Two new phloroglucinol derivatives were isolated from the leaves of Syzygium fluviatile. The structures were elucidated as (Z,Z,Z)-1-(2,4-dihydroxy-6-methoxyphenyl)-octadeca-9,12,15-trien-1-one (1) and (Z,Z)-1-(5-methyl-2,4-dihydroxy-6-methoxyphenyl)-octadeca-9,12-dien-1-one (2) by means of extensive spectroscopic analyses including HR-ESI-MS and NMR spectra. Among them, compound 1 exhibited significant inhibitory activity against α-glucosidase with an IC50 value of 3.63 μM.
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References
A. Muniappan, S. B. Pandurangan, and I. Savarimuthu, Complement. Ther. Med., 21, 232 (2013).
M. Thamilvaani, H. M. Cheng, and D. P. Uma, Food Chem., 136, 354 (2013).
O. Raed, L. Y. Li, Y. Tao, and P. S. Navindra, J. Nat. Prod., 75, 1505 (2012).
G. Panggabean, Syzygium aqueum, Syzygium malaccense & Syzygium samarangense: Edible Fruits and Nuts, 2nd ed., Prosea Foundation Bo gor, Indonesia, 1992, p. 292.
R. N. Chopra, I. C. Chopra, K. L. Handa, and L. D. Kapur, Indigenous Drugs of India, 2nd ed., Dhar and Sons, Calcutta, 1958, p. 686.
J. Chen, Flora of China, Vol. 53, Science Press, Beijing, 1984, p. 70.
D. L. Zhang, Y. K. Hu, L. Wang, S. X. Huang, Y. Zhao, M. J. Li, F. Li, and Y. Zhao, Rec. Nat. Prod., 14, 190 (2020).
D. L. Zhang, Y. K. Hu, J. H. Wang, Y. Zhao, Y. P. Huang, G. J. Zeng, and Y. Zhao, Chem. Nat. Compd., 57, 69 (2021).
G. Q. Li, Y. B. Zhang, P. Wu, N. H. Chen, Z. N. Wu, L. Yang, R. X. Qiu, G. C. Wang, and Y. L. Li, J. Agric. Food Chem., 63, 10257 (2015).
G. L. Hu, Y. Gao, X. R. Peng, J. H. Liu, H. G. Su, Y. J. Huang, and M. H. Qiu, J. Agric. Food Chem., 68, 6112 (2020).
C. Tringali and M. Piatelli, Tetrahedron Lett., 23, 1509 (1982).
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The work was supported financially by the National Natural Science Founding of China (31560098).
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Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2023, pp. 716–718
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Zhang, DL., Hu, YK., He, YB. et al. Two New Phloroglucinol Derivatives from Syzygium fluviatile. Chem Nat Compd 59, 848–851 (2023). https://doi.org/10.1007/s10600-023-04132-2
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DOI: https://doi.org/10.1007/s10600-023-04132-2