Phenolic glycosides from Dodecadenia grandiflora and their glucose-6-phosphatase inhibitory activity.
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.
Kumar
Manmeet
M
Medicinal and Process Chemistry Division, Central Drug Research Institute, CSIR, Lucknow 226 001, India.
Rawat
Preeti
P
Khan
Mohammad Faheem
MF
Tamarkar
Akhilesh K
AK
Srivastava
Arvind K
AK
Arya
Kamal R
KR
Maurya
Rakesh
R
D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification; D005952:Glucose-6-Phosphatase / Q000037:antagonists & inhibitors*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification*; D020128:Inhibitory Concentration 50; D019770:Lauraceae / Q000737:chemistry*; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification*; D018515:Plant Leaves / Q000737:chemistry
D004791:Enzyme Inhibitors; D006027:Glycosides; D010636:Phenols; D005952:Glucose-6-Phosphatase