2. Academic Validation
  3. Structurally Diverse Highly Oxygenated Triterpenoids from the Roots of Ailanthus altissima and Their Cytotoxicity

Structurally Diverse Highly Oxygenated Triterpenoids from the Roots of Ailanthus altissima and Their Cytotoxicity

  • J Nat Prod. 2018 Aug 24;81(8):1777-1785. doi: 10.1021/acs.jnatprod.8b00208.
Wei Bai 1,  Hong-Ying Yang 1,  Xing-Zhi Jiao 1,  Ke-Na Feng 2,  Jian-Jun Chen 1,  Kun Gao 1
Affiliations

Affiliations

  • 1 State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering , Lanzhou University , Lanzhou 730000 , People's Republic of China.
  • 2 State Key Laboratory of Phytochemistry and Plant Resources in West China, and Yunnan Key Laboratory of Natural Medicinal Chemistry , Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201 , People's Republic of China.
PMID: 30106297 DOI: 10.1021/acs.jnatprod.8b00208
Abstract

Ten new triterpenoids, ailanaltiolides A-J (1-10), and three known analogues (11-13) were isolated from the roots of Ailanthus altissima. Compounds 1-7 are apotirucallane-type, compounds 8 and 9 are tirucallane-type, and compound 10 is a trinordammarane-type triterpenoid. This is the first study indicating the genus Ailanthus as a potential source for apotirucallane derivatives, which contain an α,β-unsaturated-ε-lactone A-ring and diversely modified C-17 side chains. Spectroscopic data interpretation, electronic circular dichroism analysis, and X-ray crystallographic data defined the structures and absolute configurations of these triterpenoids. Compounds 2, 7, and 8 showed cytotoxicity against four tumor cell lines (HeLa, 786-O, HepG2, and A549). In particular, compound 2 exhibited the highest activity against 786-O cells with an IC50 value of 8.2 μM in vitro.

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