Quinic

Biochemical Routes. Enzymatic oxidation of benzene or phenol leading to dilute solution of dihydroxybenzenes is known (62). Glucose can be converted into quinic acid [77-95-2] by fermentation. The quinic acid is subsequently oxidized to hydroquinone and -benzoquinone with manganese dioxide (63). 

These useful compounds have played a central role in both theoretical and practical organic chemistry since the 1840s. In 1838 quinic acid [36413-60-2] (1) was oxidized to 1,4-benzoquinone (2) with manganese dioxide (1). 

Soybeans contain only 1—25 ppm of phenofic acids (33) whereas defatted sunflower meal contains 2.7% chlorogenic acid, 0.38% quinic acid, and 0.2% caffeic acid (34). Chlorogenic acid turns from yellow to green and finally to brown as the pH is raised from 7 to 11. Interaction of chlorogenic acid... 

Other Phenolic Compounds. There are several phenolic acids important to tea chemistry. GaUic acid (3) and its quinic acid ester, theogallin (4), have been identified in tea (17,18) and have been detected by hplc (19,20). 

Of these, the CGA isomers are the principal acids and result from the esterification of the 3, 4, and 5 position hydroxyls of quinic acid with the carboxyls of several phenoHc acids, including caffeic acid (C) [331-39-5], ferruHc acid (F) [1135-24-6], andT -coumaric acid (Cm) [501 -98 ]. 

Quinhydrone [106-34-3] M 218.2, m 168 . Crystd from H2O at 65°, then dried in a vac desiccator. 1R,3R,4R,5R-Quinic acid (1,3,4,5-tetrahydroxy-cyciohexane-carboxylic acid) [77-95-2] M... 

The present method is adapted from that of Loven. The resolution has been carried out with d-a-bromocamphor-TT-sulfonic acid (f-form) 2.3 with /-and d/-malic acids (d- and /-forms) with /-quinic acid and d-tartaric acid (d- and /-forms) and with d- and /-6,6 -dinitrodiphenic acids (d- and /-forms). Methods employing d-benzyimethylacetyl chloride, d-oxymeth-ylenecamphor, /-quinic acid, and d-camphoric anhydride are of theoretical interest only. The d/-amine is not resolved by the active camphor-lo-sulfonic acids or mandelic acids. ... 

China-ol, n. baleam of Peru, rindet/. cinchona bark, Peruvian bark. rindensauret /. quinic acid, -rot, n. cinchona red. 

China-saure, /. quinic acid, -seide, /. China silk Chinese silk, -silber, n. China silver (a plated alloy). 

Quinic acid, 1,3,4,5-tetrahydroxycyclohexane-carboxylic acid [(HO)4C6H7COOH]... 

C jHijO 77-95-2) see Oseltamivir quinic acid y-lactone (C7H,oO, 27783-00-2) see Cynarine quinine... 

Optically pure quinic and shikimic acids have been synthesized starting from o-arabinose. The key steps involved treatment of the bis-tosylate (162) with 3 mol of methylenetriphenylphosphorane to give the ylide (163) which with formaldehyde gave the olefin (164) in 82% yield overall. 

ROBERTS E A H and MYERS M (1958) Theogallin, a polyphenol occurring in tea. 11. Identification as a gaUoyl quinic acid , J Sci Food Agric, 9, 701-5. 

Capillary GC was used to obtain high resolution profiles of 27 organic acids, caffeine, and sucrose in dimethylsulphoxide extracts of roast and ground coffees in a 60-min analysis.26 A shortened procedure is also reported for quantitative detection of 5-caffeoylquinic (5-CQA) and quinic (QA) acids and sucrose ng detection limits were achieved. Major commer-... 

Gallic acid is present in tea leaf and is a known reactant during the complex enzymatic and organochemical reactions that occur when tea components are oxidized.51 The gallic and quinic acids originate via the shikimate/arogenate pathway. The key enzymes in shikimic acid biosyn-... 

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