4.7 Article

Sesquiterpenoids and triterpenoids from Abies holophylla and their bioactivities

Journal

PHYTOCHEMISTRY
Volume 74, Issue -, Pages 178-184

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2011.11.011

Keywords

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

Funding

  1. Shanghai Leading Academic Discipline Project [B906]
  2. Ministry of Science and Technology, China [2009ZX09308-005]
  3. National Natural Science Foundation of China [41176148, 21002110, 30725045]
  4. FP7 People Work Program [FP7-People-IRSES-2008, 230232]

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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 IC50 value of 113.1 mu M. Lanosta-7,9(11),24-trien-26-oic acid showed potent cytotoxic activity against COLO-205, LOVO, and QGY-7703 tumor cells with IC50 values of 0.9, 4.2, and 2.0 mu M, respectively. (23R,25R)-3,4-seco-9 beta H-Lanosta-4(28),7-dien-26,23-olid-3-oic acid, exhibited a significant antiproliferation effect against A549 cells (IC50 = 14.7 mu M). (C) 2011 Elsevier Ltd. All rights reserved.

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