Four new sesquiterpene lactones from Atractylodes macrocephala and their CREB agonistic activities

Fitoterapia. 2020 Nov:147:104730. doi: 10.1016/j.fitote.2020.104730. Epub 2020 Sep 21.

Abstract

One new bisesquiterpenoid, biepiasreorlid II (1), three new sesquiterpene lactones 8α-methoxy-epiasterolid (4), 3β-acetoxyl-8-epiasterolid (5), and 3β-acetoxyl-atractylenolide I (6), along with five known analogues (2-3 and 7-9), were obtained from rhizome of Atractylodes macrocephala Koidz. All structures were assigned on the basis of detailed spectroscopic analyses. The absolute configuration of 1 was established by the analysis of single-crystal X-ray diffraction with Ga Kα radiation, and 4-6 were elucidated by TDDFT-ECD calculations. The CREB agonistic activity was investigated in HEK293T cells using dual luciferase reporter assay. Compounds 1, 2, 5, and 7-9 exhibited strong to agonistic activities on CREB.

Keywords: Atractylenolide; Atractylodes macrocephala; Bisesquiterpenoid; CREB agonist; Sesquiterpenoid lactone.

MeSH terms

  • Atractylodes / chemistry*
  • China
  • Cyclic AMP Response Element-Binding Protein / antagonists & inhibitors*
  • HEK293 Cells
  • Humans
  • Lactones / isolation & purification
  • Lactones / pharmacology*
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Rhizome / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*

Substances

  • CREB1 protein, human
  • Cyclic AMP Response Element-Binding Protein
  • Lactones
  • Phytochemicals
  • Sesquiterpenes