Quinic acid
Encyclopedia
Quinic acid is a cyclitol
, a cyclic polyol
. It is a crystalline acid obtained from cinchona bark
, coffee beans
, and other plant products and made synthetically by hydrolysis
of chlorogenic acid
. Quinic acid is also implicated in the perceived acidity of coffee. It is a constituent of the tara tannins.
pharmacist
Nicolas Vauquelin
and further reactions from this acid to synthetize other compounds were studied by German
chemist
E. Lautemann in 1863.
and B
strains called Tamiflu has been successfully developed and launched into the market.
Quinic acid is also thought to displace binding of the mu opioid receptor antagonist; however, this acid was originally thought to be pharmacologically inactive.
Cyclitol
Cyclitols are cycloalkanes containing one hydroxyl group on three or more ring atoms. They are cyclic polyols. Cyclitols are one of the compatible solutes which are formed in a plant as a response to salt or water stress...
, a cyclic polyol
Polyol
A polyol is an alcohol containing multiple hydroxyl groups. In two technological disciplines the term "polyol" has a special meaning: food science and polymer chemistry.- Polyols in food science :...
. It is a crystalline acid obtained from cinchona bark
Cinchona
Cinchona or Quina is a genus of about 38 species in the family Rubiaceae, native to tropical South America. They are large shrubs or small trees growing 5–15 metres in height with evergreen foliage. The leaves are opposite, rounded to lanceolate and 10–40 cm long. The flowers are white, pink...
, coffee beans
Coffee
Coffee is a brewed beverage with a dark,init brooo acidic flavor prepared from the roasted seeds of the coffee plant, colloquially called coffee beans. The beans are found in coffee cherries, which grow on trees cultivated in over 70 countries, primarily in equatorial Latin America, Southeast Asia,...
, and other plant products and made synthetically by hydrolysis
Hydrolysis
Hydrolysis is a chemical reaction during which molecules of water are split into hydrogen cations and hydroxide anions in the process of a chemical mechanism. It is the type of reaction that is used to break down certain polymers, especially those made by condensation polymerization...
of chlorogenic acid
Chlorogenic acid
Chlorogenic acid is a hydroxycinnamic acid, a member of a family of naturally occurring organic compounds. These are esters of polyphenolic caffeic acid and cyclitol -quinic acid. It is an important biosynthetic intermediate. It also is one of the phenols found in coffee, bamboo Phyllostachys...
. Quinic acid is also implicated in the perceived acidity of coffee. It is a constituent of the tara tannins.
History
This substance was isolated for the first time in the 1800s by FrenchFrance
The French Republic , The French Republic , The French Republic , (commonly known as France , is a unitary semi-presidential republic in Western Europe with several overseas territories and islands located on other continents and in the Indian, Pacific, and Atlantic oceans. Metropolitan France...
pharmacist
Pharmacist
Pharmacists are allied health professionals who practice in pharmacy, the field of health sciences focusing on safe and effective medication use...
Nicolas Vauquelin
Louis Nicolas Vauquelin
Nicolas Louis Vauquelin , was a French pharmacist and chemist.-Early life:Vauquelin was born at Saint-André-d'Hébertot in Normandy, France. His first acquaintance with chemistry was gained as laboratory assistant to an apothecary in Rouen , and after various vicissitudes he obtained an introduction...
and further reactions from this acid to synthetize other compounds were studied by German
Germany
Germany , officially the Federal Republic of Germany , is a federal parliamentary republic in Europe. The country consists of 16 states while the capital and largest city is Berlin. Germany covers an area of 357,021 km2 and has a largely temperate seasonal climate...
chemist
Chemist
A chemist is a scientist trained in the study of chemistry. Chemists study the composition of matter and its properties such as density and acidity. Chemists carefully describe the properties they study in terms of quantities, with detail on the level of molecules and their component atoms...
E. Lautemann in 1863.
Pharmaceutical uses
This acid is a versatile chiral starting material for the synthesis of new pharmaceuticals. A new medicament for the treatment of influenza AInfluenza
Influenza, commonly referred to as the flu, is an infectious disease caused by RNA viruses of the family Orthomyxoviridae , that affects birds and mammals...
and B
Influenza
Influenza, commonly referred to as the flu, is an infectious disease caused by RNA viruses of the family Orthomyxoviridae , that affects birds and mammals...
strains called Tamiflu has been successfully developed and launched into the market.
Quinic acid is also thought to displace binding of the mu opioid receptor antagonist; however, this acid was originally thought to be pharmacologically inactive.