Romanian Society of Pharmaceutical Sciences

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A NEW ESCULETIN GLYCOSIDE FROM CALENDULA OFFICINALIS (ASTERACEAE) AND ITS BIOACTIVITY

DANIIL N. OLENNIKOV 1*, NINA I. KASHCHENKO 1, CECILE VENNOS 2

1.Institute of General and Experimental Biology, Siberian Division, Russian Academy of Science, Sakh’yanovoy Str., 6, Ulan-Ude, Russia
2.Regulatory and Medical Scientific Affairs, Padma AG, Underfeldstrasse 1, CH-8340, Hinwil, 670047, Switzerland

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A new coumarin glycoside, neoisobaisseoside, was isolated from the flowers of Calendula officinalis L. (Asteraceae), together with three known compounds identified as isobaisseoside, haploperoside A and haploperoside D. The structure of neoisobaisseoside was characterized as 6,7-dihydroxycoumarin-7-О-(2′-О-α-l-rhamnopyranosyl)-β-d-glycopyranoside or esculetin-7-O-neohesperiodoside, based on UV-, NMR-spectroscopy and mass-spectrometric data. Investigation of the biological properties of neoisobaisseoside demonstrated its amylase and α-glucosidase inhibiting activity as well as its ability to reduce the production of advanced glycation end-products formed in the Maillard reaction. These facts indicate that neoisobaisseoside could be a potential anti-diabetic agent.