10.1021/acs.jnatprod.7b00606.s006
Jia-Qing Cao
Jia-Qing
Cao
Hai-Yan Tian
Hai-Yan
Tian
Man-Mei Li
Man-Mei
Li
Wei Zhang
Wei
Zhang
Ying Wang
Ying
Wang
Lei Wang
Lei
Wang
Wen-Cai Ye
Wen-Cai
Ye
Rearranged Phloroglucinol-Monoterpenoid Adducts from <i>Callistemon
rigidus</i>
American Chemical Society
2017
biosynthetic precursors
isopropylcyclopenta
Callistemon rigidus Callisretones
biosynthetic pathway
viminalins H
phloroglucinol-monoterpenoid adducts
nitric oxide production
X-ray diffraction data
17.7
benzofuran
IC 50 values
1.0
Rearranged Phloroglucinol-Monoterpenoid Adducts
terpenoid motif
rearrangement
Callistemon rigidus
15.3
configuration
1.1
callisretone
2017-12-20 18:05:26
Dataset
https://acs.figshare.com/articles/dataset/Rearranged_Phloroglucinol-Monoterpenoid_Adducts_from_i_Callistemon_rigidus_i_/5723239
Callisretones A (<b>1</b>)
and B (<b>2</b>), two rearranged
phloroglucinol-monoterpenoid adducts featuring an unprecedented isopropylcyclopenta[<i>b</i>]benzofuran backbone, together with their postulated biosynthetic
precursors (<b>3</b>–<b>9</b>), were isolated from <i>Callistemon rigidus</i>. The previously assigned absolute configurations
of viminalins H (<b>7</b>), L (<b>8</b>), and N (<b>9</b>) were revised and unequivocally established by X-ray diffraction
data. A putative biosynthetic pathway toward callisretones A and B
involving the rearrangement of the terpenoid motif is proposed. In
addition, <b>1</b> and <b>2</b> showed inhibitory effects
on nitric oxide production with IC<sub>50</sub> values of 15.3 ±
1.0 and 17.7 ± 1.1 μM, respectively.