Synthesis of isoxazole and isothiazole derivatives of curcumin
https://doi.org/10.29235/1561-8331-2020-56-2-187-191
Abstract
Curcumin is a chemical compound with antioxidant properties as well as strong anti-inflammatory, antiviral, analgesic, antimicrobial and antitumor effect, contained in the tuberous rhizomes of the turmeric plant (Curcuma longa). Curcumin derivatives are being intensively studied as potential drugs – antitumor drugs for the treatment of certain forms of cancer. The presence of reactive functional groups makes curcumin a convenient starting compound for the further chemical modification. The esters of curcumin and 5-phenylisoxazole-3-carboxylic acid, 5-(p-tolyl)isoxazole-3-carboxylic acid, 4,5- dichloroisothiazole-3-carboxylic acid and adduct of 5-(p-tolyl)isoxazol-3-carbaldehyde with curcumin were synthesized. Esters were obtained by acylation of curcumin with heterocycle-containing carboxylic acid chloride in diethyl ether in the presence of triethylamine. The IR and NMR spectra of the obtained compounds are described.
About the Authors
E. A. Akishina
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Ekaterina A. Akishina – Graduate student, Junior Researcher
13, Surganov Str., 220072, Minsk
E. A. Dikusar
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Evgenij A. Dikusar – Ph. D. (Chemistry), Senior Researcher
13, Surganov Str., 220072, Minsk
S. K. Petkevich
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Sergey K. Petkevich – Ph. D. (Chemistry), Leading Researcher
13, Surganov Str., 220072, Minsk
V. I. Potkin
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Vladimir I. Potkin – Corresponding Member, D. Sc. (Chemistry), Professor, Head of the Department
13, Surganov Str., 220072, Minsk
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