TY - DATA T1 - Rearranged Phloroglucinol-Monoterpenoid Adducts from Callistemon rigidus PY - 2017/12/20 AU - Jia-Qing Cao AU - Hai-Yan Tian AU - Man-Mei Li AU - Wei Zhang AU - Ying Wang AU - Lei Wang AU - Wen-Cai Ye UR - https://acs.figshare.com/articles/dataset/Rearranged_Phloroglucinol-Monoterpenoid_Adducts_from_i_Callistemon_rigidus_i_/5723236 DO - 10.1021/acs.jnatprod.7b00606.s007 L4 - https://ndownloader.figshare.com/files/10060837 KW - biosynthetic precursors KW - isopropylcyclopenta KW - Callistemon rigidus Callisretones KW - biosynthetic pathway KW - viminalins H KW - phloroglucinol-monoterpenoid adducts KW - nitric oxide production KW - X-ray diffraction data KW - 17.7 KW - benzofuran KW - IC 50 values KW - 1.0 KW - Rearranged Phloroglucinol-Monoterpenoid Adducts KW - terpenoid motif KW - rearrangement KW - Callistemon rigidus KW - 15.3 KW - configuration KW - 1.1 KW - callisretone N2 - Callisretones A (1) and B (2), two rearranged phloroglucinol-monoterpenoid adducts featuring an unprecedented isopropylcyclopenta­[b]­benzofuran backbone, together with their postulated biosynthetic precursors (3–9), were isolated from Callistemon rigidus. The previously assigned absolute configurations of viminalins H (7), L (8), and N (9) 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, 1 and 2 showed inhibitory effects on nitric oxide production with IC50 values of 15.3 ± 1.0 and 17.7 ± 1.1 μM, respectively. ER -