Le Thi Huyen, Nguyen Thi Thu Hau

Main Article Content

Abstract

This phytochemical investigation of Caesalpinia bonduc reported eight known compounds, namely threo-2,3-bis(4-hydroxy-3-methoxyphenyl)-3-methoxy-propanol (1), evofolin-B (2)trans-Linalool-3,6-oxide-β-D-glucopyranoside (3), 1-(2-methylbutyryl)phloroglucinol-glucopyranoside (4), 1-(3 methylbutyryl)phloroglucinol-glucopyranoside (5), (+)-isolariciresinol (6), protocatechuic acid (7), methyl gallate (8). The structures of these compounds were identified by 1D- and 2D- nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS) and by comparison with those reported in the literature. Compound 2 exhibited significant cytotoxic effects against the HepG2 cell line with an IC50 value of 48.37±3.18 µM.

Keywords: Caesalpinia bonduc, cytotoxic, HepG2 inhibitory.

References

[1] P. H. Dang, M. T. T. Nguyen, H. X. Nguyen, et al., Three New Cassane-type Furanoditerpenes from the Seed of Vietnamese Caesalpinia bonducella, Phytochemistry Letters, Vol. 13, 2015, pp. 99-102, https://doi.org/10.1016/j.phytol.2015.05.018.
[2] S. Sharma, S. Dwivedi, D. Swarup, Hypoglycaemic, Antihyperglycaemic and Hypolipidemic Activities of Caesalpinia bonducella Seeds in Rats, Journal of Ethnopharmacology, Vol. 58, No. 1, 1997, pp. 39-44,
https://doi.org/10.1016/S0378-8741(97)00079-2.
[3] J. L. B. Zanin, B. A. De Carvalho, P. Salles Martineli, et al, The Genus Caesalpinia L.(Caesalpiniaceae): Phytochemical and Pharmacological Characteristics, Molecules, Vol. 17, No. 7, 2012, pp. 7887-7902, https://doi.org/10.3390/molecules17077887.
[4] V. B. Nguyen, B. D. Vu, G. K. Pham, et al., Phenolic Compounds from Caesalpinia sappan, Pharmacognosy Journal, Vol. 12, No. 2, 2020, pp. 410-414, https://doi.org/10.5530/pj.2020.12.63.
[5] R. Dickson, T. Fleischer, P. Houghton, Cassane-type Diterpenoids from the Genus Caesalpinia, Pharmacogn Community, Vol. 1, 2011, pp. 63-77.
[6] S. M. U. Gilani, S. Ahmed, S. G. Baig, M. M. Hasan, Ethnopharmacognosy, Phytochemistry and Pharmacology of Genus Caesalpinia: A Review, J. Pharm. Phytochem, Vol. 8, 2019, pp. 2222-2229.
[7] L. T. Huyen, V. H. Son, N. T. T. Hau, et al, Cassane-type Diterpenoids from Caesalpinia latisiliqua (Cav.) Hattink, Phytochemistry Letters, Vol. 47, 2022, pp. 93-96, https://doi.org/10.1016/j.phytol.2021.11.011.
[8] S. Shukla, A. Mehta, J. John, et al., Antioxidant Activity and Total Phenolic Content of Ethanolic Extract of Caesalpinia bonducella Seeds, Food and Chemical Toxicology, Vol. 47, No. 8, 2009, pp. 1848-185,
https://doi.org/10.1016/j.fct.2009.04.040.
[9] J. J. Hsiao, H. C. Chiang, Lignans from the Wood of Aralia bipinnata, Phytochemistry, Vol. 39,
No. 4, 1995, pp. 899-902, https://doi.org/10.1016/0031-9422(95)00072-F.
[10] T. S. Wu, J. H. Yeh, P. L. Wu, The Heartwood Constituents of Tetradium glabrifolium, Phytochemistry, Vol. 40, No. 1, 1995, pp. 121-124, https://doi.org/10.1016/0031-9422(95)00248-6.
[11] Y. L. Li, J. G. Zhang, P. Yu, et al., New Monoterpenes, Diterpenes, and Lignans from Abies recurvata, Planta Medica, Vol. 78, No. 14, 2012, pp. 1574-1578, https://doi.org/10.1055/s-0032-1315111.
[12] G. Bohr, C. Gerhäuser, J. Knauft, et al., Anti-inflammatory Acylphloroglucinol Derivatives from Hops (Humulus lupulus), Journal of Natural products, Vol. 68, No. 10, 2005, pp. 1545-1548, https://doi.org/10.1021/np050164z.
[13] N. Jung, S. Bräse, Diaryl Ether and Diaryl Thioether Syntheses on Solid Supports via Copper (I)-Mediated Coupling, Journal of Combinatorial Chemistry, Vol. 11, No. 1, 2009, pp. 47-71, https://doi.org/10.1021/cc800032q.
[14] A. Jutiviboonsuk, H. Zhang, G. T. Tan, et al., Bioactive Constituents from Roots of Bursera tonkinensis, Phytochemistry, Vol. 66, No. 23, 2005, pp. 2745-2751, https://doi.org/10.1016/j.phytochem.2005.09.025.
[15] M. Miyazawa, T. Oshima, M. Tokura, M. Hisama, Suppression of Chemical Mutagens-Induced SOS Response by Phenolic Acids from Black Rice Bran Using Salmonella typhimurium TA1535/pSK1002 umu test, Journal of Oleo Science, Vol. 52, No. 9, 2003, pp. 471-481, https://doi.org/10.5650/jos.52.471.