3-Pentadecylphenol

Description

3-Pentadecylphenol (PDP) is an amphiphilic compound and belongs to a large group of phenolic lipids which is composed of an aromatic headgroup related to phenol or dihydroxybenzene connected to a hydrophobic hydrocarbon chain. PDP is derived from the shell of the cashew nut (Anacardium occidentale L.) which contains oil internationally named “cashew nut shell liquid” (CNSL). PDP can effectively function as an antiobesity agent by inhibiting the activity of α-glucosidase enzyme and finally can regulate body weight in the animal. PDP has also quite promising antioxidant activity. Researchers believe that this compound as an amphiphilic compound should be inserted into the biomembranes and be the antioxidant agent[1]. In particular, phenolic lipids comprise a large group of compounds of natural abundance, which are found in plants, fungi, and bacteria and have different biological functions, like antibacterial, fungicides, and cytotoxic activity[2].

Chemical properties

slightly brown to pink-brown crystalline chunks

The Uses of 3-Pentadecylphenol

3-Pentadecylphenol may be used as a reference standard for the analysis of 3-pentadecylphenol as a bioactive compound in Aplotaxis auriculata rhizome by gas chromatography-mass spectrometry (GC-MS). It has been reported to have been used as a reference standard for the determination of 3-pentadecylphenol in Sakhalin-Ainu as well as Ryukyu lacquerwares and in Japanese ancient lacquerwares excavated from Jomon period ruins by pyrolysis GC-MS.

What are the applications of Application

3-Pentadecylphenol is a minor constituent of lipids found in cashews

Definition

ChEBI: 3-Pentadecylphenol is a member of phenols.

General Description

3-Pentadecylphenol is classified under the amphiphilic phenolic lipids group of chemicals.

Synthesis

3-Pentadecylphenol is prepared by hydrogenation of Cardanol, isolated from Cashew-shells.

References

[1] Cielik-Boczula K, et al. Effects of the phenolic lipid 3-pentadecylphenol on phospholipid bilayer organization. Journal of Molecular Structure, 2009; 919: 373-380.
[2] Cielik-Boczula K, et al. The effect of 3-pentadecylphenol on DPPC bilayers ATR-IR and 31P NMR studies. Biophysical Chemistry, 2009; 140: 51-56.