Cytotoxic activity of natural labdanes and their semi-synthetic modified derivatives from Croton oblongifolius

被引:19
作者
Sommit, D
Petsom, A
Ishikawa, T
Roengsumran, S
机构
[1] Chulalongkorn Univ, Dept Chem, Fac Sci, Bangkok 10330, Thailand
[2] Chiba Univ, Fac Pharmaceut Sci, Inage Ku, Chiba 260, Japan
关键词
D O I
10.1055/s-2003-37708
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Labda-7,12(E),14-triene-17-oic acid, previously isolated from Croton oblongifolius, and its derivatives were investigated for cytotoxicity against five human tumor cell lines. Six of these compounds, labda-7,12(E),14-triene-17-al, 17-hydroxylabda-7,12(E),14-triene, 17-acetoxylabda-7,12(E),14-triene, 15-hydroxylabda-7,13(E)-diene-17,12-olide, labda-7,13(E)-diene-17,12-olide, and 12,17-dihydroxylabda-7,13(E)-diene showed nonspecific, moderate, cytotoxicity against all cell lines, whereas the other compounds were inactive.
引用
收藏
页码:167 / 170
页数:4
相关论文
共 14 条
[1]   NATURAL METABOLITES OF ENT-13-EPI-MANOYL OXIDE AND OTHER CYTOTOXIC DITERPENES FROM THE RESIN LADANO OF CISTUS-CRETICUS [J].
DEMETZOS, C ;
MITAKU, S ;
COULADIS, M ;
HARVALA, C ;
KOKKINOPOULOS, D .
PLANTA MEDICA, 1994, 60 (06) :590-591
[2]   Cytotoxic activity of labdane type diterpenes against human leukemic cell lines in vitro [J].
Dimas, K ;
Demetzos, C ;
Marsellos, M ;
Sotiriadou, R ;
Malamas, M ;
Kokkinopoulos, D .
PLANTA MEDICA, 1998, 64 (03) :208-211
[3]   STUDIES TOWARD THE TOTAL SYNTHESIS OF DITERPENES IN THE LABDANE SERIES .3. SYNTHESIS OF 2 EPIMERIC 6,7,8-TRIHYDROXYLABDADIENES [J].
HERLEM, D ;
KHUONGHUU, F ;
KENDE, AS .
TETRAHEDRON, 1994, 50 (07) :2055-2070
[4]   Synthesis of (+)-limonidilactone: Absolute configuration of (-)-limonidilactone [J].
Marcos, IS ;
Moro, RF ;
Carballares, S ;
Urones, JG .
TETRAHEDRON LETTERS, 1999, 40 (13) :2615-2618
[5]   GENERAL-METHOD FOR THE SYNTHESIS OF PHOSPHOLIPID DERIVATIVES OF 1,2-O-DIACYL-SN-GLYCEROLS [J].
MARTIN, SF ;
JOSEY, JA ;
WONG, YL ;
DEAN, DW .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) :4805-4820
[6]   Total synthesis of (+)-epoxydictymene. Application of alkoxy-directed cyclization to diterpenoid construction [J].
Paquette, LA ;
Sun, LQ ;
Friedrich, D ;
Savage, PB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (36) :8438-8450
[7]   Croblongifolin, a new anticancer clerodane from Croton oblongifolius [J].
Roengsumran, S ;
Musikul, K ;
Petsom, A ;
Vilaivan, T ;
Sangvanich, P ;
Pornpakakul, S ;
Puthong, S ;
Chaichantipyuth, C ;
Jaiboon, N ;
Chaichit, N .
PLANTA MEDICA, 2002, 68 (03) :274-277
[8]   Two new cembranoids from Croton oblongifolius [J].
Roengsumran, S ;
Achayindee, S ;
Petsom, A ;
Pudhom, K ;
Singtothong, P ;
Surachetapan, C ;
Vilaivan, T .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (05) :652-654
[9]   Labdane diterpenoids from Croton oblongifolius [J].
Roengsumran, S ;
Petsom, A ;
Sommit, D ;
Vilaivan, T .
PHYTOCHEMISTRY, 1999, 50 (03) :449-453
[10]   Cytotoxic labdane diterpenoids from Croton oblongifolius [J].
Roengsumran, S ;
Petsom, A ;
Kuptiyanuwat, N ;
Vilaivan, T ;
Ngamrojnavanich, N ;
Chaichantipyuth, C ;
Phuthong, S .
PHYTOCHEMISTRY, 2001, 56 (01) :103-107