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

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)

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Abstract

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.

Item Type: Article
Uncontrolled Keywords: Sea lettuce Ulva lactuca Linnaeus; Ulvaceae; ulvapyrone; anti�inflammatory; arachidonate 5-lipoxygenase
Subjects: Biochemistry > Biochemical composition
Biochemistry
Algae
Divisions: CMFRI-Kochi > Marine Biotechnology
Subject Area > CMFRI > CMFRI-Kochi > Marine Biotechnology
CMFRI-Kochi > Marine Biotechnology
Subject Area > CMFRI-Kochi > Marine Biotechnology
Depositing User: Arun Surendran
Date Deposited: 23 Sep 2021 06:40
Last Modified: 23 Sep 2021 06:40
URI: http://eprints.cmfri.org.in/id/eprint/15345

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