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Quinic Acid

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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 It might be outdated or ideologically biased.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.
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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).
Changes in the Antioxidant Properties of Quince Fruit (Cydonia oblonga Miller) during Jam Production at Industrial Scale
Quinic acid derivatives from Pimpinella brachycarpa exert anti-neuroinflammatory activity in lipopolysaccharide-induced microglia.
Inhibitory effect of the Pseudobrickellia brasiliensis (Spreng) R.M. King & H. Rob. aqueous extract on human lymphocyte proliferation and IFN-[gamma] and TNF-[alpha] production in vitro
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).
Characterization and Discrimination of Different Pulicaria Species Using UHPLC-UV-MS QTOF (Quadrupole Time-of-Flight Mass Spectrometer)
A typical break-down product of chlorogenic acid is the quinic acid as mentioned above.
Acids in coffee
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.
Quantitative analytical method development for the assessment of bioactive quinic acid-type esters and free quinic acid in dietary supplements
Furthermore, Haslam (1993) has suggested that quinic acid may be formed as a result of overflow metabolism of the shikimate pathway.
TRADE-OFFS IN PHENOLIC METABOLISM OF SILVER BIRCH: EFFECTS OF FERTILIZATION, DEFOLIATION, AND GENOTYPE
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].
Phytochemical Composition of Solanum retroflexum Analysed with the Aid of Ultra-Performance Liquid Chromatography Hyphenated to Quadrupole-Time-of-Flight Mass Spectrometry (UPLC-qTOF-MS)
Apart from them, other polar compounds were also found; they are quinic acid, caffeoylquinic acid isomers, and benzyl alcohol hexose-pentose.
Geographical Characterization of Tunisian Olive Tree Leaves (cv. Chemlali) Using HPLC-ESI-TOF and IT/MS Fingerprinting with Hierarchical Cluster Analysis
In this group, the most abundant metabolite was quinic acid, which significantly increased its production (2.18-fold, p = 0.0053).
Comprehensive Characterization of Extractable Phenolic Compounds by UPLC-PDA-ESI-QqQ of Buddleja scordioides Plants Elicited with Salicylic Acid
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.
Evaluation of Antioxidant Activities and Phenolic Compounds of Scorzonera latifolia (Fisch. & Mey.) DC. Collected from Different Geographic Origins in Turkey/Turkiye'nin Farkli Cografik Bolgelerinden Toplanmis Scorzonera latifolia (Fisch. & Mey.) DC. Orneklerinin Fenolik Bilesiklerinin ve Antioksidan Aktivitelerinin Degerlendirilmesi
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).
PERFORMANCE AND MEAT FATTY ACID PROFILE IN MIXED SEX BROILERS FED DIET SUPPLEMENTED WITH FERMENTED MEDICINAL PLANT COMBINATIONS
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