Toddaculine | CAS:4335-12-0 | Manufacturer ChemFaces

Toddaculine

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Description:

Toddaculine may be beneficial for the prevention and treatment of osteoporosis, it can not only inhibit the differentiation of osteoclasts via activation of the NF-κB, ERK 1/2, and p38 MAPK signaling pathways, but can induce differentiation and mineralization of osteoblasts by regulating differentiation factors. Toddaculine also may serve as a pharmacological prototype for the development of novel anti-leukemic agents, it displays a dual effect as a cell differentiating agent and apoptosis inducer in U-937 cells.

Targets:

NF-kB | p38MAPK | ERK | Akt

In vitro:

PLoS One. 2015 May 18;10(5):e0127158.

Toddaculin, Isolated from of Toddalia asiatica (L.) Lam., Inhibited Osteoclastogenesis in RAW 264 Cells and Enhanced Osteoblastogenesis in MC3T3-E1 Cells.[Pubmed: 25993011 ]

Osteoporosis with bone loss is widely recognized as a major health problem. Bone homeostasis is maintained by balancing bone formation and bone resorption. The imbalance caused by increased bone resorption over bone formation can lead to various bone-related diseases such as osteoporosis and rheumatoid arthritis. Osteoclasts are the principal cells responsible for bone resorption and the main targets of anti-resorptive therapies. However, excessive inhibition of osteoclast differentiation may lead to inhibition of osteoblast differentiation. Therefore, it is important to screen for new compounds capable of inhibiting bone resorption and enhancing bone formation. Toddalia asiatica (L.) Lam. has been utilized traditionally for medicinal purposes such as the treatment of rheumatism. Currently, the extract is considered to be a good source of pharmacological agents for the treatment of bone-related diseases, but the active compounds have yet to be identified.
METHODS AND RESULTS:
We investigated whether toddaculin(Toddaculine) , derived from Toddalia asiatica (L.) Lam., affects both processes by inhibiting bone resorption and enhancing bone formation. Towards this end, we used pre-osteoclastic RAW 264 cells and pre-osteoblastic MC3T3-E1 cells. We found that toddaculin(Toddaculine) not only inhibited the differentiation of osteoclasts via activation of the NF-κB, ERK 1/2, and p38 MAPK signaling pathways, but it also induced differentiation and mineralization of osteoblasts by regulating differentiation factors.
CONCLUSIONS:
Thus, toddaculin(Toddaculine) might be beneficial for the prevention and treatment of osteoporosis.

Toddaculine Description

Source:	The roots of Toddalia asiatica Lam.
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.

Kinase Assay:

Phytomedicine. 2012 Jun 15;19(8-9):737-46.

Toddaculin, a natural coumarin from Toddalia asiatica, induces differentiation and apoptosis in U-937 leukemic cells.[Pubmed: 22537907]

Chemotherapeutics represent the main approach for the treatment of leukemia. However, the occurrence of adverse side effects and the complete lack of effectiveness in some cases make it necessary to develop new drugs.
METHODS AND RESULTS:
As part of our screening program to evaluate the potential chemotherapeutic effect of natural coumarins, we investigated the anti-leukemic activities of a series of six prenylated coumarins isolated from the stem bark of Toddalia asiatica (Rutaceae). Among these, 6-(3-methyl-2-butenyl)-5,7-dimethoxycoumarin (Toddaculine) displayed the most potent cytotoxic and anti-proliferative effects in U-937 cells. To determine whether these effects resulted from induction of cell death or differentiation, we further evaluated the expression of several apoptosis and maturation markers. Interestingly, while toddaculin at 250 μM was able to induce apoptosis in U-937 cells, involving decreased phosphorylation levels of ERK and Akt, 50 μM toddaculin exerted differentiating effects, inducing both the capacity of U-937 cells to reduce NBT and the expression of differentiation markers CD88 and CD11b, but no change in p-Akt or p-ERK levels.
CONCLUSIONS:
Taken together, these findings indicate that toddaculin displays a dual effect as a cell differentiating agent and apoptosis inducer in U-937 cells, suggesting it may serve as a pharmacological prototype for the development of novel anti-leukemic agents.

Product Name	Toddaculine
Price:	$318 / 10mg
CAS No.:	4335-12-0
Catalog No.:	CFN92733
Molecular Formula:	C₁₆H₁₈O₄
Molecular Weight:	274.3 g/mol
Purity:	>=98%
Type of Compound:	Coumarins
Physical Desc.:	Powder
Source:	The roots of Toddalia asiatica Lam.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
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	Pro-apoptotic Compound Library Anti-osteoporosis Compound Library Antileukaemic Compound Library Coumarins Compound Library p38MAPK Inhibitor Library NF-kB Inhibitor Library ERK Inhibitor Library Akt Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.6456 mL	18.2282 mL	36.4564 mL	72.9129 mL	91.1411 mL
5 mM	0.7291 mL	3.6456 mL	7.2913 mL	14.5826 mL	18.2282 mL
10 mM	0.3646 mL	1.8228 mL	3.6456 mL	7.2913 mL	9.1141 mL
50 mM	0.0729 mL	0.3646 mL	0.7291 mL	1.4583 mL	1.8228 mL
100 mM	0.0365 mL	0.1823 mL	0.3646 mL	0.7291 mL	0.9114 mL

CFN89412	Peucedanol 7-O-glucoside	65853-04-5	426.41	C₂₀H₂₆O₁₀
CFN93412	Peujaponiside	155740-16-2	558.5	C₂₅H₃₄O₁₄
CFN90999	Angelol A	19625-17-3	376.4	C₂₀H₂₄O₇
CFN95060	Angelol M	1092952-64-1	376.4	C₂₀H₂₄O₇
CFN91000	Angelol B	83156-04-1	376.4	C₂₀H₂₄O₇
CFN80136	Angelol K	169736-93-0	376.15	C₂₀H₂₄O₇
CFN92988	Angelol G	83199-38-6	376.40	C₂₀H₂₄O₇
CFN91925	Angelol H	83247-73-8	376.40	C₂₀H₂₄O₇
CFN92733	Toddaculine	4335-12-0	274.3	C₁₆H₁₈O₄
CFN90247	Toddalolactone	483-90-9	308.33	C₁₆H₂₀O₆