Synthesis and fluorescence activity of some new benzocoumarin amino acid derivative

Document Type : Original Article

Authors

1 Departement of Chemistry, Faculty of Science, Suez Canal University, Ismailia, Egypt

2 Department of Chemistry, Faculty of Science, Suez Canal University, Ismailia, Egypt

Abstract

A series of new benzocoumarin amino acid and glycosidic derivatives were synthesized with the aim of evaluating their fluroscence activity. The newly synthesized glycosidic derivatives were prepared using sugar trichloroacitamidate derivatives. The structures of the new compounds were confirmed by 1H- NMR spectrometry. Out of the fourteen tested compounds, four derivatives exhibited very high emission maxima at 440 nm which are benzo[5,6]coumarine-3-carboxyl L-hydroxyproline methyl ester 3, benzo[5,6]coumarine-3-carboxyl DL-phenylalanine methyl ester 4a, benzo[5,6]coumarine-3-carboxyl DL-threonine methyl ester 4c and benzo[5,6] coumarine-3-carboxyl O-(2:3,5:6-di-O-isopropylidene-α-D-
mannofuranosyl) L-serine methyl ester 5c. Accorrding to these previous results these compounds con be subjected for further studies to be used as laser dyes or fluorescent probes.

Keywords