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2014
DOI: 10.3390/molecules19045421
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Conformational Characterization of Ipomotaosides and Their Recognition by COX-1 and 2

Abstract: Abstract:The aerial parts of Ipomoea batatas are described herein to produce four new resin glycosides, designated as ipomotaosides A, B, C, and D. Ipomotaoside A was found to present inhibitory activity on both cyclooxygenases. However, the conformational elucidation of these molecules may be difficult due to their high flexibility. In this context, the current work presents a conformational characterization of ipomotaosides A-D in aqueous and nonaqueous solvents. The employed protocol includes metadynamics e… Show more

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Cited by 5 publications
(2 citation statements)
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“…Ipomotaoside A ( 40 ) isolated from I. batatas showed remarkable inhibitory activities against COX‐1 and COX‐2 with IC 50 values of 9.3 and 14.5 μM, respectively, while its analog ipomotaoside B ( 41 ) showed lower COX‐1 and COX‐2 inhibitory activities with IC 50 values higher than 100 μM 61 . The docking study between ipomotaoside A ( 40 ) and the COXs suggests a direct interaction between heme group and an acyl chain on both COX‐1 and COX‐2, suggesting that the acyl group is the main responsible for the pharmacological effect of ipomotaoside A ( 40 ) 123 …”
Section: Biological Activitiesmentioning
confidence: 99%
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“…Ipomotaoside A ( 40 ) isolated from I. batatas showed remarkable inhibitory activities against COX‐1 and COX‐2 with IC 50 values of 9.3 and 14.5 μM, respectively, while its analog ipomotaoside B ( 41 ) showed lower COX‐1 and COX‐2 inhibitory activities with IC 50 values higher than 100 μM 61 . The docking study between ipomotaoside A ( 40 ) and the COXs suggests a direct interaction between heme group and an acyl chain on both COX‐1 and COX‐2, suggesting that the acyl group is the main responsible for the pharmacological effect of ipomotaoside A ( 40 ) 123 …”
Section: Biological Activitiesmentioning
confidence: 99%
“…61 The docking study between ipomotaoside A (40) and the COXs suggests a direct interaction between heme group and an acyl chain on both COX-1 and COX-2, suggesting that the acyl group is the main responsible for the pharmacological effect of ipomotaoside A (40). 123…”
Section: Anti-inflammatory Effectsmentioning
confidence: 99%