Home >> Research Area >>Natural Products>>Quinones>> Dehydro-alpha-lapachone

Dehydro-alpha-lapachone

CAS# 15297-92-4

Dehydro-alpha-lapachone

Catalog No. BCN1683----Order now to get a substantial discount!

Product Name & Size Price Stock
Dehydro-alpha-lapachone: 5mg Please Inquire In Stock
Dehydro-alpha-lapachone: 10mg Please Inquire In Stock
Dehydro-alpha-lapachone: 20mg Please Inquire Please Inquire
Dehydro-alpha-lapachone: 50mg Please Inquire Please Inquire
Dehydro-alpha-lapachone: 100mg Please Inquire Please Inquire
Dehydro-alpha-lapachone: 200mg Please Inquire Please Inquire
Dehydro-alpha-lapachone: 500mg Please Inquire Please Inquire
Dehydro-alpha-lapachone: 1000mg Please Inquire Please Inquire

Quality Control of Dehydro-alpha-lapachone

Number of papers citing our products

Chemical structure

Dehydro-alpha-lapachone

3D structure

Chemical Properties of Dehydro-alpha-lapachone

Cas No. 15297-92-4 SDF Download SDF
PubChem ID 72734 Appearance Orange powder
Formula C15H12O3 M.Wt 240.3
Type of Compound Quinones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2,2-dimethylbenzo[g]chromene-5,10-dione
SMILES CC1(C=CC2=C(O1)C(=O)C3=CC=CC=C3C2=O)C
Standard InChIKey OWFHAMHRUCUSRM-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H12O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-8H,1-2H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Dehydro-alpha-lapachone

The roots of Radermachera sinica

Biological Activity of Dehydro-alpha-lapachone

Description1. Dehydro-alpha-lapachone is an antifungal substance. 2. Dehydro-α-lapachone can inhibit vessel regeneration, interfere with vessel anastomosis, and limit plexus formation in zebrafish, it also can induce vascular pruning and growth delay in orthotopic mammary tumors in mice.
TargetsVEGFR

Dehydro-alpha-lapachone Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

Dehydro-alpha-lapachone Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of Dehydro-alpha-lapachone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.1615 mL 20.8073 mL 41.6146 mL 83.2293 mL 104.0366 mL
5 mM 0.8323 mL 4.1615 mL 8.3229 mL 16.6459 mL 20.8073 mL
10 mM 0.4161 mL 2.0807 mL 4.1615 mL 8.3229 mL 10.4037 mL
50 mM 0.0832 mL 0.4161 mL 0.8323 mL 1.6646 mL 2.0807 mL
100 mM 0.0416 mL 0.2081 mL 0.4161 mL 0.8323 mL 1.0404 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University
Featured Products
New Products
 

References on Dehydro-alpha-lapachone

Dehydro-alpha-lapachone isolated from Catalpa ovata stems: activity against plant pathogenic fungi.[Pubmed:16550502]

Pest Manag Sci. 2006 May;62(5):414-8.

The methanol extract of stems of Catalpa ovata G Don exhibits potent in vivo antifungal activity against Magnaporthe grisea (Hebert) Barr (rice blast) on rice plants, Botrytis cinerea Pers ex Fr (tomato grey mould) and Phytophthora infestans (Mont) de Bary (tomato late blight) on tomato plants, Puccinia recondita Rob ex Desm (wheat leaf rust) on wheat plants and Blumeria graminis (DC) Speer f. sp. hordei Marchal (barley powdery mildew) on barley plants. An antifungal substance was isolated and identified as Dehydro-alpha-lapachone from mass and nuclear magnetic resonance spectral data. It completely inhibited the mycelial growth of B. cinerea, Colletotrichum acutatum Simmonds, Colletotrichum gloeosporioides Simmonds, M. grisea and Pythium ultimum Trow over a range of 0.4-33.3 mg litre(-1). It also controlled the development of rice blast, tomato late blight, wheat leaf rust, barley powdery mildew and red pepper anthracnose (Colletotrichum coccodes (Wallr) S Hughes). The chemical was particularly effective in suppressing red pepper anthracnose by 95% at a concentration of 125 mg litre(-1).

Cytotoxicity of lapachol metabolites produced by probiotics.[Pubmed:24635204]

Lett Appl Microbiol. 2014 Jul;59(1):108-14.

UNLABELLED: Probiotics are currently added to a variety of functional foods to provide health benefits to the host and are commonly used by patients with gastrointestinal complaints or diseases. The therapeutic effects of lapachol continue to inspire studies to obtain derivatives with improved bioactivity and lower unwanted effects. Therefore, the general goal of this study was to show that probiotics are able to convert lapachol and are important to assess the effects of bacterial metabolism on drug performance and toxicity. The microbial transformations of lapachol were carried out by Bifidobacterium sp. and Lactobacillus acidophilus and different metabolites were produced in mixed and isolated cultures. The cytotoxic activities against breast cancer and normal fibroblast cell lines of the isolated metabolites (4alpha-hydroxy-2,2-dimethyl-5-oxo-2,3,4,4alpha,5,9beta-hexahydroindeno[1,2-beta] pyran-9beta-carboxilic acid, a new metabolite produced by mixed culture and Dehydro-alpha-lapachone produced by isolated cultures) were assessed and compared with those of lapachol. The new metabolite displayed a lower activity against a breast cancer cell line (IC50 = 532.7 mumol l(-1) ) than lapachol (IC50 = 72.3 mumol l(-1) ), while Dehydro-alpha-lapachone (IC50 = 10.4 mumol l(-1) ) displayed a higher activity than lapachol. The present study is the first to demonstrate that probiotics are capable of converting lapachol into the most effective cytotoxic compound against a breast cancer cell line. SIGNIFICANCE AND IMPACT OF THE STUDY: Probiotics have been used in dairy products to promote human health and have the ability to metabolize drugs and other xenobiotics. Naphthoquinones, such as lapachol, are considered privileged scaffolds due to their high propensity to interact with biological targets. The present study is the first to demonstrate that probiotics are capable of converting lapachol into the most effective cytotoxic compound against a breast cancer cell line. The developed approach highlights the importance of probiotics to assess the effects of bacterial metabolism on drug performance and toxicity.

Microbial transformations of natural antitumor agents: conversion of lapachol to dehydro-alpha-lapachone by Curvularia lunata.[Pubmed:574750]

Appl Environ Microbiol. 1979 Aug;38(2):311-3.

Microbial transformation of lapachol, a naturally occurring naphthoquinone, was carried out by Curvularia lunata (NRRL 2178). The fungus brings about oxidative cyclization of the substrate to Dehydro-alpha-lapachone, which was isolated and characterized by nuclear magnetic resonance and mass spectral analyses; its structure was verified by chemical synthesis. The metabolite is a naturally occurring chromene possessing antibacterial and antitumor activities.

Dehydro-alpha-lapachone, a plant product with antivascular activity.[Pubmed:21709229]

Proc Natl Acad Sci U S A. 2011 Jul 12;108(28):11596-601.

Antivascular agents have become a standard of treatment for many malignancies. However, most of them target the VEGF pathway and lead to refractoriness. To improve the diversity of options for antivascular therapy, we applied a high-throughput screen for small molecules targeting cell adhesion. We then assayed the resulting antiadhesion hits in a transgenic zebrafish line with endothelial expression of EGFP (Tg(fli1:EGFP)(y1)) to identify nontoxic molecules with antivascular activity selective to neovasculature. This screen identified Dehydro-alpha-lapachone (DAL), a natural plant product. We found that DAL inhibits vessel regeneration, interferes with vessel anastomosis, and limits plexus formation in zebrafish. Furthermore, DAL induces vascular pruning and growth delay in orthotopic mammary tumors in mice. We show that DAL targets cell adhesion by promoting ubiquitination of the Rho-GTPase Rac1, which is frequently up-regulated in many different cancers.

Keywords:

Dehydro-alpha-lapachone,15297-92-4,Natural Products, buy Dehydro-alpha-lapachone , Dehydro-alpha-lapachone supplier , purchase Dehydro-alpha-lapachone , Dehydro-alpha-lapachone cost , Dehydro-alpha-lapachone manufacturer , order Dehydro-alpha-lapachone , high purity Dehydro-alpha-lapachone

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: