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  • 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.

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.

Bioorganic & medicinal chemistry letters (2012-06-26)
Mohammad Faheem Khan, Padam Kumar, Jyotsana Pandey, Arvind Kumar Srivastava, Akhilesh Kumar Tamrakar, Rakesh Maurya
RESUMEN

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.

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Sigma-Aldrich
Piperazine, ReagentPlus®, 99%
Sigma-Aldrich
Piperazine, BioUltra, anhydrous, ≥99.0% (T)
Supelco
Piperazine hexahydrate, analytical standard