13C NMR-based dereplication analysis of cytotoxic styryl lactones from Goniothalamus giganteus against OSCC

Abd Rahman, Siti Nor Aisyah and Derbre, Severine and Rahman, Syarifah Nur Syed Abdul and Yap, Lee Fah and Lim, Chi Wah Bryan and Tan, Siow Ping and Awang, Khalijah and Zahari, Azeana and Liew, Sook Yee and Othman, Muhamad Aqmal (2024) 13C NMR-based dereplication analysis of cytotoxic styryl lactones from Goniothalamus giganteus against OSCC. Journal of Molecular Structure, 1308. p. 138245. ISSN 0022-2860, DOI https://doi.org/10.1016/j.molstruc.2024.138245.

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Official URL: https://doi.org/10.1016/j.molstruc.2024.138245

Abstract

Styryl lactones, which are ubiquitous in the genus Goniothalamus, have emerged as promising candidates in combating cancer due to their ability to inhibit the growth of cancer cells. Therefore, this study aimed to rapidly identify styryl lactones from the bark of a Malaysian plant, Goniothalamus giganteus , by combining conventional phytochemical methods with 13 C NMR-based dereplication analysis to speed up the chemical profiling and structural elucidation processes. From the 13 C NMR-based dereplication analysis of Goniothalamus giganteus using MixONat software, a total of nineteen compounds were identified; two terpenes ( 1 - 2 ), one flavonoid ( 3 ), and sixteen styryl lactones ( 4 -19 ). Purification exercise led to the isolation of thirteen compounds, including two new compounds possessing a bis-styryllactone skeleton; goniogigantone A ( 20 ) and goniogigantone B ( 21 ), along with other eleven known compounds ( 1, 3, 9, 11, 12, 14, 17, 22 -25 ). Altholactone ( 11 ), the major compound isolated from this species had showed the highest cytotoxic effect against both H103 and H400 oral squamous cell carcinoma (OSCC) cell lines with IC 50 values of 5.68 mu M and 5.08 mu M, respectively via MTT assay.

Item Type: Article
Funders: Malaysian Ministry of Higher Education through MyBrainSc scholarship, Universiti Malaya (RK011-2020), French Embassy in Malaysia (IF057-2022), Royal Society (C23-4677984318)
Uncontrolled Keywords: Goniothalamus giganteus; 13 C NMR-based dereplication; MixONat; Cytotoxic; OSCC
Subjects: Q Science > QD Chemistry
Divisions: Centre for Foundation Studies in Science > Chemistry Division
Faculty of Dentistry
Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 18 Sep 2024 07:02
Last Modified: 18 Sep 2024 07:02
URI: http://eprints.um.edu.my/id/eprint/45123

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