Sesquiterpenoids and triterpenoids from Abies holophylla and their bioactivities

Jia Han Xia, Shou De Zhang, Yong Li Li, Liang Wu, Zhi Jun Zhu, Xian Wen Yang*, Hua Wu Zeng, Hong Lin Li, Ning Wang, Andre Steinmetz, Wei Dong Zhang

*Corresponding author for this work

Research output: Contribution to journalArticleResearchpeer-review

42 Citations (Scopus)

Abstract

Six previously unreported and 11 known terpenoids were isolated from Abies holophylla. The structures of the six compounds were established as two unusual bisabolane sesquiterpenoids, three nortriterpenoids, and one 3,4-seco-triterpenoid based on the detailed analysis of their 1D and 2D NMR spectroscopic data. In addition, electronic circular dichroism (ECD) calculations and molecular orbital (MO) analysis were used to assign the absolute configuration of one bisabolane sesquiterpenoid, abiesesquine A. Abiesesquine A showed the strongest inhibitory effects against LPS-induced nitric oxide (NO) production in RAW264.7 macrophages with an IC 50 value of 113.1 μM. Lanosta-7,9(11),24-trien-26-oic acid showed potent cytotoxic activity against COLO-205, LOVO, and QGY-7703 tumor cells with IC 50 values of 0.9, 4.2, and 2.0 μM, respectively. (23R,25R)-3,4-seco-9βH-Lanosta-4(28),7-dien-26,23-olid-3-oic acid, exhibited a significant antiproliferation effect against A549 cells (IC 50 = 14.7 μM).

Original languageEnglish
Pages (from-to)178-184
Number of pages7
JournalPhytochemistry
Volume74
DOIs
Publication statusPublished - Feb 2012

Keywords

  • Abies holophylla
  • Cytotoxicity
  • Electronic circular dichroism (ECD)
  • Nitric oxide (NO)
  • Pinaceae
  • Sesquiterpenoids
  • Triterpenoids

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