FRIEDELIN Chemical Properties

Melting point:

262-265 °C (lit.)

alpha 

D -27.8° (chloroform)

Boiling point:

477.2±13.0 °C(Predicted)

Density 

0.963±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

color 

White to Off-White

optical activity

-2214 (c 0.8, CHCl3)

Merck 

13,4293

BRN 

1916451

LogP

10.287 (est)

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

FRIEDELIN Usage And Synthesis

Uses

Friedelin is a flavonoid extract which displays radical scavenging and anti-typhoid activity.

Uses

Friedelin can be used as a starting material in the synthesis of:

• Friedel-3-enol acetate, friedel-2-oxo-3-enol acetate, friedel-2-ene derivatives and friedelin ketoxime.
• Oxygenated friedelin derivatives as potent DNA topoisomerase IIα inhibitors.
• Its 1,4-pyrazine derivatives as potent antimicrobial agents.

Definition

ChEBI: Friedelin is a pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. It has a role as an anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and a plant metabolite. It is a pentacyclic triterpenoid and a cyclic terpene ketone.

General Description

Friedelin, a pentacyclic triterpene, is found in several plants like Cissus quadrangularis, Celastrus vulcanicola, Terminalia?avicennioides, and Alangium salvifolium. It is known to act as a histamine H1 receptor?(H1R) antagonist, anti-microbial, anti-HIV, and anti-cancer agent.

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