Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley
An undescribed conjugated sesquiterpene, amelicarin (1), together with nine known compounds (2–10) were isolated for the first time from Melicope latifolia. Their structures were elucidated by extensive NMR spectroscopic and mass spectrometric methods. The conjugated sesquiterpene possesses a unique...
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Taylor and Francis
2022
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my.upm.eprints.1008662023-08-17T04:21:57Z http://psasir.upm.edu.my/id/eprint/100866/ Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley Lim, Pei Cee Ali, Zulfiqar Khan, Ikhlas A. Khan, Shabana I. Kassim, Nur Kartinee Awang, Khalijah Shaari, Khozirah Ismail, Amin An undescribed conjugated sesquiterpene, amelicarin (1), together with nine known compounds (2–10) were isolated for the first time from Melicope latifolia. Their structures were elucidated by extensive NMR spectroscopic and mass spectrometric methods. The conjugated sesquiterpene possesses a unique 6/6/9/4-ring fused tetracyclic skeleton. The proposed biosynthesis pathway of 1 consist of three reactions steps: (1) polyketide formation, (2) cyclisation and (3) addition to form the conjugated sesquiterpenoid as final metabolite. Out of the ten isolated metabolites, amelicarin (1) showed activity against 4 cancerous cell lines namely SK-MEL skin cancer, KB oral cancer, BT-549 breast cancer, and SK-OV-3 ovarian cancer with IC50 values between 15 and 25 µg/mL. Taylor and Francis 2022-02-12 Article PeerReviewed Lim, Pei Cee and Ali, Zulfiqar and Khan, Ikhlas A. and Khan, Shabana I. and Kassim, Nur Kartinee and Awang, Khalijah and Shaari, Khozirah and Ismail, Amin (2022) Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley. Natural Product Research, 36 (6). 1416 - 1424. ISSN 1478-6419; ESSN: 1478-6427 https://www.tandfonline.com/doi/abs/10.1080/14786419.2021.1885031 10.1080/14786419.2021.1885031 |
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An undescribed conjugated sesquiterpene, amelicarin (1), together with nine known compounds (2–10) were isolated for the first time from Melicope latifolia. Their structures were elucidated by extensive NMR spectroscopic and mass spectrometric methods. The conjugated sesquiterpene possesses a unique 6/6/9/4-ring fused tetracyclic skeleton. The proposed biosynthesis pathway of 1 consist of three reactions steps: (1) polyketide formation, (2) cyclisation and (3) addition to form the conjugated sesquiterpenoid as final metabolite. Out of the ten isolated metabolites, amelicarin (1) showed activity against 4 cancerous cell lines namely SK-MEL skin cancer, KB oral cancer, BT-549 breast cancer, and SK-OV-3 ovarian cancer with IC50 values between 15 and 25 µg/mL. |
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Article |
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Lim, Pei Cee Ali, Zulfiqar Khan, Ikhlas A. Khan, Shabana I. Kassim, Nur Kartinee Awang, Khalijah Shaari, Khozirah Ismail, Amin |
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Lim, Pei Cee Ali, Zulfiqar Khan, Ikhlas A. Khan, Shabana I. Kassim, Nur Kartinee Awang, Khalijah Shaari, Khozirah Ismail, Amin Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley |
author_facet |
Lim, Pei Cee Ali, Zulfiqar Khan, Ikhlas A. Khan, Shabana I. Kassim, Nur Kartinee Awang, Khalijah Shaari, Khozirah Ismail, Amin |
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Lim, Pei Cee |
title |
Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley |
title_short |
Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley |
title_full |
Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley |
title_fullStr |
Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley |
title_full_unstemmed |
Cytotoxic constituent of Melicope latifolia (DC.) T. G. Hartley |
title_sort |
cytotoxic constituent of melicope latifolia (dc.) t. g. hartley |
publisher |
Taylor and Francis |
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2022 |
url |
http://psasir.upm.edu.my/id/eprint/100866/ https://www.tandfonline.com/doi/abs/10.1080/14786419.2021.1885031 |
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