Andrographolide CAS:5508-58-7  Andrographis Paniculata Extract

Product Name:Andrographolide

Synonyms:ent-(3β,12E,14R)-3,14,19-Trihydroxy-8(17),12-labdadien-16,15-olide;Andrographolide/Andrographis Paniculata P.E.;5-alpha,6-alpha,8a-alpha))-t;2(3h)-furanone,3-(2-(decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-met;3-(2-(Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene- 1-naphthalenyl)ethylidene)dihydro-4-hydroxy-, (1R-(1-alpha(E(S*)),4a-beta,5- alpha,6-alpha,8a-alpha))-2(3H)-furanone;(3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-1,2,3,4,4a,5,6,7,8,8a-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenenaphthalene-1-yl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone;(S)-3-[(E)-2-[[(1R,4aα)-Decahydro-6β-hydroxy-5β-hydroxymethyl-5,8aβ-dimethyl-2-methylenenaphthalen]-1β-yl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone;Andrographolid

CAS:5508-58-7

MF:C20H30O5

MW:350.45

EINECS:226-852-5

Melting point:229-232 °C (lit.)

alpha:-126 o (c=1.5,HAc)

Boiling point:557.3±50.0 °C(Predicted)

density:d421 1.2317

storage temp.:2-8°C

solubility:Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 8 mg/ml).

form:Off-white solid

Stability:Stable for 2 years from date of purchsae as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

Description   

Andrographolide is the bitter principle, a colorless and neutral crystalline substance. It is the major labdane diterpenoid isolated from Andrographis paniculate. It exhibits antiviral, anti-inflammatory, and anticancer activities. The underlying mechanism is the inhibition of the mitogen-activated protein kinase/extracellular signal-regulated kinase (MAPK/ERK) signaling (specifically p38 MAPK/ERK1/2) pathway and downstream transcription factors such as nuclear factor kappa B (NF-κB) and nuclear factor of activated T cells (NFAT). Andrographolide is also confirmed with chemopreventive effects against and the inhibitory effects on cancer cell growth in breast, colon, epidermoid, gastric, liver, leukemia, myeloma, peripheral blood lymphocytes, and prostate cancers.

Andrographolide has been used for liver complaints and fever, and as an anti-inflammatory and immunostimulant. Andrographolide exerts anti-growth and pro-apoptotic effects on human rheumatoid arthritis fibroblast- like synoviocytes, the main cellular constituent of pannus, that combined with a massive infiltration of lymphocytes and macrophages, invades and destroys the local articular structure. Thereby, andrographolide is proposed to be used in Rheumatoid Arthritis and other autoimmune diseases.