Quinic Acid


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Related to Quinic Acid: Caffeic acid, Chlorogenic acid, Shikimic acid

quinic acid

[′kwin·ik ′as·əd]
(organic chemistry)
C6H7(OH)4COOH·H2O Ether-insoluble, white crystals with acid taste; melts at 162°C; soluble in alcohol, water, and glacial acetic acid; used in medicine. Also known as chinic acid; kinic acid.
McGraw-Hill Dictionary of Scientific & Technical Terms, 6E, Copyright © 2003 by The McGraw-Hill Companies, Inc.
The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.

Quinic Acid

 

C6H7(OH)4COOH, a monobasic hydroxy poly-carboxylic acid; an important intermediate product in the biosynthesis of aromatic compounds (flavonoids and phenol carboxylic acid) in higher plants and some microorganisms. Quinic acid is obtained in the form of colorless crystals, which dissolve readily in water. It has a melting point of 162°C. It is found primarily in peaches, pears, and coffee berries, as well as in the bark of the cinchona tree and the summer needles of pines. In both plants and microorganisms, it is formed from acyclic carbohydrates, namely, heptuloses. In higher plants, quinic acid is readily converted to shikimic acid, phenylalanine, and tyrosine. In bacteria, it usually does not participate in the biosynthesis of aromatic acids. Esters of quinic acid are often encountered in plants, for example, chlorogenic acid.

REFERENCES

Zaprometov, M. N. Osnovy biokhimii fenol’nykh soedinenii. Moscow, 1974.
Kretovich, V. L. Osnovy biokhimii rastenii, 5th ed. Moscow, 1971.
The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.
References in periodicals archive ?
Additionally, other compounds were also important for both assays (quinic acid, 3-p-coumaroylquinic acid, 5-0-caffeoylquinic acid, and kaempferol hexoside).
Quinic acid derivatives from Pimpinella brachycarpa exert anti-neuroinflammatory activity in lipopolysaccharide-induced microglia.
glutinosa) contained seven polysaccharides (1- 7), chlorogenic acid (8), 3,4-dicaffeoyl quinic acid (11), 3,5-dicaffeoyl quinic acid (12), and 4,5- dicaffeoyl quinic acid (13).
A typical break-down product of chlorogenic acid is the quinic acid as mentioned above.
AC-11 and AIO samples were measured against standards of Dioctyl Phthalate (DOP) and Quinic Acid Lactone (QAL) with maximum absorbance at 505 and 520 nm, respectively.
Furthermore, Haslam (1993) has suggested that quinic acid may be formed as a result of overflow metabolism of the shikimate pathway.
Chlorogenic acids are phenolic acids that result from the esterification of quinic acid (QA) and cinnamic acid (CA) derivatives including caffeic, sinapic, and ferulic acid [12].
Apart from them, other polar compounds were also found; they are quinic acid, caffeoylquinic acid isomers, and benzyl alcohol hexose-pentose.
In this group, the most abundant metabolite was quinic acid, which significantly increased its production (2.18-fold, p = 0.0053).
latifolia roots contain terpenes; taraxasteryl myristate, taraxasteryl acetate, motiol, 3-[beta]-hydroxy fern-8 en-7-one acetate, urs-12-en-11-one-3-acetyl, 3-[beta]-hydroxy-fern-7-en-6-one-acetate, olean-12-en-11-one-3-acetyl, fern-7-en-3-[beta]-one, leucodin, [beta]-sitosterol (22-24), phenolic compounds; chlorogenic acid, chlorogenic acid methyl ester, 1,5-dicaffeoyl quinic acid, 3,5-dicaffeoyl quinic acid, methylester of 3,5-dicaffeoyl quinic acid, hydrangenol-8-O-glucoside, hydrangenol-4'-O-glucoside, scorzotomentosin-4'-O-glucoside and a new isocoumarine derivative (25) as well as scorzoveratrin 4'-O-[beta]-glucoside, scorzoveratrin, scorzoveratrozit, 4,5-dicaffeoylquinic acid, 4,5-dicaffeoylquinic acid methyl ester and caffeic acid.
is tungtungmadic acid which is chlorogenic derivative; while chlorogenic acid is the ester of caffeic acid with quinic acid which mainly exhibits antioxidative functions (Chung et al., 2005; Bonita et al., 2007).
Compound 3, with a similar structure, showed lower inhibition of AR because it has a methyl group instead of quinic acid. Flavonoid compounds also showed high inhibition of RLAR.