Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics
Clinacanthus nutans is a medicinal herb and a traditional remedy for herpes viral infection, cancer, and diabetes mellitus. Despite its popular use, there is limited information on the chemical constituents and their relationship with the bioactivities of the herb. The choice of drying and extract...
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my.iium.irep.457222017-11-28T09:34:36Z http://irep.iium.edu.my/45722/ Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics Leng, Wei Khoo Mediani, Ahmed Zolkeflee, Nur Khaleeda Zulaikha Sze, Wei Leong Ismail, Intan Safinar Khatib, Alfi Shaari, Khozirah Abas, Faridah QD Chemistry Clinacanthus nutans is a medicinal herb and a traditional remedy for herpes viral infection, cancer, and diabetes mellitus. Despite its popular use, there is limited information on the chemical constituents and their relationship with the bioactivities of the herb. The choice of drying and extraction methods will greatly influence the metabolite profile and the bioactivities of an herbal extract. In order to maximize retention of the original chemical profile of the herb and quality assurance, optimization of processing methods is needed. Using nuclear magnetic resonance (NMR) based metabolomics approach, we have carried out a discriminative analysis of the metabolite profiles of the leaves and stems of the herb when different drying (air, oven, and freeze) and extraction (soaking and sonication) methods were used and correlated the metabolite profiles with the total phenolic content (TPC), antioxidant and a-glucosidase inhibitory activities. Identification of primary and secondary metabolites was performed using 1D- and 2D-NMR techniques as well as ultra-performance liquid chromatography–tandem mass spectrometry (UPLC–MS/MS). Results showed that the leaf extracts, which were richer in phenolic compounds and terpenoids, showed significantly higher bioactivities compared to the stem extracts. Several newly reported compounds in the herb, identified using tandem mass spectrometry, included gendarucin A, a gendarucin A isomer, 3,3-di-O-methylellagic acid, ascorbic acid, and two isomeric oxoprolinates. From the NMR metabolomics analysis, the PLS biplot model indicated that the presence of some phenolics compounds, terpenoids, and sulfur-containing glucosides in the oven and air dried leaf extracts are the main components responsible for the antioxidant and a-glucosidase inhibitory activities. This study has provided additional information on the chemistry and biology of the herb that may be useful in future development phytomedicinal preparations of C. nutans Elsevier 2015-12 Article REM application/pdf en http://irep.iium.edu.my/45722/1/Khoo_et_al_2015.pdf application/pdf en http://irep.iium.edu.my/45722/4/45722_Phytochemical%20diversity_SCOPUS.pdf Leng, Wei Khoo and Mediani, Ahmed and Zolkeflee, Nur Khaleeda Zulaikha and Sze, Wei Leong and Ismail, Intan Safinar and Khatib, Alfi and Shaari, Khozirah and Abas, Faridah (2015) Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics. Phytochemistry Letters, 14. pp. 123-133. ISSN 1874-3900 http://www.sciencedirect.com/science/article/pii/S1874390015300756 10.1016/j.phytol.2015.09.015 |
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QD Chemistry Leng, Wei Khoo Mediani, Ahmed Zolkeflee, Nur Khaleeda Zulaikha Sze, Wei Leong Ismail, Intan Safinar Khatib, Alfi Shaari, Khozirah Abas, Faridah Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics |
| description |
Clinacanthus nutans is a medicinal herb and a traditional remedy for herpes viral infection, cancer, and
diabetes mellitus. Despite its popular use, there is limited information on the chemical constituents and
their relationship with the bioactivities of the herb. The choice of drying and extraction methods will
greatly influence the metabolite profile and the bioactivities of an herbal extract. In order to maximize
retention of the original chemical profile of the herb and quality assurance, optimization of processing
methods is needed. Using nuclear magnetic resonance (NMR) based metabolomics approach, we have
carried out a discriminative analysis of the metabolite profiles of the leaves and stems of the herb when
different drying (air, oven, and freeze) and extraction (soaking and sonication) methods were used and
correlated the metabolite profiles with the total phenolic content (TPC), antioxidant and a-glucosidase
inhibitory activities. Identification of primary and secondary metabolites was performed using 1D- and
2D-NMR techniques as well as ultra-performance liquid chromatography–tandem mass spectrometry
(UPLC–MS/MS). Results showed that the leaf extracts, which were richer in phenolic compounds and
terpenoids, showed significantly higher bioactivities compared to the stem extracts. Several newly
reported compounds in the herb, identified using tandem mass spectrometry, included gendarucin A, a
gendarucin A isomer, 3,3-di-O-methylellagic acid, ascorbic acid, and two isomeric oxoprolinates. From
the NMR metabolomics analysis, the PLS biplot model indicated that the presence of some phenolics
compounds, terpenoids, and sulfur-containing glucosides in the oven and air dried leaf extracts are the
main components responsible for the antioxidant and a-glucosidase inhibitory activities. This study has
provided additional information on the chemistry and biology of the herb that may be useful in future
development phytomedicinal preparations of C. nutans |
| format |
Article |
| author |
Leng, Wei Khoo Mediani, Ahmed Zolkeflee, Nur Khaleeda Zulaikha Sze, Wei Leong Ismail, Intan Safinar Khatib, Alfi Shaari, Khozirah Abas, Faridah |
| author_facet |
Leng, Wei Khoo Mediani, Ahmed Zolkeflee, Nur Khaleeda Zulaikha Sze, Wei Leong Ismail, Intan Safinar Khatib, Alfi Shaari, Khozirah Abas, Faridah |
| author_sort |
Leng, Wei Khoo |
| title |
Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics |
| title_short |
Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics |
| title_full |
Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics |
| title_fullStr |
Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics |
| title_full_unstemmed |
Phytochemical diversity of Clinacanthus nutans extracts and their bioactivity correlations elucidated by NMR based metabolomics |
| title_sort |
phytochemical diversity of clinacanthus nutans extracts and their bioactivity correlations elucidated by nmr based metabolomics |
| publisher |
Elsevier |
| publishDate |
2015 |
| url |
http://irep.iium.edu.my/45722/1/Khoo_et_al_2015.pdf http://irep.iium.edu.my/45722/4/45722_Phytochemical%20diversity_SCOPUS.pdf http://irep.iium.edu.my/45722/ http://www.sciencedirect.com/science/article/pii/S1874390015300756 |
| _version_ |
1643612843601297408 |
| score |
13.211869 |