Triterpenoids from the roots of Pterospermum heterophyllum Hance.
Two new triterpenoids taraxer-14-ene-1alpha,3beta-diol (1) and 3beta-hydroxytaraxer-14-ene-1-one (2), together with the known triterpenes taraxerol (3), betulin (4), betulinic acid (5), sumaresinolic acid (6), and 5-hydroxy-2-methoxy-1,4-naphthoquinone (7), 5,7-dihydroxy-6,8-dimethylchromone (8), alpha-monpalmitin (9), palmitic acid (10), 6beta-hydroxystigmast-4-en-3-one (11), beta-sitostero1 (12), have been isolated from the petroleum ether fraction of the ethanolic extract of Pterospermum heterophyllum. Their structures were established by spectroscopic methods including IR, MS, 1D, and 2D NMR experiments. Compounds 1-8 were evaluated against several human cancer cell lines. Compound 1 showed in vitro selective cytotoxicity against human lung cancer cell lines (A549) with an IC(50) value of 1.22 microM. Compound 7 showed significant cytotoxicity against the A549, HCT-8, Bel7402, BGC-823, and A2780 cancer cell lines with IC(50) values of 0.21, 0.55, 0.40, 0.59, and 0.34 microM, respectively. However, the other compounds were inactive (IC(50)>10 microM).
Li
Shuai
S
Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China. lishuai@imm.ac.cn
Shi
Yan
Y
Shang
Xiao-Ya
XY
Cui
Bao-Song
BS
Yuan
Yi
Y
Chen
Xiao-Guang
XG
Yang
Yong-Chun
YC
Shi
Jian-Gong
JG
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005260:Female; D006801:Humans; D019660:Malvaceae / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009828:Oleanolic Acid / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D019308:Palmitic Acid / Q000737:chemistry; D053978:Pentacyclic Triterpenes; D018517:Plant Roots / Q000737:chemistry; D012855:Sitosterols / Q000737:chemistry / Q000302:isolation & purification; D013237:Stereoisomerism; D013729:Terpenes; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000094062:Betulinic Acid
C548491:3beta-hydroxytaraxer-14-ene-1-one; D000972:Antineoplastic Agents, Phytogenic; D004365:Drugs, Chinese Herbal; D053978:Pentacyclic Triterpenes; D012855:Sitosterols; D013729:Terpenes; D014315:Triterpenes; C548490:taraxer-14-ene-1alpha,3beta-diol; D019308:Palmitic Acid; C025473:gamma-sitosterol; D009828:Oleanolic Acid; C002503:betulin; C005802:taraxerol; C545911:3beta,6beta-dihydroxyolean-12-en-28-oic acid; D000094062:Betulinic Acid