Dereplication of Oligostilbenes in The Crude Extracts of Dipterocarpaceae Plants from Kadamaian, Sabah
Oligostilbenes from Dipterocarpaceae Plants of Sabah
DOI:
https://doi.org/10.51200/jtbc.v22i.6446Keywords:
Dereplication, LC-MSⁿ, oligostilbenes, Dipterocarpaceae, Kadamaian Sabah, natural productsAbstract
Oligostilbenes are a class of polyphenolic compounds with notable bioactivities, predominantly produced by Dipterocarpaceae, a major tree family in Southeast Asian tropical rainforests. Given their ecological and pharmacological significance, efficient identification of oligostilbenes from natural sources is essential, particularly to avoid re-isolation of known compounds. This study aimed to apply an LC-ESI-MSⁿ-based dereplication approach for the rapid identification of known oligostilbenes directly from crude extracts of Dipterocarpaceae species collected from Kadamaian, Sabah. The selected species; Parashorea tomentella, Dryobalanops lanceolata, Dipterocarpus caudiferus, Shorea xanthophylla, and Shorea seminist, represent ecologically important flora from one of the most biodiverse forest regions in Malaysia. An in-house MS¹–MS⁵ spectral database of authenticated oligostilbenes was used to match fragmentation profiles and retention times from ten crude extracts (bark and heartwood). A total of 11 known oligostilbenes were confidently identified, with species- and tissue-specific variations observed in their distribution. P. tomentella showed the richest profile in bark, while certain trimeric and tetrameric stilbenes were more prevalent in heartwood, suggesting tissue-specific biosynthetic patterns. Additionally, several unidentified peaks with consistent stilbene-like fragmentation were detected, indicating the presence of potentially novel oligostilbenes. This dereplication method significantly enhanced the speed and reliability of compound identification in complex matrices, demonstrating its utility in streamlining phytochemical workflows. The findings also provide valuable chemotaxonomic insights into the Dipterocarpaceae of Sabah and support their potential as reservoirs of bioactive natural products.
References
Bayach I, Manshoor N, Sancho-Garcia JC, Choudhary MI, Trouillas P, Weber JFF (2015) Oligostilbenoids from the heartwood of Neobalanocarpus heimii and insights in their biogenesis. Chemistry – An Asian Journal 10(1): 198–211. https://doi.org/10.1002/asia.201403028.
Chong J, Poutaraud A, Hugueney P (2009) Metabolism and roles of stilbenes in plants. Plant Science 117 (3): 143–155. https://doi.org/10.1016/j.plantsci.2009.05.012.
Cockburn PF (1980) Trees of Sabah, Vol. 2. Sabah Forest Record No. 10. Borneo Literature Bureau for Forest Department, Sabah.
Deng N, Liu C, Chang E, Ji J, Yao X, Yue J, Bartish IV, Chen L, Jiang Z, Shi S (2017) High temperature and UV-C treatments affect stilbenoid accumulation and related gene expression levels in Gnetum parvifolium. Electronic Journal of Biotechnology 25: 43–49. https://doi.org/10.1016/j.ejbt.2016.11.001.
Eschenbach C, Glauner R, Kleine M, Kappen L (1998) Photosynthesis rates of selected tree species in lowland dipterocarp rainforest of Sabah, Malaysia. Trees 12(6): 356–365. https://doi.org/10.1007/s004680050162.
Huong NT, Hop NQ, Duy DA, Son NT (2025) The genus Gnetum: traditional use, phytochemistry, nutritional value, biosynthesis, pharmacology, toxicology, synthetic advances, and pharmacokinetics. Fitoterapia 182: 106461. https://doi.org/10.1016/j.fitote.2025.106461.
Jalal RS, Weber JFF, Manshoor N (2018) Dereplication of oligostilbenes in dipterocarpaceous plants using LCMS-ESI-ion trap-database. Journal of Liquid Chromatography & Related Technologies 41(4): 161–169. https://doi.org/10.1080/10826076.2018.1428200.
Lim PC, Ramli R, Manshoor N (2023) Polyphenolic profiling of Dipterocarpus species using LC-MS. Biochemical Systematics and Ecology 110: 104685. https://doi.org/10.1016/j.bse.2023.104685.
Manshoor N, Weber JFF (2015a) Mass spectrometric analysis for discrimination of diastereoisomers. Mass Spectrometry Letters 6(4): 99–104. https://doi.org/10.5478/msl.2015.6.4.99.
Manshoor N, Weber JFF (2015b) Mass fragmentation patterns as fingerprints for positive identification of polyphenolic compounds in a crude extract. Mass Spectrometry Letters 6(4): 105–111. https://doi.org/10.5478/msl.2015.6.4.105.
Mattio LM, Catinella G, Pinto A, Dallavalle S (2020) Natural and nature inspired stilbenoids as antiviral agents. European Journal of Medicinal Chemistry 202: 112541. https://doi.org/10.1016/j.ejmech.2020.112541.
Meijer W, Wood GHS (1964) Dipterocarps of Sabah (North Borneo). Sabah Forest Record No. 5.
Ramli R, Ismail NH, Manshoor N (2015) Identification of oligostilbenes from Dipterocarpus semivestitus through dereplication technique. Jurnal Teknologi 77:2 85–88.
Shen T, Wang XN, Lou HX (2009) Natural stilbenes: An overview. Natural Product Reports 26: 916–935. https://doi.org/10.1039/b905960a.
Tiwari RK, Goswami SK, Gujjar RS, Kumar R, Kumar R, Lal MK, Kumari M (2025) Mechanistic insights on lignin mediated plant defense against pathogen infection. Plant Physiology and Biochemistry 228: 110224. https://doi.org/10.1016/j.plaphy.2025.110224.
Published
How to Cite
Issue
Section
License
Copyright (c) 2025 The JTBC allows authors to retain the copyright of their publications without restrictions, but authors will grant the JTBC the right of first publication, and other non-exclusive publishing rights. Authors retain the right to use the substance of the article in their future works, provided that its prior publication in this journal is acknowledged.

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
BY: credit must be given to the creator.
NC: Only noncommercial uses of the work are permitted.
This journal provides open access to its content under CC BY-NC 4.0 on the principle that making research freely available to the public supports greater international collaboration and information exchange.


