Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri

The stem barks and leaves of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.Arg from the family Euphorbiaceae were investigated for their phytochemical and biological properties. The objectives of this study are to isolate chemical compounds from the plant, to elucidate the structure of the isolated...

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Main Author:	Muhamad Nazeri, Hamizah
Format:	Thesis
Language:	English
Published:	2020
Subjects:	Biochemistry Medical botany (General)
Online Access:	https://ir.uitm.edu.my/id/eprint/59085/1/59085.pdf
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id	my-uitm-ir.59085
record_format	uketd_dc
spelling	my-uitm-ir.590852022-04-29T04:09:33Z Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri 2020-07 Muhamad Nazeri, Hamizah Biochemistry Medical botany (General) The stem barks and leaves of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.Arg from the family Euphorbiaceae were investigated for their phytochemical and biological properties. The objectives of this study are to isolate chemical compounds from the plant, to elucidate the structure of the isolated compounds, to propose plausible biogenetic pathway of the new compound and to discuss the biosynthetic pathway of the isolated flavonoids, and to evaluate DPPH radical scavenging activity of crude extracts and purified flavonoids. Several chromatographic techniques were used to separate the compounds including vacuum liquid chromatography (VLC), column chromatography (CC), radial chromatography (RC), and high performance liquid chromatography (HPLC). Malayhypoleucin A (new compound-HS1) and scopoletin (HS2) were purified from the stem barks of M. hypoleuca, while five flavanones, known as 5,4’-dihydroxy-7-methoxyflavanone (HL1), 7-O-methyleriodictyol (HL2), 8- prenylnaringenin (HL3), 6-(3-hydroxy-3-methyl)naringenin (HL4), and tomentosanol D (HL5), two flavonols, quercetin (HL6) and kaempferol (HL7), and one phenolic compound known as 3,4-dihydroxybenzoic acid (HL8) were isolated from the leaves of M. hypoleuca. The structure of the compounds was elucidated based on several spectroscopic methods such as mass spectroscopy (MS), 1D and 2D NMR data, UVVis, ATR-IR and comparison with the reported data. Biosynthesis of malayhypoleucin A (new compound) was proposed from the acetate pathway, while flavonoids were derived from shikimate and phenylpropanoid pathways. Crude extracts (hexane, ethyl acetate and acetone), and five flavonoids, HL1, HL3, HL5, HL6, and HL7 were evaluated for DPPH radical scavenging activity. Hexane and ethyl acetate extracts, along with HL6 and HL7 showed strong activity with percent inhibition more than 90% at 100 μg/ml. Hexane extract and HL5 displayed moderate activity with percent inhibition of 60.5% and 50.3% respectively at 100 μg/ml, while HL1 and HL3 have weak activity with percent inhibition of 20% and 25% at 100 μg/ml. 2020-07 Thesis https://ir.uitm.edu.my/id/eprint/59085/ https://ir.uitm.edu.my/id/eprint/59085/1/59085.pdf text en public masters Universiti Teknologi MARA Faculty of Applied Sciences Ahmat, Norizan (Assoc. Prof. Dr.) Kamarozaman, Aisyah Salihah (Dr.)
institution	Universiti Teknologi MARA
collection	UiTM Institutional Repository
language	English
advisor	Ahmat, Norizan (Assoc. Prof. Dr.) Kamarozaman, Aisyah Salihah (Dr.)
topic	Biochemistry Medical botany (General)
spellingShingle	Biochemistry Medical botany (General) Muhamad Nazeri, Hamizah Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri
description	The stem barks and leaves of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.Arg from the family Euphorbiaceae were investigated for their phytochemical and biological properties. The objectives of this study are to isolate chemical compounds from the plant, to elucidate the structure of the isolated compounds, to propose plausible biogenetic pathway of the new compound and to discuss the biosynthetic pathway of the isolated flavonoids, and to evaluate DPPH radical scavenging activity of crude extracts and purified flavonoids. Several chromatographic techniques were used to separate the compounds including vacuum liquid chromatography (VLC), column chromatography (CC), radial chromatography (RC), and high performance liquid chromatography (HPLC). Malayhypoleucin A (new compound-HS1) and scopoletin (HS2) were purified from the stem barks of M. hypoleuca, while five flavanones, known as 5,4’-dihydroxy-7-methoxyflavanone (HL1), 7-O-methyleriodictyol (HL2), 8- prenylnaringenin (HL3), 6-(3-hydroxy-3-methyl)naringenin (HL4), and tomentosanol D (HL5), two flavonols, quercetin (HL6) and kaempferol (HL7), and one phenolic compound known as 3,4-dihydroxybenzoic acid (HL8) were isolated from the leaves of M. hypoleuca. The structure of the compounds was elucidated based on several spectroscopic methods such as mass spectroscopy (MS), 1D and 2D NMR data, UVVis, ATR-IR and comparison with the reported data. Biosynthesis of malayhypoleucin A (new compound) was proposed from the acetate pathway, while flavonoids were derived from shikimate and phenylpropanoid pathways. Crude extracts (hexane, ethyl acetate and acetone), and five flavonoids, HL1, HL3, HL5, HL6, and HL7 were evaluated for DPPH radical scavenging activity. Hexane and ethyl acetate extracts, along with HL6 and HL7 showed strong activity with percent inhibition more than 90% at 100 μg/ml. Hexane extract and HL5 displayed moderate activity with percent inhibition of 60.5% and 50.3% respectively at 100 μg/ml, while HL1 and HL3 have weak activity with percent inhibition of 20% and 25% at 100 μg/ml.
format	Thesis
qualification_level	Master's degree
author	Muhamad Nazeri, Hamizah
author_facet	Muhamad Nazeri, Hamizah
author_sort	Muhamad Nazeri, Hamizah
title	Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri
title_short	Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri
title_full	Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri
title_fullStr	Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri
title_full_unstemmed	Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri
title_sort	chemical constituents from the leaves and stem barks of macaranga hypoleuca (rchb.f. & zoll.) müll.arg / hamizah muhamad nazeri
granting_institution	Universiti Teknologi MARA
granting_department	Faculty of Applied Sciences
publishDate	2020
url	https://ir.uitm.edu.my/id/eprint/59085/1/59085.pdf
_version_	1783735016178581504

Chemical constituents from the leaves and stem barks of Macaranga hypoleuca (Rchb.f. & Zoll.) Müll.arg / Hamizah Muhamad Nazeri

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