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Oxyresveratrol

From Wikipedia, the free encyclopedia
Oxyresveratrol
Names
Preferred IUPAC name
4-[(E)-2-(3,5-Dihydroxyphenyl)ethen-1-yl]benzene-1,3-diol
Other names
2,3',4,5'-Tetrahydroxy-trans-stilbene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.108.380 Edit this at Wikidata
KEGG
MeSH C034912
UNII
  • InChI=1S/C14H12O4/c15-11-4-3-10(14(18)8-11)2-1-9-5-12(16)7-13(17)6-9/h1-8,15-18H/b2-1+
    Key: PDHAOJSHSJQANO-OWOJBTEDSA-N
  • C1=CC(=C(C=C1O)O)C=CC2=CC(=CC(=C2)O)O
Properties
C14H12O4
Molar mass 244.24 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Oxyresveratrol is a stilbenoid found in several plant species. It is found in only one gymnosperm (Gnetum hainensis), but in several angiosperm (particularly in the genera Artocarpus and Morus).[1] Oxyresveratrol is found in the traditional Thai drug 'Puag-Haad', which is made from the heartwood of Artocarpus lakoocha.[2] It is also the aglycone of mulberroside A, a compound found in Morus alba, the white mulberry.[3]

Oxyresveratrol is a potent tyrosinase inhibitor,[3] which also exhibits neuroprotective and antioxidant properties.[1] It is being studied for potential applications in treating neurological diseases like stroke, Alzheimer's disease, and Parkinson's disease, as well as for its potential anticancer and antimicrobial effects.[1] It is light sensitive, and will degrade on exposure to UV radiation.[1]

References

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  1. 1 2 3 4 Likhitwitayawuid, Kittisak (2021-07-11). "Oxyresveratrol: Sources, Productions, Biological Activities, Pharmacokinetics, and Delivery Systems". Molecules. 26 (14): 4212. doi:10.3390/molecules26144212. ISSN 1420-3049. PMC 8307110. PMID 34299485.
  2. ↑ Maneechai, S; Likhitwitayawuid, K; Sritularak, B; Palanuvej, C; Ruangrungsi, N; Sirisa-Ard, P (2009). "Quantitative analysis of oxyresveratrol content in Artocarpus lakoocha and 'Puag-Haad'". Medical Principles and Practice. 18 (3): 223–7. doi:10.1159/000204354. PMID 19349726. S2CID 29232919.
  3. 1 2 Kim, JK; Kim, M; Cho, SG; Kim, MK; Kim, SW; Lim, YH (2010). "Biotransformation of mulberroside a from Morus alba results in enhancement of tyrosinase inhibition". Journal of Industrial Microbiology & Biotechnology. 37 (6): 631–7. doi:10.1007/s10295-010-0722-9. PMID 20411402. S2CID 21236818.