INQUISUR   21779
INSTITUTO DE QUIMICA DEL SUR
Unidad Ejecutora - UE
congresos y reuniones científicas
Título:
Synthesis of Calenduladiol Derivatives of Biological Interest
Autor/es:
CASTRO, MARÍA JULIA; ANA PAULA MURRAY; FARAONI, MARÍA BELEN
Reunión:
Otro; 15 th International Electronic Conference on Synthetic Organic Chemistry; 2011
Institución organizadora:
USC/MDPI
Resumen:
Five calenduladiol derivatives have been synthesized using calenduladiol (1) as starting material. Compounds 2 (30-oxo-calenduladiol) and 3 (30-hydroxy-calenduladiol) were obtained by oxidation with SeO2 while compounds 4 (calenduladiol diacetate), 5 (30-oxo-calenduladiol diacetate) and 6 (30-hydroxy-calenduladiol triacetate) were obtained by esterification with Ac2O and pyridine from compounds 1, 2 and 3 respectively. Derivatives 2-6 were obtained in moderate - good yields and characterized by 1H and 13C NMR spectroscopy. Compounds 1-6 were screened for acetylcholinesterase (AChE) inhibition using the Ellman’s assay. The oxidized analogs 2 and 3 resulted to be the more active ones with 43 % and 40 % of AChE inhibition at 0.2 mM, respectively. Acetylated derivatives (4-6) elicited a weak activity compared to 1, at the same concentration. Compounds 1-6 were screened for acetylcholinesterase (AChE) inhibition using the Ellman’s assay. The oxidized analogs 2 and 3 resulted to be the more active ones with 43 % and 40 % of AChE inhibition at 0.2 mM, respectively. Acetylated derivatives (4-6) elicited a weak activity compared to 1, at the same concentration.