What is Cinchonine used for?
Cinchonine is an alkaloid found in Cinchona officinalis. It is used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonidine. It is structurally similar to quinine, an antimalarial drug.
Who isolated Cinchonine?
| Joseph Bienaimé Caventou | |
|---|---|
| Died | 5 May 1877 (aged 81) Paris, France |
| Nationality | French |
| Alma mater | Ecole de Pharmacie de Paris |
| Known for | Isolating alkaloids from vegetables |
Which one is the main identification test of quinine?
Quinine, it’s stereoscopic isomer quinidine and their metabolites are detected in urine by Thin Layer Chromatography (TLC).
What is the difference between Cinchonidine and Cinchonine?
As nouns the difference between cinchonidine and cinchonine is that cinchonidine is (organic compound) a stereoisomer and pseudoenantiomer of cinchonine, used in asymmetric synthesis while cinchonine is (organic compound) an alkaloid, obtained from the bark of cinchona trees, that is used as an antimalarial agent.
What is a pseudo enantiomer?
Pseudo-enantiomers are diastereomeric compounds, which in the case of chiral induction behave as if they were enantiomers. The existence of such a pair allows access to both enantiomers of the product in a number of asymmetric reactions (Scheme 2, part A).
What is the discovery of Pelletier and Caventou?
Pierre-Joseph Pelletier (22 March 1788 – 19 July 1842) was a French chemist who did notable research on vegetable alkaloids, and was the co-discoverer of quinine and strychnine. Joseph Bienaimé Caventou (1795–1877) was a French chemist.
What is quinine sulphate 300 mg used for?
Quinine sulfate at a dose of 200–300 mg at night has been used for many years to treat nocturnal leg cramps. Usually idiopathic, these muscle cramps are common, particularly in older patients. Quinine may help by decreasing the excitability of the motor end-plate and increasing the muscle refractory period.
What is indole moiety?
Indole alkaloids are a class of alkaloids containing a structural moiety of indole; many indole alkaloids also include isoprene groups and are thus called terpene indole or secologanin tryptamine alkaloids. Containing more than 4100 known different compounds, it is one of the largest classes of alkaloids.
What is quinine sulfate?
Qualaquin (quinine sulfate) is an antimalarial drug used to treat malaria, a disease caused by parasites. Parasites that cause malaria typically enter the body through the bite of a mosquito. Malaria is common in areas such as Africa, South America, and Southern Asia.
Which are peptide alkaloids?
Typical examples of peptide alkaloid are: ergotamine, pandamine, dynorphin A-(1-8)-octapeptide, N beta-(D-Leu-D-Arg-D-Arg-D-Leu-D-Phe)-naltrexamine, etc. The applications of alkaloids peptides have covered the medical and agricultural fields.
Is cinchonine dihydroxylated?
The vinyl group of cinchonine was dihydroxylated with osmium tetroxide toward 10,11-diol without pronounced diastereoselectivity. Further oxidation with periodate yielded the corresponding 3-carbaldehyde CN-343 ( Scheme 100 ).
How is cinchonamine synthesized from strictosidine?
The synthesis pathway starts with strictosidine, which is transformed by hydrolysis and the decarboxylation reaction into corynantheal ( Figure 2.24 ). At this point, the indole nucleus and cinchoamine are synthesized. Cinchonamine is an indole derivative and an intermediate compound in the quinine pathway.
Is cinchonamine an indole derivative?
Cinchonamine is an indole derivative and an intermediate compound in the quinine pathway. At the next stage of the synthesis, the transformation of the nucleus occurs and the resultant intermediate cinchoninone no longer contains the indole nucleus.
What is the content of quinine in cinchona bark?
The content of quininoline alkaloids in the bark of different species of Cinchona may vary between 4% and 7%, in some selected hybrids up to 17%. The small therapeutic window of quinine makes the variation in the content a severe problem for correct dosing of the drug.