Cytotoxic terpenoids from Juglans sinensis leaves and twigs

被引:28
作者
Yang, Heejung [1 ,2 ]
Cho, Hyun-Jong [1 ,2 ]
Sim, So Hee [3 ]
Chung, Young Keun [3 ]
Kim, Dae-Duk [1 ,2 ]
Sung, Sang Hyun [1 ,2 ]
Kim, Jinwoong [1 ,2 ]
Kim, Young Choong [1 ,2 ]
机构
[1] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea
[2] Seoul Natl Univ, Pharmaceut Sci Res Inst, Seoul 151742, South Korea
[3] Seoul Natl Univ, Dept Chem, Seoul 151742, South Korea
关键词
Juglans sinensis; Triterpenes; Sesquiterpenes; Oleanane; Ursane; Eudesmane; C-13; NMR-SPECTRA; CONSTITUENTS; DERIVATIVES; EXTRACTS; ACID; H-1;
D O I
10.1016/j.bmcl.2012.01.010
中图分类号
R914 [药物化学];
学科分类号
100705 [微生物与生化药学];
摘要
Bioassay-guided fractionation of an 80% MeOH extract of Juglan sinensis leaves and twigs has resulted in the isolation of three new triterpenes (1-3) and two new sesquiterpenes (4-5) along with two known sesquiterpenes (6-7). The new compounds were determined to be 3 beta, 11 alpha, 19 alpha, 24, 30-pentahydroxy-20 beta, 28-epoxy-28 beta-methoxy-ursane (1), 1 alpha, 3 beta-dihydroxy-olean-18-ene (2), 2 alpha, 3 alpha, 23-trihydroxy-urs-12-en-28-oic acid 28-O-beta-D-glucopyranoside (3), (4S, 5S, 7R, 8R, 14R)-8, 11-dihydroxy-2, 4-cyclo-eudesmane (4), 15-hydroxy-alpha-eudesmol-11-O-beta-D-glucopyranoside (5), by spectroscopic analysis. The cytotoxicity of compounds (1-7) against four cancer cell lines such as B16F10, Hep-2, MCF-7 and U87-MG was evaluated. Compounds 1, 2, 6 and 7 showed potent cytotoxicity against all of four cancer cell lines, respectively. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2079 / 2083
页数:5
相关论文
共 14 条
[1]
Eremophilanolides and other constituents from the Argentine liverwort Frullania brasiliensis [J].
Bardón, A ;
Mitre, GB ;
Kamiya, N ;
Toyota, M ;
Asakawa, Y .
PHYTOCHEMISTRY, 2002, 59 (02) :205-213
[2]
Human cancer cell antiproliferative and antioxidant activities of Juglans regia L. [J].
Carvalho, Marcia ;
Ferreira, Pedro J. ;
Mendes, Vanda S. ;
Silva, Renata ;
Pereira, Jose A. ;
Jeronimo, Carmen ;
Silva, Branca M. .
FOOD AND CHEMICAL TOXICOLOGY, 2010, 48 (01) :441-447
[3]
C-13 NMR-SPECTRA OF OLEAN-18-ENE DERIVATIVES [J].
GONZALEZ, AG ;
FRAGA, BM ;
GONZALEZ, P ;
HERNANDEZ, MG ;
RAVELO, AG .
PHYTOCHEMISTRY, 1981, 20 (08) :1919-1921
[4]
Hasan TN, 2011, ASIAN PAC J CANCER P, V12, P525
[5]
SESQUITERPENE LACTONES AND OTHER CONSTITUENTS FROM CASSINIA, ACTINOBOLE AND ANAXETON SPECIES [J].
JAKUPOVIC, J ;
LEHMANN, L ;
BOHLMANN, F ;
KING, RM ;
ROBINSON, H .
PHYTOCHEMISTRY, 1988, 27 (12) :3831-3839
[6]
Antimicrobial activity of pentacyclic triterpenes isolated from African Combretaceae [J].
Katerere, DR ;
Gray, AI ;
Nash, RJ ;
Waigh, RD .
PHYTOCHEMISTRY, 2003, 63 (01) :81-88
[7]
Triterpenoic acids of Prunella vulgaris var. lilacina and their cytotoxic activities In Vitro [J].
Lee, Il Kyun ;
Kim, Do Hoon ;
Lee, Seung Young ;
Kim, Kyung Ran ;
Choi, Sang Un ;
Hong, Jong Ki ;
Lee, Jei Hyun ;
Park, Young Hyun ;
Lee, Kang Ro .
ARCHIVES OF PHARMACAL RESEARCH, 2008, 31 (12) :1578-1583
[8]
ent-Eudesmane sesquiterpenoids, galloyl esters of the oak lactone precursor, and a 3-O-methylellagic acid glycoside from the wood of Platycarya strobilacea [J].
Maeda, Hajime ;
Kakoki, Narumi ;
Ayabe, Mami ;
Koga, Yuki ;
Oribe, Tomoko ;
Matsuo, Yosuke ;
Tanaka, Takashi ;
Kouno, Isao .
PHYTOCHEMISTRY, 2011, 72 (08) :796-803
[9]
Antiproliferative and antioxidant activities of Juglans regia fruit extracts [J].
Negi, Arvind Singh ;
Luqman, Suaib ;
Srivastava, Suchita ;
Krishna, Vinay ;
Gupta, Namita ;
Darokar, Mahendra Pandurang .
PHARMACEUTICAL BIOLOGY, 2011, 49 (06) :669-673
[10]
Park J., 2000, The Encyclopedia of Medicinal Plants