Design and synthesis of lupeol analogues and their glucose uptake stimulatory effect in L6 skeletal muscle cells
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Khan, M F
Maurya, C K Dev, Kapil Arha, Deepti Rai, A K Tamrakar, A K Maurya, Rakesh |
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| Date |
2014-08-12T06:48:55Z
2014-08-12T06:48:55Z 2014 |
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| Identifier |
Bioorganic & Medicinal Chemistry Letters, 2014, 24(12), 2674-9
http://hdl.handle.net/123456789/1362 |
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| Description |
Structure modifications of lupeol at the isopropylene moiety have been described via allylic oxidation using selenium dioxide. The antidiabetic efficacy of lupeol analogues were evaluated in vitro as glucose uptake stimulatory effect in L6 skeletal muscle cells. From all tested compounds, 2, 3, 4b and 6b showed significant stimulation of glucose uptake with respective percent stimulation of 173.1 (p<0.001), 114.1 (p<0.001), 98.3 (p<0.001) and 107.3 (p<0.001) at 10 µM concentration. Stimulation of glucose uptake by these compounds is associated with enhanced translocation of glucose transporter 4 (GLUT4) and activation of IRS-1/PI3-K/AKT-dependent signaling pathway in L6 cells. Structure-activity relationship analysis of these analogues demonstrated that the integrity of α, β-unsaturated carbonyl and acetyl moieties were important in the retention of glucose uptake stimulatory effect. It is therefore proposed that naturally occurring lupeol and their analogues might reduce blood glucose, at least in part, through stimulating glucose utilization by skeletal muscles.
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440545 bytes
application/pdf |
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| Language |
en
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| Relation |
CSIR-CDRI Communication No. 8662
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| Subject |
Type 2 Diabetes Mellitus
Lupeol Isopropylene Moiety Glucose Uptake Stimulation |
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| Title |
Design and synthesis of lupeol analogues and their glucose uptake stimulatory effect in L6 skeletal muscle cells
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| Type |
Article
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