Wilforlide A

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Wilforlide A
Category Others
Catalog number BBF-05807
CAS 84104-71-2
Molecular Weight 454.68
Molecular Formula C30H46O3
Purity ≥98%

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BBF-05807 20 mg $299 In stock

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Description

Wilforlide A is extracted from the herb of Tripterygium wilfordii Hook.f. It has obvious anti-inflammatory effect at high-dose.

Specification

Synonyms Regelide; Abruslactone A; (3β,22α)-3-Hydroxy-22,29-epoxyolean-12-en-29-one; Wilforlide; Olean-12-en-29-oic acid, 3,22-dihydroxy-, γ-lactone, (3β,20α,22α)-; 3-epiabruslactone A
Shelf Life 2 month in rt, long time
Storage Store at -20°C
IUPAC Name (1S,2R,5S,6R,9R,11S,14R,15R,19S,21S)-11-hydroxy-2,5,6,10,10,14,21-heptamethyl-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-22-one
Canonical SMILES CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC6(CC5OC6=O)C)C)C)C)C
InChI InChI=1S/C30H46O3/c1-25(2)20-10-13-30(7)21(28(20,5)12-11-22(25)31)9-8-18-19-16-26(3)17-23(33-24(26)32)27(19,4)14-15-29(18,30)6/h8,19-23,31H,9-17H2,1-7H3/t19-,20-,21+,22-,23-,26-,27+,28-,29+,30+/m0/s1
InChI Key HHQJBWYXBWOFJY-YLXTXNMFSA-N

Properties

Appearance White Powder
Application Wilforlide A has obvious anti-inflammatory effect at high-dose, but has no significant immune suppressive activity.
Boiling Point 555.0±50.0 °C | Condition: Press: 760 Torr
Melting Point 318-320 °C
Flash Point 208.6 °C
Density 1.12±0.1 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
Solubility Soluble in DMSO, Methanol

Reference Reading

1.Simultaneous determination of triptolide, wilforlide A and triptonide in human plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry.
Yao J1, Zhang L, Zhao X, Hu L, Jiang Z. Biol Pharm Bull. 2006 Jul;29(7):1483-6.
A simple and sensitive method for the determination of triptolide, wilforlide A and triptonide in human plasma was developed and validated, using high-performance liquid chromatography-electrospray ionization mass spectrometry (LC-ESI-MS). Plasma samples were purified using solid-phase extraction (SPE) columns. The HPLC separation of the analytes was performed on a MACHEREY-NAGEL C(18)column (2.0 mm x 125 mm, 3 microm), using 2.7 mM formic acid containing 10 mM ammonium acetate-acetonitrile (55:45, v/v) as mobile phase, with a flow-rate of 0.25 ml/min. The compounds were ionized in the electrospray ionization (ESI) ion source of the mass spectrometer and were detected in the selected ion recording (SIR) mode. The calibration curves were linear in the 0.80-300 ng/ml range for all the three analytes, and the limits of detection were 0.25, 0.40, and 0.35 ng/ml for triptolide, wilforlide A, and triptonide, respectively. The average absolute recoveries for all the three analytes were above 81%.
2.Comparative study on the anti-inflammatory and immune suppressive effect of Wilforlide A.
Xue M1, Jiang ZZ, Liu JP, Zhang LY, Wang T, Wang H, Liu L, Zhou ZX. Fitoterapia. 2010 Dec;81(8):1109-12. doi: 10.1016/j.fitote.2010.07.007. Epub 2010 Jul 16.
Tripterygium Glycosides (TG) is effective in the treatment of patients with a variety of inflammatory and autoimmune diseases, especially rheumatoid arthritis (RA) in clinical. Wilforlide A (T(1)) serves as a quality control standard of TG that be listed in Drug Standard of Ministry of Public Health of the People's Republic of China. The pharmacologic actions of T(1) remain to be unidentified. In this paper, we studied the anti-inflammatory and immune suppressive effect of T(1), and compared it with Triptolide (TP), which believed to be the major active component of TG. Carrageenan-induced rat pedal swelling, tampon-induced rat granulation, and mice ear inhibition rate of swelling trail results show that high-dose T(1) has obvious anti-inflammatory effect. Colorimetric detection contents of hemolysin, carbon elimination from plasma of mice, mice delayed hypersensitivity immune, and organ index were measured. The results show that T(1) has no significant immune suppressive activity, and there has a significant difference with TP and TG.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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