ANDROGRAPHOLIDE

3-(2-(Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenenaphthyl)ethylidene) dihydro-4-hydroxyfuran-2(3H)-one; Andrographis; (3E,4S)-3-(2-((1R,4aS,5R,6R,8aS)-6-hydroxy-5 -(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7, 8-hexahydro-1H-naphthalen-1-yl) ethylidene)-4-hydroxyoxolan-2-one;

ANDROGRAPHOLIDE

\PRODUCT IDENTIFICATION

CAS RN

5508-58-7

EINECS RN

226-852-5

FORMULA

C20H30O5

MOLE WEIGHT

350.45

CHEMICAL FAMILY

Diterpine lactone

CATEGORIES

Peripheral Nervous System agent

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

yellow to brown powder with bitter taste and characteristic odor

MELTING POINT

225 - 232 C

BOILING POINT

Decomposes

DENSITY

 

SOLUBILITY IN WATER

 

pH

 

VAPOR DENSITY

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents

DECOMPOSITION PRODUCTS

Carbon oxides

POLYMERIZATION Has not been reported

TOXICOLOGICAL

LD50 Intraperitoneal mouse: 11.460 mg/kg

 

SAFETY

HAZARD NOTES

 

EYE

May cause eye irritation.

SKIN

May cause skin irritation. May be harmful if absorbed through skin.

INGESTION

May cause irritation. May be harmful if swallowed.

INHALATION

May cause irritation. May be harmful if inhaled. May cause respiratory tract irritation.

TARGET ORGANS

 

CHRONIC

 

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

 
HAZARD CLASS

 

PACKING GROUP

 

HAZARD SYMBOL

 

RISK PHRASES

 

SAFETY PHRASES

20-24/25

 

EXTERNAL LINKS & GENERAL INFORMATION

Wikipedia Linking: http://en.wikipedia.org/wiki/Andrographolide

Andrographolide, the major phytoconstituent of Andrographis paniculata, was previously shown by us to have activity against breast cancer. This led to synthesis of new andrographolide analogues to find compounds with better activity than the parent compound. Selected benzylidene derivatives were investigated for their mechanisms of action by studying their effects on the cell cycle progression and cell death. Microculture tetrazolium, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) and sulphorhodamine B (SRB) assays were utilized in assessing the in vitro growth inhibition and cytotoxicity of compounds. Flow cytometry was used to analyse the cell cycle distribution of control and treated cells. (http://www.brjpharmacol.org/)

Andrographolide, the active constituent, isolated from the plant Andrographis paniculata showed concentration dependent (1-100 microg/mL) activity against galactosamine (GALN 400 microg/mL) induced acute injury in isolated monkey hepatocytes, following 48 hours of the incubation at 370 C. The effect of andrographolide was measured on viability (trypan blue exclusion and oxygen uptake tests), biochemical marker enzymes - aspartate amino transaminase (AST), alanine amino transaminase (ALT) and alkaline phosphatase (AlP) and bile contents (bile salts and bile acids). It significantly increased the percent viability of cells and was capable of preserving 90-100% cell integrity. The cellular leakage of enzymes and bile contents following incubation with GALN was significantly modulated by andrographolide treatment. Its activity was found superior to that of silymarin, a standard hepatoprotective compound, tested simultaneously for comparison. The findings also emphasize the possible use of an in-vitro primary cell culture system as an alternative to in-vivo, in the early stage of drug discovery. (http://www.bepress.com/)

Andrographolide is a chemical called a diterpine lactone found in the plant called Andrographis paniculata. This plant has been shown, scientifically, to have anti-inflammatory activity, which is an oriental traditional medicine used to treat inflammation. Injections of derivatives of andrographolide, called Lianbizhi, have been found to inhibit gastric, liver and lung cancers in living patients. Andrographolide, from Andrographis paniculata, is a chemical that has anti-inflammatory activity and has been shown by this study to be effective against several cancer cell lines. It was most effective against a type of prostate cancer cells in which it induced apoptosis and inhibited VEGF. (http://www.rainbowgrocery.org/)

Pharmacologocal actions:

  • Anti-Infective
  • Antiparasitic agent
  • Antiprotozoal agent
  • Antirheumatic agent
  • Antiviral agent
  • Hematologic agent
  • Non-Narcotic Analgesic
  • Non-Steroidal Anti-Inflammatory agent
  • Peripheral Nervous System agent
  • Platelet Aggregation Inhibitor

 

SALES SPECIFICATION

APPEARANCE

yellow to brown powder with bitter taste and characteristic odor
IDENTIFICATION

pass

ASSAY

98.0% min (HPLC)

MELTING POINT 225 - 232 C

SULFATED ASH

1.0% max

LOSS ON DRYING
5.0% max
HEAVY METALS

20ppm max

MICROBIOLOGICAL TESTS Total bacterial count: 1000CFU/g max
Yeast and mold: 100CFU/g max
Salmonella: negative
E.Coli: negative
Staphylococcus: negative

 

PACKING

 

 

PRICE

click to open the table

 

Clik to close the table