Antioxidant and anti-inflammatory oxygenated meroterpenoids from the thalli of red seaweed Kappaphycus alvarezii

Chakraborty, Kajal and Makkar, Fasina (2018) Antioxidant and anti-inflammatory oxygenated meroterpenoids from the thalli of red seaweed Kappaphycus alvarezii. Medicinal Chemistry Research, 27 (8). pp. 2016-2026.

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Abstract

Three antioxidant and anti-inflammatory oxygenated meroterpenoids, 1-(3-methoxypropyl)-2-propylcyclohexane (C13) (1), 3-(methoxymethyl)heptyl 3-(cyclohex-3-enyl) propanoate (C18) (2), and 2-ethyl-6-(4-methoxy-2-((2-oxotetrahydro-2Hpyran- 4-yl)methyl)butoxy)-6-oxohexyl 5-ethyloct-4-enoate (C29) (3) were purified from the methanol:ethyl acetate fraction of red seaweed Kappaphycus alvarezii (family Solieriaceae) collected from the Gulf-of-Mannar on the southeast coast of peninsular India. The highly oxygenated C29 meroterpenoid 3 displayed potential antioxidative activities (IC50 < 0.35 mg/ mL) as evaluated by 2, 2’-azino-bis (3-ethylbenzothiazoline)-6-sulphonic acid and 1, 1-diphenyl-2-picryl-hydrazil free radical scavenging assays. The compound 3 displayed potential in vitro inhibitory activities towards pro-inflammatory 5- lipoxidase (IC50 1.04 mg/mL), which indicated its potential anti-inflammatory properties against inducible inflammatory mediators causing an inflammatory response. Structure-activity relationship analyses displayed the functional roles of lipophilic-hydrophobic characteristics and electronic parameter to determine its potential anti-inflammatory activity in terms of inhibiting inducible inflammatory cyclooxygenase and lipoxidase.

Item Type:	Article
Uncontrolled Keywords:	Kappaphycus alvarezii, Solieriaceae, Oxygenated C29 meroterpenoid, Antioxidant, Anti-inflammatory activity, Inducible inflammatory mediators
Subjects:	Fish Biotechnology > Bioactive compound Algae > Seaweed
Divisions:	CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division Subject Area > CMFRI > CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division Subject Area > CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division
Depositing User:	Arun Surendran
Date Deposited:	21 Jul 2018 04:41
Last Modified:	21 Jul 2018 04:41
URI:	http://eprints.cmfri.org.in/id/eprint/12979

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