One Step Synthesis of Coumarinfrom Cinnamaldehyde via Cinnamic Acid Intermediate
Journal Title: Archives of Organic and Inorganic Chemical Sciences - Year 2018, Vol 2, Issue 4
Abstract
The purpose of this study was to develop an efficient method for the synthesis of pharmacologically interesting coumarin (1-benzopyran-2-one) from readily accessed natural products, in particular cinnamaldehyde. One step methodology for the synthesis of coumarin has been developed from cinnamaldehyde. A coumarin was synthesized smoothly via addition of chloro sulfonic acid to cinnamaldehyde. All the products have been confirmed by Thin Layer Chromatography and Gas Chromatography Mass Spectromatry analysis data.Coumarin (1-benzopyran-2-one)is an organic compound, belonging to the class of benzopyrones, and is naturally found in many plants.It can be found in cinnamon bark. Coumarin has a wide range of applications such as, as perfumes, cosmetics, and industrial additives. Some of its derivatives have been used as aroma enhancers in tobaccos and certain alcoholic drinks. Moreover, a lot of coumarin compounds as medicinal candidates for drugs with strong pharmacological activity, low toxicity and side effects, fewer drug resistance, high bioavailability, broad spectrum, better curative effects, etc., to treat various types of diseases are being actively studied [1]. Coumarins also have been found to have multi- biological activities such as anti-HIV, anti-tumor, anti-hypertension, anti-arrhythmia, anti-osteoporosis, pain relief, and preventing asthma and antisepsis [2]. While coumarins are only approved for a few remedial uses as pharmaceuticals, it may be noted that during a number of studies, they have also demonstrated some proof of numerous biological activities [3]. Coumarin is known to be moderately toxic to the liver and the kidneys, with an LD50 value of 275mg/kg.
Authors and Affiliations
Made Sudarma, Siti Laili Zarwati
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