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Ulvapyrone, a pyrone-linked benzochromene from sea lettuce Ulva lactuca Linnaeus (family Ulvaceae): newly described anti-inflammatory agent attenuates arachidonate 5-lipoxygenase

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Relation http://eprints.cmfri.org.in/15345/
https://www.tandfonline.com/doi/full/10.1080/14786419.2021.1976173
https://doi.org/10.1080/14786419.2021.1976173
 
Title Ulvapyrone, a pyrone-linked benzochromene from sea
lettuce Ulva lactuca Linnaeus (family Ulvaceae): newly
described anti-inflammatory agent attenuates
arachidonate 5-lipoxygenase
 
Creator Chakraborty, Kajal
Dhara, Subhajit
Elizabeth Mani, Aswathy
 
Subject Biochemical composition
Biochemistry
Algae
 
Description Green marine macroalgae, particularly Ulva lactuca, is an essential
constituent of the cuisines in many Asian countries. The present
work aims to separate a bioactive pyrone attached benzochro-mene analogue, named as ulvapyrone from the organic extract of
U. lactuca, followed by its structural characterisation as 2-f(6a0
-
hydroxyethyl-40
-methyltetrahydro-2H-pyran-20
-one)-60
-ylg-4-
methyl-7-ethylacetate-8-hydroxy-7, 8-dihydrobenzo [de]chromene.
Ulvapyrone exhibited prospective inhibition property against
arachidonate 5-lipoxygenase (IC50 -1 mg mL-1
) comparable to
that demonstrated by ibuprofen (IC50 0.9 mg mL-1
), which con-noted its anti-inflammatory activity. The studied benzochromene
exhibited promising antioxidant potential (IC50 0.5–0.6 mg mL-1
),
which further reinforced its attenuation property against 5-lipoxy-genase. Bioactivities of ulvapyrone were linearly correlated with
electronic parameter (topological polar surface area -102) along
with less binding energy (–8.22 kcal mol-1
) with the allosteric site
of 5-lipoxygenase. In silico predictions of physicochemical parameters along with absorption, distribution, metabolism and excretion
could recognise the acceptable oral bioavailability of ulvapyrone.
 
Publisher Taylor and Francis
 
Date 2021
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/15345/1/NATURAL%20PRODUCT%20RESEARCH_2021_Kajal%20Chakraborty.pdf
Chakraborty, Kajal and Dhara, Subhajit and Elizabeth Mani, Aswathy (2021) Ulvapyrone, a pyrone-linked benzochromene from sea lettuce Ulva lactuca Linnaeus (family Ulvaceae): newly described anti-inflammatory agent attenuates arachidonate 5-lipoxygenase. Natural Product Research. pp. 1-11. ISSN 1478-6427 (Online)