A Norsesquiterpene Lactone and a Benzoic Acid Derivative from the Leaves of Cyclocarya paliurus and their Glucosidase and Glycogen Phosphorylase Inhibiting Activities

Abstract

Two novel compounds, 3-methoxypterolactone (1) and 2-amino-3,4-dihydroxy-5-methoxybenzoic acid (2), were isolated from leaves of Cyclocarya paliurus (Batal.) Iljinsk, together with nine known compounds: pterolactone (3), gallic acid (4), 4-hydroxy-3-methoxybenzoic acid (5), oleanolic acid (6), β-boswellic acid (7), α-boswellic acid (8), β-amyrin (9), β-amyrone (10) and 3β-O-trans-caffeoyl-morolic acid (11). The structure elucidation was based on spectroscopic methods, including two-dimensional NMR experiments (¹H-¹H COSY, HMQC and HMBC). All isolated compounds were evaluated for their glycosidase and glycogen phosphorylase inhibitory activities. 2-Amino-3,4-dihydroxy-5-methoxybenzoic acid and gallic acid showed significant α-glucosidase and glycogen phosphorylase inhibitory activities.

Key words

Cyclocarya paliurus - Cyclocaryaceae - 3-methoxypterolactone - 2-amino-3,4-dihydroxy-5-methoxybenzoic acid - α-glucosidase - glycogen phosphorylase

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