Isolation of coumarins and ferulate from the roots of Angelica purpuraefolia and the antitumor activity of khellactone.
A new coumarin, hydroxylomatin (1), was isolated from the CHCl(3)-soluble fraction of the roots of Angelica purpuraefolia, along with one ferulate (2) and three other known coumarins (3-5) including khellactone (3). The structure of hydroxylomatin (1) was determined to be 3'beta,5'-dihydroxy-3',4'-dihydroseselin (1) by spectroscopic means including 2D-NMR. The modified Mosher's method was used to determine the chiral center at C-1 of compound 2. Khellactone (3) is a major compound of the roots of A. purpuraefolia. This study also examined the antitumor activity of khellactone (3) using a LLC mouse lung carcinoma in the BDF-1 mice and a NCI-H460 human lung carcinoma in a human tumor xenograft model in nude mice. This compound (3) inhibited LLC tumor growth with a T/C (mean value of treated group/mean value of control group) value of 12.9% at a dose of 5 mg/kg and 33.2% at a dose of 10 mg/kg, respectively, in a dose-dependent manner. In addition, it suppressed the growth of NCI-H460 tumor cells, accounting for 81.4% at a dose of 10 mg/kg in nude mice.
Lee
Hyeong-Kyu
HK
Korea Research Institute of Bioscience and Biotechnology, Daejeon, Korea.
Oh
Sei-Ryang
SR
Kwon
Ok-Kyoung
OK
Ahn
Kyoung-Seop
KS
Lee
Joongku
J
Kim
Jin-Cheol
JC
Min
Byung-Sun
BS
Joung
Hyouk
H
D029969:Angelica / Q000737:chemistry*; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000627:therapeutic use*; D002277:Carcinoma / Q000188:drug therapy; D003373:Coumaric Acids / Q000737:chemistry* / Q000302:isolation & purification; D003374:Coumarins / Q000737:chemistry* / Q000302:isolation & purification / Q000627:therapeutic use*; D005260:Female; D006801:Humans; D008175:Lung Neoplasms / Q000188:drug therapy; D051379:Mice; D008819:Mice, Nude; D018517:Plant Roots / Q000737:chemistry; D011714:Pyrans / Q000737:chemistry* / Q000302:isolation & purification / Q000627:therapeutic use*; D023041:Xenograft Model Antitumor Assays
C520901:2-O-feruloyl-1-(4-hydroxyphenyl)ethane-1,2-diol; D000972:Antineoplastic Agents, Phytogenic; D003373:Coumaric Acids; D003374:Coumarins; D011714:Pyrans; C520902:hydroxylomatin; C520900:khellactone