Cytotoxic terpene hydroperoxides from the aerial parts of Aster spathulifolius.
Three new sesquiterpene hydroperoxides, 1-[3-(2-hydroperoxy-3-methylbut-3-en)-4-hydroxyphenyl]ethanone (2), 7beta-hydroperoxy-eudesma-11-en-4-ol (3), and 7alpha-hydroperoxymanool (4), together with three known compounds, germacrone (1), ent-germacra-4(15),5,10(14)-trien-1alpha-ol (5) and teucdiol A (6) were isolated from the aerial parts of Aster spathulifolius (Compositae). Their structures were characterized using chemical and spectroscopic methods. The isolated compounds were tested for their cytotoxicity against five human tumor cell lines in vitro using a SRB method. The two new compounds, 3 and 4, showed moderate cytotoxicity against human cancer cells with ED50 values ranging from 0.24 to 13.27 microg/mL.
Lee
Sung Ok
SO
Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University, Suwon 440-746, Korea.
Choi
Sang Zin
SZ
Choi
Sang Un
SU
Kim
Gun Hee
GH
Kim
Young Choong
YC
Lee
Kang Ro
KR
D031173:Aster Plant / Q000737:chemistry*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D006801:Humans; D006861:Hydrogen Peroxide / Q000737:chemistry / Q000633:toxicity*; D007723:Korea; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008518:Medicine, East Asian Traditional; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D010545:Peroxides / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D035261:Plant Components, Aerial / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry / Q000633:toxicity*
C517307:7-hydroperoxyeudesma-11-en-4-ol; C517308:7-hydroperoxymanool; D004224:Diterpenes; D010545:Peroxides; D010936:Plant Extracts; D012717:Sesquiterpenes; D045788:Sesquiterpenes, Germacrane; D013729:Terpenes; C048393:germacrone; D006861:Hydrogen Peroxide