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Clathriketal, a new tricyclic spiroketal compound from marine sponge Clathria prolifera attenuates serine exopeptidase dipeptidyl peptidase-IV

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Relation http://eprints.cmfri.org.in/15232/
https://www.tandfonline.com/doi/abs/10.1080/14786419.2021.1956491
https://doi.org/10.1080/14786419.2021.1956491
 
Title Clathriketal, a new tricyclic spiroketal compound from
marine sponge Clathria prolifera attenuates serine
exopeptidase dipeptidyl peptidase-IV
 
Creator Francis, Prima
Chakraborty, Kajal
 
Subject Bioprospecting
Bioactive compounds
 
Description An undescribed tricyclic spiroketal compound clathriketal was purified from the solvent extract of the Microcionidae sponge Clathria prolifera, and was characterised as 7-(hydroxymethyl)-13-methoxy-3,11-dimethyl-4-oxo-octahydrospiro[chromene-9,13-pyran]-11-yl propionate by spectroscopic experiments. Clathriketal exhibited significant anti-hyperglycemic property by attenuating serine protease dipeptidyl peptidase-IV (IC50 0.37 mM), and its activity was comparable with the standard diprotin A (IC50 0.31 mM). The spiroketal also exhibited significant inhibitory potentials against carbolytic enzymes α-glucosidase (IC50 0.43 mM) and α-amylase (IC50 0.41 mM). Superior antioxidant properties of clathriketal against the oxidants, 2, 2′-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid and 2, 2-diphenyl-1-picrylhydrazyl (IC50 ∼1.2 mM) also reinforced its promising anti-hyperglycemic activity. Considerably greater topological surface area (91.29) coupled with lesser steric parameters of clathriketal, as elucidated from the structure-activity relationship analyses could further ascribe the improved ligand-receptor interactions resulting in its prospective anti-hyperglycemic activity. Molecular docking analysis of clathriketal with dipeptidyl peptidase-IV recorded lesser binding energy (–9.63 kcal/mol), which further corroborated its prospective antihyperglycemic activity.
 
Publisher Taylor and Francis
 
Date 2021
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/15232/1/Natural%20Product%20Research_2021_Kajal%20Chakraborty_%20Clathriketal%2C%20a%20new%20tricyclic%20spiroketal%20compound.pdf
Francis, Prima and Chakraborty, Kajal (2021) Clathriketal, a new tricyclic spiroketal compound from marine sponge Clathria prolifera attenuates serine exopeptidase dipeptidyl peptidase-IV. Natural Product Research. ISSN 1478-6427 (Online)