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Sains Malaysiana 51(4)(2022): 1075-1084
http://doi.org/10.17576/jsm-2022-5104-10
Chemical Constituents and Anti-Neuroblastoma
Activity from Boesenbergia stenophylla
(Sebatian Kimia dan Aktiviti Anti-Neuroblastoma daripada Boesenbergia stenophylla)
PHOEBE SUSSANA PRIMUS1, MUHAMMAD HAZRAN
ISMAIL1, NABILA ELYANA ADNAN1, CAROL HSIN-YI WU2,
CHAI-LIN KAO3 & YEUN-MUN CHOO1,*
1Department
of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur,
Federal Territory, Malaysia
2Division
of Cellular and Immune Therapy, Department of Medical Research, Kaohsiung
Medical University Hospital, Kaohsiung Medical University, Taiwan
3Department
of Medicinal and Applied Chemistry, Kaohsiung Medical University, Taiwan
Received: 5 May
2021/Accepted: 6 September 2021
Abstract
Three
diarylheptanoids and one flavonoid, i.e.
7-(4-hydroxy-3-methoxyphenyl)-1-phenylhept-4-en-3-one (4),
5R-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-phenylheptan-3-one (5),
1,7-diphenylhept-4-en-3-one (6), and 3,5,7-trihydroxyflavone (7) were isolated
and characterized from the rhizome of Boesenbergia stenophylla. Compounds 2 and 4 displayed excellent
anti-neuroblastoma activity which reduces the cell viability to 30% and 20%,
respectively. The results from the molecular docking experiments targeting the
protein kinases regulating neuroblastoma cell survival (PI3K/AKT1 signalling pathway) are consistent with that of the in vitro results. Finally, the
structures of 4-7 were elucidated using spectroscopic methods (UV, IR, NMR, and HRESIMS).
Keywords:
AKT1; anti-neuroblastoma; Boesenbergia stenophylla; N2A; PI3K
Abstrak
Tiga diarilheptanoid dan satu flavonoid, iaitu,
7-(4-hidroksi-3-metoksifenil)-1-fenillhept-4-en-3-on (4), 5R-hidroksi-7-(4- hidroksi -3- metoksifenil)-1-fenillheptan-3-on (5),
1,7-difenillhept-4-en-3-on (6) dan 3,5,7-trihidroksiflavon (7) daripada akar Boesenbergia stenophylla telah diasingkan dan dikenal pasti. Sebatian 2 dan 4 mempunyai aktiviti anti-neuroblastoma dan ia berjaya merencatkan keviabelan sel masing-masing kepada 30% dan 20%.
Hasil kajian daripada dok molekul secara in silico yang disasarkan kepada protein kinase yang mengawal atur kewujudan sel neuroblastoma (laluan isyarat PI3K/AKT1) ini adalah sejajar dengan hasil kajian in vitro. Akhir sekali, struktur sebatian 4-7 telah ditentukan dengan menggunakan kaedah spektroskopi (UV, IR, NMR dan HREIMS) dan perbandingan dengan data literatur.
Kata kunci:
AKT; anti-neuroblastom; Boesenbergia stenophylla; N2A; PI3K
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*Corresponding
author; email: ymchoo@um.edu.my
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