8-Epidiosbulbin E acetate | CAS:91095-48-6

8-Epidiosbulbin E acetate

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Description:

8-Epidiosbulbin E acetate exhibits broad-spectrum plasmid-curing activity against multidrug-resistant (MDR) bacteria, including vancomycin-resistant enterococci. It also exhibits time-and dose-dependent liver injury in mice.

Targets:

Antifection

In vitro:

Int J Antimicrob Agents. 2008 Nov;32(5):405-10.

A potential plasmid-curing agent, 8-epidiosbulbin E acetate, from Dioscorea bulbifera L. against multidrug-resistant bacteria.[Pubmed: 18718743]

Bioassay-guided fractionation of an aqueous methanolic extract of Dioscorea bulbifera L. bulbs was performed using organic solvents.
METHODS AND RESULTS:
A novel plasmid-curing compound was identified as 8-Epidiosbulbin E acetate (EEA) (norditerpene) on the basis of modern spectroscopic analysis and X-ray crystallography. EEA exhibited broad-spectrum plasmid-curing activity against multidrug-resistant (MDR) bacteria, including vancomycin-resistant enterococci. EEA cured antibiotic resistance plasmids (R-plasmids) from clinical isolates of Enterococcus faecalis, Escherichia coli, Shigella sonnei and Pseudomonas aeruginosa with 12-48% curing efficiency. The reference plasmids of Bacillus subtilis (pUB110), E. coli (RP4), P. aeruginosa (RIP64) and Salmonella typhi (R136) were cured with efficiency ranging from 16% to 64%. EEA-mediated R-plasmid curing decreased the minimal inhibitory concentration of antibiotics against MDR bacteria, thus making antibiotic treatment more effective.
CONCLUSIONS:
The antibiotic resistance pattern revealed that the compound was effective in the reversal of bacterial resistance to various antibiotics. In addition, the compound did not show any cytotoxicity against a broad range of human cancer cell lines, namely MCF-7 (breast cancer), SiHa (cervical cancer) and A431 (epidermal carcinoma), and hence has the potential to be used as a lead compound for drug discovery programmes.

In vivo:

Chem Res Toxicol. 2016 Mar 21;29(3):359-66.

Role of Metabolic Activation in 8-Epidiosbulbin E Acetate-Induced Liver Injury: Mechanism of Action of the Hepatotoxic Furanoid.[Pubmed: 26886724 ]

8-Epidiosbulbin E acetate (EEA), a furanoid, was unexpectedly found to be the most abundant diterpenoid lactone in certain varieties of Dioscorea bulbifera L. (DB), a traditional herbal medicine widely used in Asian nations. This herb has been reported to cause liver injury in humans and experimental animals. The occurrence of EEA in DB was dependent on its commercial source.
METHODS AND RESULTS:
The present study shows that EEA exhibits time- and dose-dependent liver injury in mice. Pretreatment with ketoconazole prevented the animals from developing EEA-induced liver injury, caused 7- and 13-fold increases in the plasma Cmax and AUC of EEA, and decreased urinary excretion of glutathione conjugates derived from EEA. Pretreatment with buthionine sulfoximine exacerbated EEA-induced hepatotoxicity. In order to define the role of EEA's furan moiety in EEA-induced hepatotoxicity, we synthesized tetrahydro-EEA by catalytic hydrogenation of the furan moiety. No liver injury was observed in the animals given the same doses of tetrahydro-EEA as those used with EAA.
CONCLUSIONS:
The results indicate that EEA itself does not appear to be hepatotoxic but that the electrophilic intermediate generated by the metabolic activation of the furan ring mediated by cytochromes P450 is responsible for EEA-induced liver injury.

8-Epidiosbulbin E acetate Description

Source:	The rhizomes of Dioscorea bulbifera.
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	8-Epidiosbulbin E acetate
Price:	$318 / 20mg
CAS No.:	91095-48-6
Catalog No.:	CFN90907
Molecular Formula:	C₂₁H₂₄O₇
Molecular Weight:	388.40 g/mol
Purity:	>=98%
Type of Compound:	Diterpenoids
Physical Desc.:	Powder
Source:	The rhizomes of Dioscorea bulbifera.
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	Antibacterial Compound Library Hepatotoxicity Compound Library Diterpenoids Compound Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.5747 mL	12.8733 mL	25.7467 mL	51.4933 mL	64.3666 mL
5 mM	0.5149 mL	2.5747 mL	5.1493 mL	10.2987 mL	12.8733 mL
10 mM	0.2575 mL	1.2873 mL	2.5747 mL	5.1493 mL	6.4367 mL
50 mM	0.0515 mL	0.2575 mL	0.5149 mL	1.0299 mL	1.2873 mL
100 mM	0.0257 mL	0.1287 mL	0.2575 mL	0.5149 mL	0.6437 mL

CFN97753	Dodonolide	349534-73-2	312.41	C₂₀H₂₄O₃
CFN97140	Diosbulbin D	66756-57-8	344.4	C₁₉H₂₀O₆
CFN90907	8-Epidiosbulbin E acetate	91095-48-6	388.40	C₂₁H₂₄O₇
CFN99288	Diosbulbin I	1187951-05-8	506.6	C₂₉H₃₀O₈
CFN89003	Diosbulbin L	1236285-87-2	362.37	C₁₉H₂₂O₇
CFN99289	Diosbulbin J	1187951-06-9	378.4	C₁₉H₂₂O₈
CFN95658	Borapetoside A	100202-29-7	538.6	C₂₆H₃₄O₁₂
CFN96298	Borapetoside B	104901-05-5	552.6	C₂₇H₃₆O₁₂
CFN96306	Dehydroborapetoside B	1221178-16-0	550.6	C₂₇H₃₄O₁₂
CFN96279	Borapetoside F	151200-50-9	534.6	C₂₇H₃₄O₁₁