Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth

Syzygium campanulatum Korth is an equatorial, evergreen, aboriginal shrub of Malaysia. Conventionally it has been used as a stomachic. However, in the currently conducted study dimethyl cardamonin or 2′,4′-dihydroxy-6′-methoxy-3′,5′-dimethylchalcone (DMC) was isolated from S. campanulatum Korth, lea...

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Main Authors: Abdul Hakeem Memon, Zhari Ismail, Abdalrahim F. A. Aisha, Fouad Saleih Resq Al-Suede, Mohammad Shahrul Ridzuan Hamil, Suzana Hashim, Mohammed Ali Ahmed Saeed, Madeeha Laghari, Amin Malik Shah Abdul Majid
Format: Article
Language:English
Published: Hindawi Limited 2014-01-01
Series:Evidence-Based Complementary and Alternative Medicine
Online Access:http://dx.doi.org/10.1155/2014/470179
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spelling doaj-bff4566967e540ebb45fc03a7dcad9cb2020-11-24T23:46:03ZengHindawi LimitedEvidence-Based Complementary and Alternative Medicine1741-427X1741-42882014-01-01201410.1155/2014/470179470179Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum KorthAbdul Hakeem Memon0Zhari Ismail1Abdalrahim F. A. Aisha2Fouad Saleih Resq Al-Suede3Mohammad Shahrul Ridzuan Hamil4Suzana Hashim5Mohammed Ali Ahmed Saeed6Madeeha Laghari7Amin Malik Shah Abdul Majid8Department of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaDepartment of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaDepartment of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaEMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaDepartment of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaEMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaDepartment of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaDepartment of Pharmaceutical Technology, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaEMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaSyzygium campanulatum Korth is an equatorial, evergreen, aboriginal shrub of Malaysia. Conventionally it has been used as a stomachic. However, in the currently conducted study dimethyl cardamonin or 2′,4′-dihydroxy-6′-methoxy-3′,5′-dimethylchalcone (DMC) was isolated from S. campanulatum Korth, leaf extract. The structural characterization of DMC was carried out by making use of various techniques including UV, IR, NMR spectral followed by LC-MS, and X-ray crystallographic techniques. For determining the purity of compound, highly effective techniques including TLC, HPLC, and melting point were used. The cytotoxicity of DMC and three different extracts of S. campanulatum was evaluated against human colon cancer cell line (HT-29) by three different assays. DMC and ethanolic extract revealed potent and dose-dependent cytotoxic activity on the cancer cell line with IC50 12.6 and 90.1 µg/mL, respectively. Quite astonishingly to our knowledge, this is the very first report on S. campanulatum as being a rich source (3.5%) of DMC, X-ray crystallography, and anticancer activity on human colon cancer cells.http://dx.doi.org/10.1155/2014/470179
collection DOAJ
language English
format Article
sources DOAJ
author Abdul Hakeem Memon
Zhari Ismail
Abdalrahim F. A. Aisha
Fouad Saleih Resq Al-Suede
Mohammad Shahrul Ridzuan Hamil
Suzana Hashim
Mohammed Ali Ahmed Saeed
Madeeha Laghari
Amin Malik Shah Abdul Majid
spellingShingle Abdul Hakeem Memon
Zhari Ismail
Abdalrahim F. A. Aisha
Fouad Saleih Resq Al-Suede
Mohammad Shahrul Ridzuan Hamil
Suzana Hashim
Mohammed Ali Ahmed Saeed
Madeeha Laghari
Amin Malik Shah Abdul Majid
Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth
Evidence-Based Complementary and Alternative Medicine
author_facet Abdul Hakeem Memon
Zhari Ismail
Abdalrahim F. A. Aisha
Fouad Saleih Resq Al-Suede
Mohammad Shahrul Ridzuan Hamil
Suzana Hashim
Mohammed Ali Ahmed Saeed
Madeeha Laghari
Amin Malik Shah Abdul Majid
author_sort Abdul Hakeem Memon
title Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth
title_short Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth
title_full Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth
title_fullStr Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth
title_full_unstemmed Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth
title_sort isolation, characterization, crystal structure elucidation, and anticancer study of dimethyl cardamonin, isolated from syzygium campanulatum korth
publisher Hindawi Limited
series Evidence-Based Complementary and Alternative Medicine
issn 1741-427X
1741-4288
publishDate 2014-01-01
description Syzygium campanulatum Korth is an equatorial, evergreen, aboriginal shrub of Malaysia. Conventionally it has been used as a stomachic. However, in the currently conducted study dimethyl cardamonin or 2′,4′-dihydroxy-6′-methoxy-3′,5′-dimethylchalcone (DMC) was isolated from S. campanulatum Korth, leaf extract. The structural characterization of DMC was carried out by making use of various techniques including UV, IR, NMR spectral followed by LC-MS, and X-ray crystallographic techniques. For determining the purity of compound, highly effective techniques including TLC, HPLC, and melting point were used. The cytotoxicity of DMC and three different extracts of S. campanulatum was evaluated against human colon cancer cell line (HT-29) by three different assays. DMC and ethanolic extract revealed potent and dose-dependent cytotoxic activity on the cancer cell line with IC50 12.6 and 90.1 µg/mL, respectively. Quite astonishingly to our knowledge, this is the very first report on S. campanulatum as being a rich source (3.5%) of DMC, X-ray crystallography, and anticancer activity on human colon cancer cells.
url http://dx.doi.org/10.1155/2014/470179
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