Bioactive guaianolides from siyekucai (Ixeris chinensis).
Two new guaianolides, named chinensiolides D (5) and E (6), were isolated from Ixeris chinensis Nakai, and their structures were determined to be 10alpha-hydroxy-3-oxoguaia-11(13)-eno-12,6alpha-lactone (5) and 10alpha-hydroxy-3beta-O-[2,6-di(p-hydroxyphenylacetyl)-beta-glucopylanosyl]guaia-4(15),11(13)-dieno-12,6alpha-lactone (6). The first isolation of (11S)-10alpha-hydroxy-3-oxoguaia-4-eno-12,6alpha-lactone (4) from natural sources and its characterization are also reported. Chinenciolide E (6) showed significant growth inhibitory activity toward VA-13 malignant lung tumor cells (IC50 = 0.72 microM).
Zhang
Shujun
S
Graduate School of Science and Technology and Department of Chemistry and Chemical Engineering, Niigata University, Ikarashi, 2-8050, Niigata, 950-2181, Japan.
Zhao
Ming
M
Bai
Liming
L
Hasegawa
Toshiaki
T
Wang
Jinlan
J
Wang
Liyan
L
Xue
Hongyan
H
Deng
Qigang
Q
Xing
Fenglan
F
Bai
Yuhua
Y
Sakai
Jun-ichi
J
Bai
Jiao
J
Koyanagi
Rei
R
Tsukumo
Yoshinori
Y
Kataoka
Takao
T
Nagai
Kazuo
K
Hirose
Katutoshi
K
Ando
Masayoshi
M
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D018799:Intercellular Adhesion Molecule-1 / Q000096:biosynthesis / Q000187:drug effects; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D045789:Sesquiterpenes, Guaiane / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014407:Tumor Cells, Cultured
D000972:Antineoplastic Agents, Phytogenic; D004365:Drugs, Chinese Herbal; D045789:Sesquiterpenes, Guaiane; C515177:chinensiolide D; C515178:chinensiolide E; D018799:Intercellular Adhesion Molecule-1