4.8 Article

Artemisians A-D, Diseco-guaianolide Involved Heterodimeric [4+2] Adducts from Artemisia argyi

Journal

ORGANIC LETTERS
Volume 19, Issue 19, Pages 5410-5413

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02681

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Funding

  1. Program for Changjiang Scholars and Innovative Research Team in University [IRT_15R63]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
  3. Syngenta Ph.D. Fellowship

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Artemisians A-D (1-4), the first examples of [4 + 2] Diels-Alder type adducts presumably biosynthesized from a rare 1, 10-4, 5-diseco-guaianolide and a guaianolide diene, along with their possible precursor 5, were isolated from the traditional Chinese medicine Artemisia argyi. The structures of 1-4 were elucidated by extensive spectroscopic analyses and calculated electronic circular dichroism. Compound 2, with an IC50 value of 3.21 mu M, exhibited significant antiproliferative activity via apoptosis induction and G2/M arrest in MDA-MB-468 cells.

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