Chemistry:Dehydrozingerone
From HandWiki
Dehydrozingerone is a phenolic α,β-unsaturated ketone found in ginger (Zingiber officinale). It is a structural "half-analogue" of curcumin and is used as a scaffold in research on antioxidant, antimicrobial and anti-inflammatory properties.[1][2]
Production
Dehydrozingerone is typically prepared by a base-catalyzed Claisen–Schmidt condensation of vanillin with acetone:[3]
- C
8H
8O
3 + C
3H
6O → C
11H
12O
3 + H
2O
Uses
The common preparative transformation is selective reduction to produce the saturated ketone zingerone:[4]
- C
11H
12O
3 + H
2 → C
11H
14O
3
References
- ↑ Kubra, I. R.; Bettadaiah, B. K.; Murthy, P. S.; Rao, L. J. (2011). "Structure–function activity of dehydrozingerone and its derivatives as antioxidant and antimicrobial compounds". Journal of Food Science and Technology (PMC) 51 (2): 245–255. doi:10.1007/s13197-011-0488-8. PMID 24493881.
- ↑ "Dehydrozingerone". PubChem. https://pubchem.ncbi.nlm.nih.gov/compound/Dehydrozingerone. Retrieved 31 December 2025.
- ↑ Hung-Cheng, Shih; Ching-Yuh, Chern; Ping-Chung, Kuo; You-Cheng, Wu; Yu-Yi, Chan; Yu-Ren, Liao; Che-Ming, Teng; Tian-Shung, Wu (4 March 2014). "Synthesis of Analogues of Gingerol and Shogaol, the Active Pungent Principles from the Rhizomes of Zingiber officinale and Evaluation of Their Anti-Platelet Aggregation Effects" (in en). International Journal of Molecular Sciences 15 (3): 3926–3951. doi:10.3390/ijms15033926. ISSN 1422-0067. Bibcode: 2014IJMSc..15.3926S.
- ↑ Usha, Esther (2011). "Studies on Hydrogenation of Dehydrozingerone." (in en). http://ir.cftri.res.in/10277/.
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