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Isolation and Characterization of Nuciferoic Acid, a Novel Keto Fatty Acid with Hyaluronidase Inhibitory Activity from Cocos nucifera Linn. Endocarp

Author(s):

Rajeev K Singla , Mohammed Ali, Mohammad A. Kamal and Ashok K Dubey *   Pages 1 - 12 ( 12 )

Abstract:


Background: Inflammation and oxidative stress are very closely related pathophysiological processes and linked to multiple chronic diseases. Traditionally, the coconut fruits were used in Guatemala for treatment of dermatitis and inflammation. Isolation of the anti-inflammatory agent from the hard shell of the coconut fruit was targeted in the current study.

Methods: Fractionation of ethanolic extract of the coconut hard shell was done by using column chromatography, solvent treatments and TLC that led to the isolation of molecule.

Results and Discussion: Spectral characterization of the molecule by LC-MS/MS QTOF, FTIR, 1H-NMR, 13C-NMR, HMQC and HMBC indicated that it is a novel keto fatty acid, which is named as nuciferoic acid. Hylauronidase inhibitory potential of the nuciferoic acid was found to be moderate. It was further docked in all the ten cavities of hyaluronidase and was compared with the substrate hyaluronic acid. Cavity 1 and cavity 4 could be the probable sites of action on hyaluronidase for nuciferoic acid. ADME and toxicological characterization suggested that the key sites of metabolism on nuciferoic acid are C1, C2, C14 and C17. Toxicity prediction against 55 toxicological endpoints revealed that nuciferoic acid doesn’t have any indication of existing toxicological features.

Conclusion: A novel keto fatty acid, nuciferoic acid, from C. nucifera hard shell has been isolated and characterized. It was found to inhibit hyaluronidase activity, which indicated its potential application as an anti-inflammatory drug or as an adjuvant.

Keywords:

Keto fatty acid, Novel phytomolecule, Hard shell, Coconut, Endocarp, Anti-inflammatory agent.

Affiliation:

Division of Biological Sciences and Engineering, Netaji Subhas Institute of Technology, Sector - 3, Dwarka, New Delhi-110078, Department of Pharmacognosy and Phytochemistry, Faculty of Pharmacy, Jamia Hamdard (Hamdard University), New Delhi, King Fahd Medical Research Center, King Abdulaziz University, P. O. Box 80216, Jeddah 21589, Division of Biological Sciences and Engineering, Netaji Subhas Institute of Technology, Sector - 3, Dwarka, New Delhi-110078



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