Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume

Investigations on the chemical constituents of A. fulvicortex, A. integer var. silvestris and A. rigidus have been carried out. All the extracts were obtained from maceration method by successive extractions using petroleum ether, dichloromethane, ethyl acetate and methanol as solvents. A total of s...

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Main Author:	Kamaruddin Shah, Masuri Kama
Format:	Thesis
Language:	English
Published:	2019
Subjects:	QD Chemistry
Online Access:	http://eprints.utm.my/id/eprint/81099/1/MasuriKamaKamaruddinPFS2019.pdf
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spelling	my-utm-ep.810992019-07-24T03:09:41Z Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume 2019-03 Kamaruddin Shah, Masuri Kama QD Chemistry Investigations on the chemical constituents of A. fulvicortex, A. integer var. silvestris and A. rigidus have been carried out. All the extracts were obtained from maceration method by successive extractions using petroleum ether, dichloromethane, ethyl acetate and methanol as solvents. A total of sixteen compounds were successfully isolated; nine from A. fulvicortex, five from A. integer var. silvestris and two from A. rigidus. Purification of the extract from heartwood of A. fulvicortex led to the isolation of catechin, oxyresveratrol, lupeol-3-acetate and fridelin. 5-Hydroxy-(6:7,3':4')-di(2,2- dimethylpyrano)flavone, carpachromene, norartoarpetin, cycloartocarpesin and fridelin were isolated from the leaves of A. fulvicortex. Purification on the barks extract of A. integer var. silvestris afforded one new pyranoflavone class named as methoxycyclocommunol along with four known flavonoids, heteroflavanone A, artonin F, cudraflavone C and cyclocommunol. Recrystallisation of a fraction from the ethyl acetate barks extract of A. rigidus gave artonin E while purification of the dichloromethane extract yielded cyclorigidol. All the pure compounds except cycloartocarpesin and cyclocommunol were tested for their anti-inflammatory properties using radioimmunoassay method on human whole blood. Compounds that inhibited prostaglandin E2 (PGE2) production greater than 55% were tested in serial concentration to determine the IC50 values. Cudraflavone C exhibited the strongest inhibition toward vasoactive PGE2 with IC50 value of 0.03 µg/mL which is higher than positive control, indomethacin that gave IC50 value of 0.06 µg/mL. Catechin and oxyresveratrol showed significant values of inhibition against butyrylcholinesterase enzyme in dose dependent manner. The IC50 values of catechin and oxyresveratrol are 25.0 mM and 3.13 mM, respectively. 2019-03 Thesis http://eprints.utm.my/id/eprint/81099/ http://eprints.utm.my/id/eprint/81099/1/MasuriKamaKamaruddinPFS2019.pdf application/pdf en public http://dms.library.utm.my:8080/vital/access/manager/Repository/vital:125016 phd doctoral Universiti Teknologi Malaysia, Faculty of Science Faculty of Science
institution	Universiti Teknologi Malaysia
collection	UTM Institutional Repository
language	English
topic	QD Chemistry
spellingShingle	QD Chemistry Kamaruddin Shah, Masuri Kama Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume
description	Investigations on the chemical constituents of A. fulvicortex, A. integer var. silvestris and A. rigidus have been carried out. All the extracts were obtained from maceration method by successive extractions using petroleum ether, dichloromethane, ethyl acetate and methanol as solvents. A total of sixteen compounds were successfully isolated; nine from A. fulvicortex, five from A. integer var. silvestris and two from A. rigidus. Purification of the extract from heartwood of A. fulvicortex led to the isolation of catechin, oxyresveratrol, lupeol-3-acetate and fridelin. 5-Hydroxy-(6:7,3':4')-di(2,2- dimethylpyrano)flavone, carpachromene, norartoarpetin, cycloartocarpesin and fridelin were isolated from the leaves of A. fulvicortex. Purification on the barks extract of A. integer var. silvestris afforded one new pyranoflavone class named as methoxycyclocommunol along with four known flavonoids, heteroflavanone A, artonin F, cudraflavone C and cyclocommunol. Recrystallisation of a fraction from the ethyl acetate barks extract of A. rigidus gave artonin E while purification of the dichloromethane extract yielded cyclorigidol. All the pure compounds except cycloartocarpesin and cyclocommunol were tested for their anti-inflammatory properties using radioimmunoassay method on human whole blood. Compounds that inhibited prostaglandin E2 (PGE2) production greater than 55% were tested in serial concentration to determine the IC50 values. Cudraflavone C exhibited the strongest inhibition toward vasoactive PGE2 with IC50 value of 0.03 µg/mL which is higher than positive control, indomethacin that gave IC50 value of 0.06 µg/mL. Catechin and oxyresveratrol showed significant values of inhibition against butyrylcholinesterase enzyme in dose dependent manner. The IC50 values of catechin and oxyresveratrol are 25.0 mM and 3.13 mM, respectively.
format	Thesis
qualification_name	Doctor of Philosophy (PhD.)
qualification_level	Doctorate
author	Kamaruddin Shah, Masuri Kama
author_facet	Kamaruddin Shah, Masuri Kama
author_sort	Kamaruddin Shah, Masuri Kama
title	Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume
title_short	Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume
title_full	Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume
title_fullStr	Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume
title_full_unstemmed	Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume
title_sort	chemical constituents and bioactivity studies of artocarpus fulvicortex f. m. jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume
granting_institution	Universiti Teknologi Malaysia, Faculty of Science
granting_department	Faculty of Science
publishDate	2019
url	http://eprints.utm.my/id/eprint/81099/1/MasuriKamaKamaruddinPFS2019.pdf
_version_	1747818306683797504

Chemical constituents and bioactivity studies of artocarpus fulvicortex F. M. Jarret, artocarpus integer var. silvestris corner and artocarpus rigidus blume

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