New sterols with anti-inflammatory potentials against cyclooxygenase-2 and 5-lipoxygenase from Paphia malabarica

Joy, Minju and Chakraborty, Kajal and Raola, Vamshi Krishna (2017) New sterols with anti-inflammatory potentials against cyclooxygenase-2 and 5-lipoxygenase from Paphia malabarica. Natural Product Research, 31. pp. 1286-1298. ISSN 1478-6427 (Online)

[img] Text
New sterols with anti inflammatory potentials from Paphia malabarica_Kajal Chakraborty_Natural Product Research_2017.pdf
Restricted to Registered users only

Download (1MB) | Request a copy
Official URL: https://www.ncbi.nlm.nih.gov/pubmed/27736157

Abstract

Marine bivalves occupy a leading share in the total edible molluscs at the coastline regions of south-eastern Asia, and are found to possess significant nutritional and biological potential. Various in vitro evaluation (antioxidant and anti-inflammatory) guided purification of ethyl acetate–methanol (EtOAc–MeOH) extract of bivalve clam, Paphia malabarica characterised two new sterol derivatives as 23-gem-dimethylcholesta-5-en-3β-ol (1) and (22E)- 241,242-methyldihomocholest-5,22-dien-3β-ol (2) collected from the south-west coast of Arabian Sea. Their structures were unambiguously assigned on the basis of 1D, 2D NMR spectroscopy and mass spectrometry. The antioxidant and anti-inflammatory activities of 2 as determined by DPPH/ABTS+ radical scavenging and anticyclooxygenase- 2/5-lipoxygenase assays were significantly greater (IC50 < 1 mg/mL) than 1 (IC50 > 1 mg/mL). Structure–activity relationship analysis revealed that the bioactivities of these compounds were directly proportional to the electronic and lipophilic parameters. This is the first report of the occurrence and characterisation of 23-gemdimethyl- 3β-hydroxy-Δ5-cholestane nucleus and C-30 dihomosterol from marine organisms.

Item Type: Article
Uncontrolled Keywords: (22E)-241,242-methyldihomocholest-5,22-dien-3β-ol; 23-gem-dimethylcholesta-5-en-3β-ol; Bivalve clam; Paphia malabarica; anti-inflammatory activity
Subjects: Fish Biotechnology
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: 09 Dec 2016 10:13
Last Modified: 20 Feb 2017 05:44
URI: http://eprints.cmfri.org.in/id/eprint/11342

Actions (login required)

View Item View Item