Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr

Xian Wen Yang, Lin Feng, Su Mei Li, Xiao Hua Liu, Yong Li Li, Liang Wu, Yun Heng Shen, Jun Mian Tian, Xi Zhang, Xin Ru Liu, Ning Wang, Yonghong Liu, Wei Dong Zhang*

*Corresponding author for this work

Research output: Contribution to journalArticleResearchpeer-review

78 Citations (Scopus)

Abstract

Twenty-five new (abiesadines A-Y, 1-25) and 29 known (26-54) diterpenes were isolated from the aerial parts of Abies georgei. Abiesadine A (1) is a novel 8,14-seco-abietane, while abiesadine B (2) is a novel 9,10-seco-abietane. The structures of the new compounds were established on the basis of spectroscopic data analysis. Manool (52) showed the strongest effect against LPS-induced NO production in RAW264.7 macrophages with the IC50 value of 11.0 μg/mL. In another anti-inflammatory assay against TNFα-triggered NF-κB activity, (12R,13R)-8,12-epoxy-14-labden-13-ol (54) exhibited the strongest effect (IC50 = 8.7 μg/mL). For antitumor assays, pomiferin A (26) and 8,11,13-abietatriene-7α,18-diol (29) both showed the most significant activity against LOVO cells (IC50 = 9.2 μg/mL). While 7-oxocallitrisic acid (46) exhibited significant cytotoxicity against QGY-7703 tumor cells (IC50 = 10.2 μg/mL). Crown

Original languageEnglish
Pages (from-to)744-754
Number of pages11
JournalBioorganic and Medicinal Chemistry
Volume18
Issue number2
DOIs
Publication statusPublished - 15 Jan 2010

Keywords

  • Abies georgei Orr
  • Abiesadines A-Y
  • Diterpenes
  • Nitric oxide (NO)
  • Pinaceae
  • RAW264.7 macrophages

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