Synthesis of novel imbricatolic acid analogues via insertion of N-substituted piperazine at C-15/C-19 positions, displaying glucose uptake stimulation in L6 skeletal muscle cells.
A new class of N-substituted piperazine analogues of imbricatolic acid have been designed and synthesized by using the appropriate synthetic routes in excellent yield. All synthesised compounds were screened for their in vitro glucose uptake stimulatory activity. Among them compounds 4b, 4e, 8b, and 8e triggered L6 skeletal muscle cells for glucose uptake at 54.73%, 40.79%, 40.90%, and 39.55% stimulation, respectively. Compound 4b has emerged as important lead compound showing potential antidiabetic activity. Illustration about their synthesis and in vitro glucose uptake activity is described.
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, CSIR, Lucknow 226001, India.
Mohammad Faheem
MF
Khan
Padam
P
Kumar
Jyotsana
J
Pandey
Arvind Kumar
AK
Srivastava
Akhilesh Kumar
AK
Tamrakar
Rakesh
R
Maurya
D000818:Animals; D002460:Cell Line; D004224:Diterpenes / Q000737:chemistry* / Q000494:pharmacology; D005947:Glucose / Q000378:metabolism*; D015394:Molecular Structure; D032342:Muscle Cells / Q000187:drug effects* / Q000378:metabolism; D018482:Muscle, Skeletal / Q000187:drug effects* / Q000378:metabolism; D000077489:Piperazine; D010879:Piperazines / Q000737:chemistry*; D051381:Rats; D013329:Structure-Activity Relationship
D004224:Diterpenes; D010879:Piperazines; C524691:imbricatolic acid; D000077489:Piperazine; D005947:Glucose