Cao, Jia-Qing Tian, Hai-Yan Li, Man-Mei Zhang, Wei Wang, Ying Wang, Lei Ye, Wen-Cai Rearranged Phloroglucinol-Monoterpenoid Adducts from <i>Callistemon rigidus</i> 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. 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
    https://acs.figshare.com/articles/dataset/Rearranged_Phloroglucinol-Monoterpenoid_Adducts_from_i_Callistemon_rigidus_i_/5723239
10.1021/acs.jnatprod.7b00606.s006