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First report of antioxidative abeo-oleanenes from red seaweed Gracilaria salicornia as dual inhibitors of starch digestive enzymes

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Relation http://eprints.cmfri.org.in/13614/
https://link.springer.com/article/10.1007%2Fs00044-019-02328-2
https://doi.org/10.1007/s00044-019-02328-2
 
Title First report of antioxidative abeo-oleanenes from red seaweed
Gracilaria salicornia as dual inhibitors of starch digestive enzymes
 
Creator Chakraborty, Kajal
Antony, Tima
 
Subject Bioactive compound
New record
Seaweed
Algae
 
Description Carbolytic enzyme-associated cascades have been considered as potential curative target in attenuating diabetic mellitus
pathogenesis. Two oleanene class of triterpenoids characterised as 24(4→23), 27(8→26), 30(20→29)-tris-abeo-olean-(12-
oxo)-1,15,22-triene-methyl hept-5-enoate (1) and 24(4→23)-abeo-olean-(12-oxo)-3,5-diene-deconoate (2) with potential
inhibitory activities against the starch digestive enzymes α-glucosidase and α-amylase, were purified from the organic extract
of intertidal red seaweed Gracilaria salicornia (family Gracilariaceae). Structural interpretation of compounds was carried
out by detailed spectroscopic analysis, and their antioxidant/anti-diabetic potentials were assessed. Inhibitory potential of
abeo-oleanene derivative (2) towards the starch digestive enzymes, α-glucosidase (IC50 0.29 mM) and α-amylase (IC50 0.32
mM) were greater than those displayed by its abeo-oleanene chemotype 1 (IC50 0.34–0.40 mM). The molecular modelling
studies were performed to designate the α-amylase and α-glucosidase inhibitory mechanism of oleanene analogues, and
the comparison of docking parameters suggested that compound 2 exhibited least binding energy of −10.04 and −9.84 kcal
mol−1 towards α-amylase and α-glucosidase respectively, and those results were corroborated with its greater inhibition
potential against carbolytic enzymes. These results demonstrated that abeo-oleanene derivative (2) might constitute
prospective anti-hyperglycaemic pharmaceutical candidate to moderate the likelihood of type-II diabetes.
 
Date 2019
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/13614/1/Medicinal%20Chemistry%20Research_2019_Kajal%20Chakraborty_.pdf
Chakraborty, Kajal and Antony, Tima (2019) First report of antioxidative abeo-oleanenes from red seaweed Gracilaria salicornia as dual inhibitors of starch digestive enzymes. Medicinal Chemistry Research, 28 (5). pp. 696-710.