Phenolic glycosides from Dodecadenia grandiflora and their glucose-6-phosphatase inhibitory activity

Manmeet Kumar; Preeti Rawat; Mohammad Faheem Khan; Akhilesh K Tamarkar; Arvind K Srivastava; Kamal R Arya; Rakesh Maurya

doi:10.1016/j.fitote.2010.01.011

Phenolic glycosides from Dodecadenia grandiflora and their glucose-6-phosphatase inhibitory activity

Fitoterapia. 2010 Sep;81(6):475-9. doi: 10.1016/j.fitote.2010.01.011. Epub 2010 Jan 15.

Authors

Manmeet Kumar¹, Preeti Rawat, Mohammad Faheem Khan, Akhilesh K Tamarkar, Arvind K Srivastava, Kamal R Arya, Rakesh Maurya

Affiliation

¹ Medicinal and Process Chemistry Division, Central Drug Research Institute, CSIR, Lucknow 226 001, India.

PMID: 20079814
DOI: 10.1016/j.fitote.2010.01.011

Abstract

Phytochemical investigation of Dodecadenia grandiflora leaves led to the isolation and identification of three phenolic glycosides, designated 1-[(4'-O-(E)-p-coumaroyl)-beta-D-glucopyranosyl]-oxy-2-phenol (1), 1-[(6'-O-(E)-p-coumaroyl)-beta-D-glucopyranosyl]-oxy-2-phenol (2) and 1-[O-beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl]-oxy-2-phenol (3), along with nine known compounds. Compounds 1, 2, 5 and 9 exhibited significant glucose-6-phosphatase inhibitory activity (63.7, 66.9, 82.9 and 85.4%) with IC(50) values of 88.5, 81.0, 51 and 50 microM respectively. On the basis of biological results, a structure-activity relationship has been discussed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Enzyme Inhibitors / chemistry
Enzyme Inhibitors / isolation & purification
Glucose-6-Phosphatase / antagonists & inhibitors*
Glycosides / chemistry
Glycosides / isolation & purification*
Inhibitory Concentration 50
Lauraceae / chemistry*
Molecular Structure
Phenols / chemistry
Phenols / isolation & purification*
Plant Leaves / chemistry

Substances

Enzyme Inhibitors
Glycosides
Phenols
Glucose-6-Phosphatase