Anti-inflammatory xenicane-type diterpenoid from the intertidal brown seaweed Sargassum ilicifolium

Shilpa, K P and Chakraborty, Kajal (2020) Anti-inflammatory xenicane-type diterpenoid from the intertidal brown seaweed Sargassum ilicifolium. Natural Product Research. pp. 1-11.

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Abstract

Chemical analysis of the organic extract from intertidal brown seaweed Sargassum ilicifolium (family Sargassaceae) characterised an undescribed xenicane-type diterpenoid sargilicixenicane, eluci-dated as 3-(17-hydroxy-14-methylhept-13-en-10-yl)-6-methylhexa-hydro-1H-cyclonona[c]furan-4,19-diyl diacetate (compound 1). The studied compound exhibited prospective free radical quenching potential (IC50 1.2-1.4 mM) in comparison with commercial antioxi-dant (a-tocopherol, IC50 > 1.40 mM). Attenuation property of sar-gilicixenicane against pro-inflammatory enzyme, 5-lipoxygenase (IC50 4.70 mM) was comparable with that displayed by the non-steroidal anti-inflammatory agent ibuprofen (IC50 4.51 mM). Greater selectivity index displayed by the studied xenicane-type diterpenoid (1.42) than that exhibited by ibuprofen (0.44) recog-nised the selective attenuation potential of the former against the inducible cyclooxygenase-2 and 5-lipoxygenase enzymes. Higher electronic parameters (topological polar surface area, 82.06) and balanced hydrophobic-hydrophilic property (octanol-water parti-tion coefficient 2.94) coupled with docking score (-11.17 kcal mol-1 ) and lower binding energy (-9.61 kcal mol-1 ) with the active site of 5-lipoxygenase supported the significant anti-inflam-matory properties of the studied xenicane-type diterpeno

Item Type:	Article
Uncontrolled Keywords:	Sargassum ilicifolium; Sargassaceae; xenicane-type diterpenoid; cyclooxygenase and lipoxygenase; anti-inflammator
Subjects:	Biochemistry > Bioactive compounds Biochemistry Fish Biotechnology
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 Oct 2019 06:08
Last Modified:	10 Sep 2021 04:38
URI:	http://eprints.cmfri.org.in/id/eprint/13902

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