A biomimetic synthesis-enabled stereochemical assignment of rhodotomentones A and B, two unusual caryophyllene-derived meroterpenoids from Rhodomyrtus tomentosa
A biomimetic synthesis-enabled stereochemical assignment of rhodotomentones A and B, two unusual caryophyllene-derived meroterpenoids from Rhodomyrtus tomentosa
复制标题
红桃香酮 A 和 B 的仿生合成立体化学分配，这两种不寻常的石竹烯衍生的分萜类化合物来自毛白桃金娘
DOI：
10.1039/d1qo00989c
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发表时间：
2021-10-12
影响因子：
5.4
通讯作者：
Wang, Ying
中科院分区：
文献类型：
--
作者：
Deng, Lu-Ming;Hu, Li-Jun;Wang, Ying
Rhodotomentones A and B (1 and 2), two unusual caryophyllene-derived meroterpenoids (CDMTs) featuring a rare 6/6/9/4/6/6 hexacyclic ring system, along with their biogenetically-related CDMTs 7 and 12-15, were isolated from Rhodomyrtus tomentosa. The planar structures of 1 and 2 were established by comprehensive spectroscopic data analyses. Based on their unique structural features, compounds 1 and 2 were hypothesized to be biosynthesized from three different building blocks. Inspired by two potentially biogenetic pathways, we completed the biosynthetic building block-based syntheses of 1 and 2, which enabled the unambiguous stereochemical assignment of 1 and 2. In addition, three CDMTs 10, 14, and 17 exhibited potent in vitro antiviral activities against respiratory syncytial virus (RSV).Rhodotomentones A and B (1 and 2), two unusual caryophyllene-derived meroterpenoids (CDMTs) featuring a rare 6/6/9/4/6/6 hexacyclic ring system, along with their biogenetically-related CDMTs 7 and 12-15, were isolated from Rhodomyrtus tomentosa. The planar structures of 1 and 2 were established by comprehensive spectroscopic data analyses. Based on their unique structural features, compounds 1 and 2 were hypothesized to be biosynthesized from three different building blocks. Inspired by two potentially biogenetic pathways, we completed the biosynthetic building block-based syntheses of 1 and 2, which enabled the unambiguous stereochemical assignment of 1 and 2. In addition, three CDMTs 10, 14, and 17 exhibited potent in vitro antiviral activities against respiratory syncytial virus (RSV).
