavones Nevadensin (5,7-dihydroxy-6,8,4'-trimethoxyflavone, 1) and isothymusin (6,7-dimethoxy-5,8,4'-trihydroxyflavone, 2). Both compounds 1 and 2 exhibited inhibition activity against Mycobacterium tuberculosis, with equal MIC value of 200 microg/mL. Only compound 2 exhibited antioxidant activity against the radical scavenging ability of DPPH, with the IC50 value of 7.7 microg/mL.
CONCLUSIONS:
The crude hexane, chloroform and methanol extracts as well as the pure compounds 1 and 2 did not exhibit mutagenic activity in the Bacillus subtilis recassay.

In vivo:

Toxicol Appl Pharmacol. 2010 Jun 1;245(2):179-90.

Identification of nevadensin as an important herb-based constituent inhibiting estragole bioactivation and physiology-based biokinetic modeling of its possible in vivo effect.[Pubmed: 20226806 ]

Estragole is a natural constituent of several herbs and spices including sweet basil. In rodent bioassays, estragole induces hepatomas, an effect ascribed to estragole bioactivation to 1'-sulfooxyestragole resulting in DNA adduct formation.
METHODS AND RESULTS:
The present paper identifies Nevadensin as a basil constituent able to inhibit DNA adduct formation in rat hepatocytes exposed to the proximate carcinogen 1'-hydroxyestragole and Nevadensin. This inhibition occurs at the level of sulfotransferase (SULT)-mediated bioactivation of 1'-hydroxyestragole. The Ki for SULT inhibition by Nevadensin was 4 nM in male rat and human liver fractions. Furthermore, Nevadensin up to 20 microM did not inhibit 1'-hydroxyestragole detoxification by glucuronidation and oxidation. The inhibition of SULT by Nevadensin was incorporated into the recently developed physiologically based biokinetic (PBBK) rat and human models for estragole bioactivation and detoxification. The results predict that co-administration of estragole at a level inducing hepatic tumors in vivo (50mg/kg bw) with Nevadensin at a molar ratio of 0.06, representing the ratio of their occurrence in basil, results in almost 100% inhibition of the ultimate carcinogen 1'-sulfooxyestragole when assuming 100% uptake of Nevadensin. Assuming 1% uptake, inhibition would still amount to more than 83%. Altogether these data point at a Nevadensin-mediated inhibition of the formation of the ultimate carcinogenic metabolite of estragole, without reducing the capacity to detoxify 1'-hydroxyestragole via glucuronidation or oxidation.
CONCLUSIONS:
These data also point at a potential reduction of the cancer risk when estragole exposure occurs within a food matrix containing SULT inhibitors compared to what is observed upon exposure to pure estragole.

Nevadensin Description

Source:	The herbs of Lysionotus pauciflorus Maxim.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, 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.

Product Name	Nevadensin
Price:	$70 / 20mg
CAS No.:	10176-66-6
Catalog No.:	CFN96492
Molecular Formula:	C₁₈H₁₆O₇
Molecular Weight:	344.32 g/mol
Purity:	>=98%
Type of Compound:	Flavonoids
Physical Desc.:	Powder
Source:	The herbs of Lysionotus pauciflorus Maxim.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Antibacterial Compound Library Anti-estrogenic effect Compound Library Flavonoids Compound Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.9043 mL	14.5214 mL	29.0428 mL	58.0855 mL	72.6069 mL
5 mM	0.5809 mL	2.9043 mL	5.8086 mL	11.6171 mL	14.5214 mL
10 mM	0.2904 mL	1.4521 mL	2.9043 mL	5.8086 mL	7.2607 mL
50 mM	0.0581 mL	0.2904 mL	0.5809 mL	1.1617 mL	1.4521 mL
100 mM	0.029 mL	0.1452 mL	0.2904 mL	0.5809 mL	0.7261 mL

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CFN96292	Kaempferol 5,7,4'-trimethyl ether	1098-92-6	328.3	C₁₈H₁₆O₆
CFN99090	Isomeranzin	1088-17-1	260.3	C₁₅H₁₆O₄
CFN91975	Bruceanic acid C	132587-60-1	610.60	C₂₉H₃₈O₁₄