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...
Main Authors: | , , , , , , , , |
---|---|
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 |
id |
doaj-bff4566967e540ebb45fc03a7dcad9cb |
---|---|
record_format |
Article |
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 |
work_keys_str_mv |
AT abdulhakeemmemon isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT zhariismail isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT abdalrahimfaaisha isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT fouadsaleihresqalsuede isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT mohammadshahrulridzuanhamil isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT suzanahashim isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT mohammedaliahmedsaeed isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT madeehalaghari isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth AT aminmalikshahabdulmajid isolationcharacterizationcrystalstructureelucidationandanticancerstudyofdimethylcardamoninisolatedfromsyzygiumcampanulatumkorth |
_version_ |
1725494878685626368 |