Isolation, synthesis, and anti-tumor activities of a novel class of podocarpic diterpenes

被引:36
作者
Yi, XO
Wang, KW
Pan, HX [1 ]
Tu, J
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
[2] Zhejiang Univ, Coll Anim Sci, Hangzhou 310027, Peoples R China
基金
中国国家自然科学基金;
关键词
diterpene; isolation; synthesis; anti-tumor activity;
D O I
10.1016/j.bmcl.2005.11.023
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A novel unusual 17-carbon diterpenoid, named (+)-7-deoxynimbidiol, was isolated from the stalks of Celastrus hypoleucus (Oliv.) Warb. Its racemate and derivatives were synthesized, and the inhibitory activities of these compounds against four cultured human-tumor cell lines were evaluated. The structure-activity relationship was discussed. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:786 / 789
页数:4
相关论文
共 12 条
[1]   TRICYCLIC DITERPENOIDS FROM THE STEM BARK OF AZADIRACHTA-INDICA [J].
ARA, I ;
SIDDIQUI, BS ;
FAIZI, S ;
SIDDIQUI, S .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (06) :1054-1061
[2]   Changes in c-Jun but not Bcl-2 family proteins in p53-dependent apoptosis of mouse cerebellar granule neurons induced by DNA damaging agent bleomycin [J].
Araki, T ;
Enokido, Y ;
Inamura, N ;
Aizawa, S ;
Reed, JC ;
Hatanaka, H .
BRAIN RESEARCH, 1998, 794 (02) :239-247
[3]   ON THE DIRECT FORMATION OF EPISULFONIUM IONS FROM ALKENES - AN APPLICATION TO THE SYNTHESIS OF HIGHER-ORDER CARBOCYCLES VIA EPISULFONIUM ION INITIATED POLYENE CYCLIZATIONS [J].
EDSTROM, ED ;
LIVINGHOUSE, T .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (05) :949-951
[4]   POTENTIAL ANTI-CANCER AGENTS .14. ISOLATION OF SPRUCEANOL AND MONTANIN FROM CUNURIA-SPRUCEANA (EUPHORBIACEAE) [J].
GUNASEKERA, SP ;
CORDELL, GA ;
FARNSWORTH, NR .
JOURNAL OF NATURAL PRODUCTS, 1979, 42 (06) :658-662
[5]   SULFENIUM ION PROMOTED POLYENE CYCLIZATIONS IN NATURAL PRODUCT SYNTHESIS - AN EFFICIENT BIOMIMETIC-LIKE SYNTHESIS OF (+/-) NIMBIDIOL [J].
HARRING, SR ;
LIVINGHOUSE, T .
TETRAHEDRON LETTERS, 1989, 30 (12) :1499-1502
[6]   Carnosol inhibits the invasion of B16/F10 mouse melanoma cells by suppressing metalloproteinase-9 through down-regulating nuclear factor-kappaB and c-Jun [J].
Huang, SC ;
Ho, CT ;
Lin-Shiau, SY ;
Lin, JK .
BIOCHEMICAL PHARMACOLOGY, 2005, 69 (02) :221-232
[7]   Use of conjugated dienones in cyclialkylations: Total syntheses of arucadiol, 1,2-didehydromiltirone, (+/-)-hinokione, (+/-)-nimbidiol, sageone, and miltirone [J].
Majetich, G ;
Liu, S ;
Fang, J ;
Siesel, D ;
Zhang, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) :6928-6951
[8]  
MANUEL A, 2003, BIOORGAN MED CHEM, V11, P3171
[9]   Antineoplastic agents.: 529.: Isolation and structure of nootkastatins 1 and 2 from the Alaskan yellow cedar Chamaecyparis nootkatensist [J].
Pettit, GR ;
Tan, R ;
Northen, JS ;
Herald, DL ;
Chapuis, JC ;
Pettit, RK .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (09) :1476-1482
[10]   Anti-tumor abietane diterpenes from the cones of Sequoia sempervirens [J].
Son, KH ;
Oh, HM ;
Choi, SK ;
Han, DC ;
Kwon, BM .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (08) :2019-2021