Highly Oxygenated Guaianolides fromArtemisia dubia

Abstract

Investigation of a Chinese folk medicine, Artemisia dubia (syn. Artemisia subdigitata), has resulted in the isolation of eight new guaianolides (artemdubolides A-H, 1-8), and nineteen known sesquiterpene lactones. Their structures were elucidated primarily on the basis of spectroscopic methods, including extensive 2D NMR experiments. The cytotoxic activities of compounds 1-8 were evaluated against A549 (human lung adenocarcinoma), Colo205 (human colon carcinoma), HepG2 (human hepatoma), and MDA-MB-435 (human melanoma) cell lines. Compounds 2 and 5 showed weak cell growth inhibition of Colo205 and MDA-MB-435 cells.

Sesquiterpene Lactones fromArtemisiaGenus: Biological Activities and Methods of Analysis

“…Eight highly oxygenated guaianolides, named artemdubolides A–H, were isolated from Artemisia dubia and two of them manifested reduced cytotoxicity on human colon carcinoma Colo205 and human melanoma MDA-MB-435 cells in vitro [ 42 ].…”

The Artemisia L. Genus

“…have resulted in the isolation of eight new guaianolides, artemdubolides A-H [28], while Artemisia suksdorfii Piper, a native perennial of the coastal Pacific northwest area of the United States, yielded seven new sesquiterpene lactones of the guaianolide structural type [29]. The chromatographic separation of a methylene chloride extract of A. rubripes, a Korean traditional medicine, led to the isolation of a new sesquiterpene lactone, 1α,4β-dihydroxy-8α-acetoxyguaia-2,10(14),11(13)-triene-6,12-olide [30].…”

“…Examples of other antitumour sesquiterpene lactones from the Artemisia genus also included dimeric guaianolides from A. anomala [26], and artemdubolides A-H, highly oxygenated guaianolides isolated from A. dubia, which showed weak cell growth inhibition of the human colon carcinoma Colo205 and human melanoma MDA-MB-435 cells [28].…”

Chemical Composition and Insecticidal Activity Against Sitophilus zeamais of the Essential Oils Derived from Artemisia giraldii and Artemisia subdigitata

“…It is used in Chinese traditional medicine to stop bleeding by warming meridians, expel cold and alleviate pain, and prevention of miscarriages [ 15 ]. Most of the components isolated from the extracts of A. subdigitata were terpenoids [ 20 , 21 , 22 , 23 , 24 ].…”