Jatropholone B | CAS:71386-38-4 | Manufacturer ChemFaces

Jatropholone B

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Description:

Jatropholone B shows antiproliferative activity against cancer cell lines. It also has gastroprotective activity in preventing the gastric lesions in mice.

In vitro:

Planta Med. 2009 Nov;75(14):1520-2.

Antiproliferative activity of the diterpenes jatrophone and jatropholone and their derivatives.[Pubmed: 19562659 ]

The antiproliferative activity of the diterpenes jatropholone A and B, 16 semi-synthetic derivatives thereof, and that of jatrophone and its three derivatives was assessed on human cell cultures.
METHODS AND RESULTS:
The cells used comprised normal lung fibroblasts (MRC-5), gastric adenocarcinoma (AGS), leukemia (HL-60), lung cancer (SK-MES-1), and bladder carcinoma (J82). Jatropholone A ( 1) was inactive against all the tumor cell lines; however, its acetylation rendered a compound with antiproliferative activity. The epimeric Jatropholone B ( 8) was active against all the cancer cell lines, and its derivatives presented different effects on the selected cell lines.
CONCLUSIONS:
While jatrophone ( 19) showed strong anticancer activity, its derivatives 9beta,13alpha-dihydroxyisabellione and 13alpha-hydroxy-9 beta-acetoxyisabellione were less active.

In vivo:

Planta Med. 2007 Aug;73(10):1095-100.

Gastroprotective effect and cytotoxicity of semisynthetic jatropholone derivatives.[Pubmed: 17691058]

The gastroprotective effect of the diterpenes jatropholone A, Jatropholone B and 16 semisynthetic derivatives was assessed in the HCl/ethanol-induced gastric lesion model in mice and the cytotoxicity was determined towards fibroblasts and AGS cells.
METHODS AND RESULTS:
In a dose-response study, Jatropholone B reduced gastric lesions by 65% at 6 mg/kg and jatropholone A by 54% at 100 mg/kg. The Jatropholone B derivatives 9 - 14 and the compounds 15 - 18 were compared at a single oral dose of 25 mg/kg while the jatropholone A derivatives 2 - 7 were assessed at 100 mg/kg. A decrease in gastroprotective activity was observed for the ether as well as for the ester derivatives of Jatropholone B. The methyl and propyl ethers of jatropholone A were more gastroprotective than the natural product. The placement of an additional methyl group at C-2 in the Jatropholone B derivatives led to a loss of selectivity, the methyl and propyl ethers lack a gastroprotective effect. Jatropholone B was not toxic towards AGS cells and fibroblasts. Jatropholone A was active only against AGS cells. The gastroprotective effect of the epimeric jatropholones was selective showing a higher effect for Jatropholone B.
CONCLUSIONS:
These results further support that the stereochemistry of the methyl group at C-2 in the jatropholones plays a relevant role in preventing the gastric lesions in mice. The compounds 3, 5 - 7, 10 and 12 - 18 are described for the first time.

Jatropholone B Description

Source:	The branches of Jatropha carcas 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.

Product Name	Jatropholone B
Price:
CAS No.:	71386-38-4
Catalog No.:	CFN93275
Molecular Formula:	C₂₀H₂₄O₂
Molecular Weight:	296.41 g/mol
Purity:	>=98%
Type of Compound:	Diterpenoids
Physical Desc.:	Powder
Source:	The branches of Jatropha carcas L.
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	Diterpenoids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.3737 mL	16.8685 mL	33.7371 mL	67.4741 mL	84.3426 mL
5 mM	0.6747 mL	3.3737 mL	6.7474 mL	13.4948 mL	16.8685 mL
10 mM	0.3374 mL	1.6869 mL	3.3737 mL	6.7474 mL	8.4343 mL
50 mM	0.0675 mL	0.3374 mL	0.6747 mL	1.3495 mL	1.6869 mL
100 mM	0.0337 mL	0.1687 mL	0.3374 mL	0.6747 mL	0.8434 mL

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CFN99937	Mogroside V	88901-36-4	1287.44	C₆₀H₁₀₂O₂₉
CFN91939	Desoxypeganine	495-59-0	172.23	C₁₁H₁₂N₂
CFN97514	1,3,5-Cadinatriene-3,8-diol	941227-27-6	234.3	C₁₅H₂₂O₂