Eupatoriopicrin | CAS:6856-01-5 | Manufacturer ChemFaces

Eupatoriopicrin

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Description:

Eupatoriopicrin shows anti-trypanosomal activity and cytotoxicity against Trypanosoma brucei rhodesiense. Eupatoriopicrin-induced DNA damage may play a role in the observed cytotoxicity, it shows a weak sensitizing capacity in guinea pigs.

Targets:

Antifection

In vitro:

Fitoterapia. 2011 Oct;82(7):955-9.

Antitrypanosomal sesquiterpene lactones from Saussurea costus.[Pubmed: 21624443 ]

In the course of a larger screen of 1800 plant and fungal extracts, the ethyl acetate extract of Saussurea costus roots potently inhibited the growth of Trypanosoma brucei rhodesiense. Subsequent HPLC based activity profiling led to the identification of the sesquiterpene lactones arbusculin B (1), α-cyclocostunolide (2), costunolide (3), and dehydrocostuslactone (4).
METHODS AND RESULTS:
They were tested for in vitro antitrypanosomal activities and cytotoxicity alongside the structurally related sesquiterpene lactones parthenolide (5), zaluzanin D (6), and Eupatoriopicrin (7), and had IC(50)s between 0.8 and 22 μM. Cytotoxic IC(50)s were from 1.6 to 19 μM, and selectivity indices from 0.5 to 6.5.

Nat Toxins. 1997;5(6):223-7.

Allergenic sesquiterpene lactones from Eupatorium cannabinum L. and Kaunia rufescens (Lund ex de Candolle).[Pubmed: 9615309]

METHODS AND RESULTS:
From Eupatorium cannabinum L., a hitherto unknown alpha-methylene-gamma-butyrolactone, 3 beta-peroxyeucannabinolide, was isolated. This compound and Eupatoriopicrin from the same plant showed a weak sensitizing capacity in guinea pigs.
CONCLUSIONS:
2-oxoludartin and dehydroleucodin, isolated from Kaunia rufescens (syn. Eupatorium rufescens), were strong sensitizers in the same sensitizarian procedure.

Eupatoriopicrin Description

Source:	The herbs of Eupatorium cannabinum L.
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.

Cell Research:

Biochem Pharmacol. 1989 Jul 15;38(14):2279-83.

Induction of DNA damage in Ehrlich ascites tumour cells by exposure to eupatoriopicrin.[Pubmed: 2751694]

The sesquiterpene lactone Eupatoriopicrin (EUP) from Eupatorium cannabinum L. has been shown to be cytotoxic in a glutathione (GSH)-dependent way. In order to assess possible DNA damage as a cause for cell death, the study reported was initiated.
METHODS AND RESULTS:
After 2 hr incubation of Ehrlich ascites tumour cells with EUP, the DNA damage, determined by the use of an alkaline DNA unwinding method, followed by hydroxylapatite column chromatography of degraded DNA, was observed at concentrations only slightly higher than those causing cell death in a clonogenic assay. The amount of EUP, requested to demonstrate DNA damage after a 24-hr post-incubation period lay within the concentration range that was effective in the clonogenic assay (1-10 micrograms/ml). Glutathione (GSH) depletion of the cells to about 99%, by use of buthionine sulphoximine (BSO), enhanced the extent of DNA damage.
CONCLUSIONS:
It is concluded that EUP-induced DNA damage may play a role in the observed cytotoxicity.

Product Name	Eupatoriopicrin
Price:
CAS No.:	6856-01-5
Catalog No.:	CFN96814
Molecular Formula:	C₂₀H₂₆O₆
Molecular Weight:	362.42 g/mol
Purity:	>=98%
Type of Compound:	Sesquiterpenoids
Physical Desc.:	Powder
Source:	The herbs of Eupatorium cannabinum L.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Cytotoxic Compound Library Sensitizers Compound Library Anti-trypanosoma Compound Library DNA damaging agents Compound Library Sesquiterpenoids Compound Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.7592 mL	13.7961 mL	27.5923 mL	55.1846 mL	68.9807 mL
5 mM	0.5518 mL	2.7592 mL	5.5185 mL	11.0369 mL	13.7961 mL
10 mM	0.2759 mL	1.3796 mL	2.7592 mL	5.5185 mL	6.8981 mL
50 mM	0.0552 mL	0.2759 mL	0.5518 mL	1.1037 mL	1.3796 mL
100 mM	0.0276 mL	0.138 mL	0.2759 mL	0.5518 mL	0.6898 mL

CFN96813	8beta-Tigloyloxycostunolide	96850-21-4	330.42	C₂₀H₂₆O₄
CFN96816	Eupaglehnin C	476630-49-6	346.42	C₂₀H₂₆O₅
CFN96814	Eupatoriopicrin	6856-01-5	362.42	C₂₀H₂₆O₆
CFN96821	8 beta-(4-Acetoxy-5-hydroxytigloyloxy)costunolide	109770-86-7	404.45	C₂₂H₂₈O₇
CFN89076	20-Dehydroeupatoriopicrin semiacetal	94234-24-9	360.40	C₂₀H₂₄O₆
CFN96408	Beta-Furoyleupatolide	114437-24-0	342.39	C₂₀H₂₂O₅
CFN89039	2alpha-Hydroxyeupatolide 8-O-angelate	72229-39-1	346.42	C₂₀H₂₆O₅
CFN96924	Deacetyleupaserrin	38456-39-2	362.42	C₂₀H₂₆O₆
CFN96933	Mollisorin A	72704-04-2	346.42	C₂₀H₂₆O₅
CFN89018	2alpha-Hydroxy-8beta-(2-methylbutyryloxy)costunolide	128286-87-3	348.43	C₂₀H₂₈O₅