Syzysamalactone, an Unusual 11-Carbon d-Lactone Derivative from the Fresh Ripe Fruits of Syzygium samarangense (Wax Apple)
Syzysamalactone, an Unusual 11-Carbon d-Lactone Derivative from the Fresh Ripe Fruits of Syzygium samarangense (Wax Apple)
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DOI:
10.1021/acs.jnatprod.1c01114
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发表时间:
2022-08-15
影响因子:
5.1
通讯作者:
Fu, Yan-Hui
中科院分区:
文献类型:
--
作者:
Liu, Yan-Ping;Xie, Zhen;Fu, Yan-Hui
To study the chemical constituents from the ripe fresh fruits of Syzygium samarangense (wax apple) and their potential health effects, a phytochemical investigation was undertaken. A new (5-lactone derivative, syzysamalactone (1), along with a known biogenetically related (5-lactone derivative, 6-pentyl-a-pyrone (2), were isolated from the fresh ripe fruits of S. samarangense. Syzysamalactone (1) is an unusual 11-carbon (5-lactone derivative, and its chemical structure and absolute configuration were elucidated by spectroscopic data analysis. A plausible biogenetic pathway for 1 was also proposed. Furthermore, the potential neuroprotective effects of compounds 1 and 2 were assessed. As a result, compounds 1 and 2 displayed notable neuroprotective effects with EC50 values of 0.29 & PLUSMN; 0.03 and 1.28 & PLUSMN; 0.06 mu M, respectively, using the SH-SY5Y human neuroblastoma cell line. This is the first report of (5-lactone derivatives showing significant neuroprotective activities.