Tirotundin | CAS:56377-67-4 | Manufacturer ChemFaces

Tirotundin

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Description:

Tirotundin is a PPARα/γ dual agonist, it exerts anti-diabetic effect through PPARγ pathway. It shows anti-inflammatory activity, it inhibits inhibit the activation of NF-kappa B, thereby, the synthesis of inflammatory mediators such as cytokines and chemokines is reduced.

Targets:

PPAR | NF-kB | COX

In vitro:

Planta Med. 1998 Oct;64(7):588-93.

Study of three sesquiterpene lactones from Tithonia diversifolia on their anti-inflammatory activity using the transcription factor NF-kappa B and enzymes of the arachidonic acid pathway as targets.[Pubmed: 9810261]

In Central America leaf extracts from the Asteraceae Tithonia diversifolia are used externally for the treatment of haematomas and wounds. Therefore, the main sesquiterpene lactones (Sls) of this species growing in Costa Rica, diversifolin (1), diversifolin methyl ether (2), and Tirotundin (3), were studied for their anti-inflammatory activity.
METHODS AND RESULTS:
We determined whether these compounds inhibit cyclooxygenase-I, phospholipase A2, or the transcription factor NF-kappa B. Here we show that these Sls do not influence the enzymes of the arachidonic acid pathway, but inhibit the activation of NF-kappa B. Thereby, the synthesis of inflammatory mediators such as cytokines and chemokines is reduced.
CONCLUSIONS:
Our results indicate that the inhibitory activity of compounds 1-3 is due to alkylation of cysteine residues, which are probably located in the DNA binding domain of NF-kappa B. The Sls were also studied for their antibacterial activity, but only Sl 1 was moderately active against Bacillus subtilis in the agar plate diffusion test.

Tirotundin Description

Source:	The leave of Tithonia diversifolia
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:

Bioorg Med Chem Lett. 2012 Apr 15;22(8):2954-8.

Sesquiterpene lactones from Tithonia diversifolia act as peroxisome proliferator-activated receptor agonists.[Pubmed: 22424975]

Sesquiterpene lactones, Tirotundin and tagitinin A, were isolated from T. diversifolia and evaluated for their activity against PPARs by the transient transfection reporter assay.
METHODS AND RESULTS:
Tirotundin and tagitinin A transactivated PPARγ dependent promoters including PPRE (PPARγ response element), SHP, and ABCA1 gene promoters in dose-dependent manner. Furthermore, the fluorescence polarization competitive binding assay showed that Tirotundin (IC(50)=27 μM) and tagitinin A (IC(50)=55 μM) enhanced PPARγ transactivation activity by directly binding to PPARγ ligand binding domain. Additionally, they stimulated the transactivation of PPARα dependent SULT2A1 gene promoter by 2.3-fold of vehicle effect at 10 μM.
CONCLUSIONS:
These results highly indicated that Tirotundin and tagitinin A are the active components of T. diversifolia to exert anti-diabetic effect through PPARγ pathway. Moreover, these sesquiterpene lactones behaved as PPARα/γ dual agonists so they might be useful as the potential herbal treatment for diabetes.

Product Name	Tirotundin
Price:
CAS No.:	56377-67-4
Catalog No.:	CFN98943
Molecular Formula:	C₁₉H₂₈O₆
Molecular Weight:	352.4 g/mol
Purity:	>=98%
Type of Compound:	Sesquiterpenoids
Physical Desc.:	Powder
Source:	The leave of Tithonia diversifolia
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	Anti-inflammatory Compound Library Anti-diabetic Compound Library Sesquiterpenoids Compound Library PPAR Inhibitor Library NF-kB Inhibitor Library COX Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.8377 mL	14.1884 mL	28.3768 mL	56.7537 mL	70.9421 mL
5 mM	0.5675 mL	2.8377 mL	5.6754 mL	11.3507 mL	14.1884 mL
10 mM	0.2838 mL	1.4188 mL	2.8377 mL	5.6754 mL	7.0942 mL
50 mM	0.0568 mL	0.2838 mL	0.5675 mL	1.1351 mL	1.4188 mL
100 mM	0.0284 mL	0.1419 mL	0.2838 mL	0.5675 mL	0.7094 mL

CFN97688	Piptocarphin A	76248-63-0	422.43	C₂₁H₂₆O₉
CFN96811	4'-Hydroxypiptocarphin A	103994-39-4	438.42	C₂₁H₂₆O₁₀
CFN89157	13-O-Ethylpiptocarphol	202522-40-5	340.37	C₁₇H₂₄O₇
CFN89128	Piptocarphin F	76215-53-7	408.44	C₂₁H₂₈O₈
CFN89114	1-O-Ethylpiptocarphin F	142891-12-1	436.50	C₂₃H₃₂O₈
CFN99204	3-O-Methyltagitinin F	110382-37-1	362.4	C₂₀H₂₆O₆
CFN98943	Tirotundin	56377-67-4	352.4	C₁₉H₂₈O₆
CFN99038	3-O-Methyltirotundin	1021945-29-8	366.5	C₂₀H₃₀O₆
CFN97012	Tagitinin A	59979-61-2	368.4	C₁₉H₂₈O₇
CFN97030	1-Acetyltagitinin A	60547-63-9	410.5	C₂₁H₃₀O₈