1988•Chemical and Pharmaceutical BulletinOpen access

Inhibition of adenosine 3',5'-cyclic monophosphate phosphodiesterase by lignan glucosides of Eucommia bark.

Takeshi Deyama, Sansei Nishibe, Shizuka Kitagawa, Yukio Ogihara, Tadahiro Takeda, Taichi Ohmoto, Tamotsu Nikaido, Ushio Sankawa

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Abstract

Studies were conducted on adenosine 3', 5'-cyclic monophosphate (cyclic AMP) phosphodiesterase inhibition by lignan glucosides from bark of Eucommia ulmoides OLIV. (Eucommiaceae). Various lignan diglucosides. (+)-syringaresinol di-O-β-D-glucopyranoside (1c), (+)-medioresinol di-O-β-D-glucopyranoside (2c), (+)-pinoresinol di-O-β-D-glucopyranoside (3c) and (+)-1-hydroxy-pinoresinol 4', 4"-di-O-β-D-glucopyranoside (4d), showed strong inhibitory activity.The structure-inhibitory activity relationships of the aglycone and its glucosides are discussed. The order of inhibitory effect was diglucoside ≩︀ aglycone > monoglucoside.

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Studies were conducted on adenosine 3', 5'-cyclic monophosphate (cyclic AMP) phosphodiesterase inhibition by lignan glucosides from bark of Eucommia ulmoides OLIV. (Eucommiaceae). Various lignan diglucosides. (+)-syringaresinol di-O-β-D-glucopyranoside (1c), (+)-medioresinol di-O-β-D-glucopyranoside (2c), (+)-pinoresinol di-O-β-D-glucopyranoside (3c) and (+)-1-hydroxy-pinoresinol 4', 4"-di-O-β-D-glucopyranoside (4d), showed strong inhibitory activity.The structure-inhibitory activity relationships of the aglycone and its glucosides are discussed. The order of inhibitory effect was diglucoside ≩︀ aglycone > monoglucoside.

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Available abstract

Studies were conducted on adenosine 3', 5'-cyclic monophosphate (cyclic AMP) phosphodiesterase inhibition by lignan glucosides from bark of Eucommia ulmoides OLIV. (Eucommiaceae). Various lignan diglucosides. (+)-syringaresinol di-O-β-D-glucopyranoside (1c), (+)-medioresinol di-O-β-D-glucopyranoside (2c), (+)-pinoresinol di-O-β-D-glucopyranoside (3c) and (+)-1-hydroxy-pinoresinol 4', 4"-di-O-β-D-glucopyranoside (4d), showed strong inhibitory activity.The structure-inhibitory activity relationships of the aglycone and its glucosides are discussed. The order of inhibitory effect was diglucoside ≩︀ aglycone > monoglucoside.

Key concepts: Lignan, Chemistry, Pinoresinol, Aglycone, Eucommia ulmoides, Cyclic adenosine monophosphate, Phosphodiesterase, Stereochemistry

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Inhibition of adenosine 3',5'-cyclic monophosphate phosphodiesterase by lignan glucosides of Eucommia bark. — Research Paper | ScholarLens