Pinosylvin is an
organic compound with the formula C6H5CH=CHC6H3(OH)2. A white solid, it is related to
trans-stilbene, but with two
hydroxy groups on one of the phenyl substituents. It is very soluble in many organic solvents, such as
acetone.[1]
Occurrence
Pinosylvin is produced in plants in response to fungal infections,
ozone-induced stress, and physical damage for example.[2] It is a fungitoxin protecting the wood from fungal infection.[3] It is present in the
heartwood of Pinaceae[2] and also found in Gnetum cleistostachyum.[4]
This biosynthesis is noteworthy because plant biosyntheses employing cinnamic acid as a starting point are rare compared to the more common use of
p-coumaric acid. Two other compounds produced from
cinnamic acid are anigorufone and
curcumin.[6][7]
References
^M., Haynes, William (2014). "3". CRC Handbook of Chemistry and Physics, 95th Edition (95th ed.). Hoboken: CRC Press. p. 458.
ISBN9781482208689.
OCLC908078665.{{
cite book}}: CS1 maint: multiple names: authors list (
link)
^Lee, S. K.; Lee, H. J.; Min, H. Y.; Park, E. J.; Lee, K. M.; Ahn, Y. H.; Cho, Y. J.; Pyee, J. H. (March 2005). "Antibacterial and antifungal activity of pinosylvin, a constituent of pine". Fitoterapia. 76 (2): 258–260.
doi:
10.1016/j.fitote.2004.12.004.
ISSN0367-326X.
PMID15752644.
^Yao, Chun-Suo; Lin, Mao; Liu, Xin; Wang, Ying-Hong (April 2005). "Stilbene derivatives from Gnetum cleistostachyum". Journal of Asian Natural Products Research. 7 (2): 131–137.
doi:
10.1080/10286020310001625102.
ISSN1028-6020.
PMID15621615.