Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis

A new anthraquinone, 2-hydroxymethyl-10-hydroxy-1, 4-anthraquinone (9) was isolated from the dried aerial part of Hedyotis herbacea (Rubiaceae) together with five other known compounds, 1,4-dihydroxy-2-hydroxymethylantbraquinone (10), 2,3-dimethoxy-9-hydroxy-l,4-anthraquinone (11), 1,4-dihydroxy-...

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Main Author:	Permana, Dharma
Format:	Thesis
Language:	English English
Published:	2002
Subjects:	Garcinia Phytochemicals Botany
Online Access:	http://psasir.upm.edu.my/id/eprint/9383/1/FSAS_2002_18.pdf
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id	my-upm-ir.9383
record_format	uketd_dc
spelling	my-upm-ir.93832024-02-21T04:32:32Z Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis 2002-01 Permana, Dharma A new anthraquinone, 2-hydroxymethyl-10-hydroxy-1, 4-anthraquinone (9) was isolated from the dried aerial part of Hedyotis herbacea (Rubiaceae) together with five other known compounds, 1,4-dihydroxy-2-hydroxymethylantbraquinone (10), 2,3-dimethoxy-9-hydroxy-l,4-anthraquinone (11), 1,4-dihydroxy-2,3- dimethoxylanthraquinone (12), kaempferol 3-0-rutinose (13) and arbutin (14). Extraction and isolation of the constituents from Hedyotis diffusa has yielded three compounds, quercetin 3-0-glucose (15), quercetin 3-0-rutinose (16) and asperuloside (17). Three new prenylated compounds, the depsidone atrovirisidone (24), the benzoquinone atrovirinone (25) and the hydro quinone 4-methyldihydroatrovirinone (26), along with three known compounds, 14-cis-docosenoic acid (27), morelloflavone (28) and fukugiside (29) have been isolated from the ethyl acetate fraction of the methanol crude extract of the dried roots of Garcinia atroviridis. In the biological activity assay, quercetin 3-0-glucose (15), quercetin 3-0- rutinose (16), atrovirisidone (24), morelloflavone (28) and fukugiside (29) were found to have stronger antioxidant activity than vitamin E. 2-hydroxymethyl-lOhydroxy- l,4-anthraquinone (9) and quercetin 3-0-rutinose (16) showed strong toxic activity in the brine shrimp lethality assay with a 50 % lethal concentration of 9.7 µg/mL and 23. 4 µg/mL, respectively. Atrovirisidone (24) and atrovirinone (25) were very effective against the microbe Bacillus subtilis (mutant type) and Bacillus subtilis (wild type) (MID 10 Ilg/disc for both). Quercetin 3-0-glucose (15), quercetin 3-0-rutinose (16), 4-methyl-dihydroatrovirinone (26), morelloflavone (28) and fukugiside (29) showed weak activity compared to atrovirisidone (24) and atrovirinone (25) but it is still significantly active (MID 100 µg/disc for all compounds). Only atrovirisidone (24) exhibited cytotoxic activity towards HeLa cells at IC₅₀ 15 µg/mL that was comparable to the standards doxorubicin (IC₅₀ 11 µg/mL) and colchicine (IC₅₀ 21 µg/mL). Garcinia Phytochemicals Botany 2002-01 Thesis http://psasir.upm.edu.my/id/eprint/9383/ http://psasir.upm.edu.my/id/eprint/9383/1/FSAS_2002_18.pdf text en public doctoral Universiti Putra Malaysia Garcinia Phytochemicals Botany Faculty of Science and Environmental Studies Lajis, Nordin English
institution	Universiti Putra Malaysia
collection	PSAS Institutional Repository
language	English English
advisor	Lajis, Nordin
topic	Garcinia Phytochemicals Botany
spellingShingle	Garcinia Phytochemicals Botany Permana, Dharma Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis
description	A new anthraquinone, 2-hydroxymethyl-10-hydroxy-1, 4-anthraquinone (9) was isolated from the dried aerial part of Hedyotis herbacea (Rubiaceae) together with five other known compounds, 1,4-dihydroxy-2-hydroxymethylantbraquinone (10), 2,3-dimethoxy-9-hydroxy-l,4-anthraquinone (11), 1,4-dihydroxy-2,3- dimethoxylanthraquinone (12), kaempferol 3-0-rutinose (13) and arbutin (14). Extraction and isolation of the constituents from Hedyotis diffusa has yielded three compounds, quercetin 3-0-glucose (15), quercetin 3-0-rutinose (16) and asperuloside (17). Three new prenylated compounds, the depsidone atrovirisidone (24), the benzoquinone atrovirinone (25) and the hydro quinone 4-methyldihydroatrovirinone (26), along with three known compounds, 14-cis-docosenoic acid (27), morelloflavone (28) and fukugiside (29) have been isolated from the ethyl acetate fraction of the methanol crude extract of the dried roots of Garcinia atroviridis. In the biological activity assay, quercetin 3-0-glucose (15), quercetin 3-0- rutinose (16), atrovirisidone (24), morelloflavone (28) and fukugiside (29) were found to have stronger antioxidant activity than vitamin E. 2-hydroxymethyl-lOhydroxy- l,4-anthraquinone (9) and quercetin 3-0-rutinose (16) showed strong toxic activity in the brine shrimp lethality assay with a 50 % lethal concentration of 9.7 µg/mL and 23. 4 µg/mL, respectively. Atrovirisidone (24) and atrovirinone (25) were very effective against the microbe Bacillus subtilis (mutant type) and Bacillus subtilis (wild type) (MID 10 Ilg/disc for both). Quercetin 3-0-glucose (15), quercetin 3-0-rutinose (16), 4-methyl-dihydroatrovirinone (26), morelloflavone (28) and fukugiside (29) showed weak activity compared to atrovirisidone (24) and atrovirinone (25) but it is still significantly active (MID 100 µg/disc for all compounds). Only atrovirisidone (24) exhibited cytotoxic activity towards HeLa cells at IC₅₀ 15 µg/mL that was comparable to the standards doxorubicin (IC₅₀ 11 µg/mL) and colchicine (IC₅₀ 21 µg/mL).
format	Thesis
qualification_level	Doctorate
author	Permana, Dharma
author_facet	Permana, Dharma
author_sort	Permana, Dharma
title	Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis
title_short	Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis
title_full	Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis
title_fullStr	Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis
title_full_unstemmed	Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis
title_sort	phytochemical and biological activity studies of hedyotis herbacea, hedyotis diffusa and roots of garcinia atroviridis
granting_institution	Universiti Putra Malaysia
granting_department	Faculty of Science and Environmental Studies
publishDate	2002
url	http://psasir.upm.edu.my/id/eprint/9383/1/FSAS_2002_18.pdf
_version_	1794018831274868736

Phytochemical and Biological Activity Studies of Hedyotis Herbacea, Hedyotis Diffusa and Roots of Garcinia Atroviridis

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