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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 benzochromene analogue, named as ulvapyrone from the organic extract of  U. lactuca , followed by its structural characterisation as 2-{(6a′-hydroxyethyl-4′-methyltetrahydro-2 H -pyran-2′-one)-6′-yl}-4-methyl-7-ethylacetate-8-hydroxy-7, 8-dihydrobenzo [ de ]chromene. Ulvapyrone exhibited prospective inhibition property against arachidonate 5-lipoxygenase (IC 50  ∼1 mg mL −1 ) comparable to that demonstrated by ibuprofen (IC 50  0.9 mg mL −1 ), which connoted its anti-inflammatory activity. The studied benzochromene exhibited promising antioxidant potential (IC 50  0.5–0.6 mg mL −1 ), which further reinforced its attenuation property against 5-lipoxygenase. 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.

natural product research

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