A prenylbisabolane with NF-κB inhibiting properties from Cascarilla (Croton eluteria)

被引:4
作者
Campagnuolo, C
Fattorusso, E
Petrucci, F
Taglialatela-Scafati, O
Appendino, G
Marquez, N
Muñoz, E
机构
[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy
[2] Univ Piemonte Orientale, DISCAFF, I-28100 Novara, Italy
[3] Univ Cordoba, Dept Biol Celular Fisiol & Inmunol, Cordoba 14004, Spain
关键词
Cascarilla; diterpenoids; prenylbisabolane; NF-kappa B inhibition;
D O I
10.1016/j.bmc.2005.04.025
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Investigation of the bark of Croton eluteria Bennett for biologically active compounds has led to the isolation of the new prenylbisabolane 3, whose structure was assessed by spectroscopic methods. The corresponding known enone 4 and the eudesmane sesquiterpene 2 were also obtained. Compound 3 proved active in selectively inhibiting the induction of NF-kappa B by tumor necrosis factor-alpha in T cells. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4238 / 4242
页数:5
相关论文
共 15 条
[1]   Three new sesquiterpenes from Croton arboreous [J].
Aguilar-Guadarrama, AB ;
Rios, MY .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (05) :914-917
[2]   AN INSECTICIDAL DITERPENE FROM CROTON-LINEARIS [J].
ALEXANDER, IC ;
PASCOE, KO ;
MANCHARD, P ;
WILLIAMS, LAD .
PHYTOCHEMISTRY, 1991, 30 (06) :1801-1803
[3]   Minor diterpenoids from cascarilla (Croton eluteria Bennet) and evaluation of the cascarilla extract and cascarillin effects on gastric acid secretion [J].
Appendino, G ;
Borrelli, F ;
Capasso, R ;
Campagnuolo, C ;
Fattorusso, E ;
Petrucci, F ;
Taglialatela-Scafati, O .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (24) :6970-6974
[4]   Of mice and men -: Meeting on the biology and pathology of NF-κB [J].
Ben-Neriah, Y ;
Schmitz, ML .
EMBO REPORTS, 2004, 5 (07) :668-673
[5]   Diterpenoids from cascarilla (Croton eluteria Bennet) [J].
Fattorusso, E ;
Taglialatela-Scafati, O ;
Campagnuolo, C ;
Santelia, FU ;
Appendino, G ;
Spagliardi, P .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (18) :5131-5138
[6]  
FLUCKIGER FA, 1878, HIST DROGUES ORIGINE, V2, P313
[7]   THE CHEMISTRY OF EREMOPHILA SPP .28. A NEW CLASS OF MONOCYCLIC DITERPENES FROM EREMOPHILA-FOLIOSISSIMA KRAENZLIN - (MYOPORACEAE) [J].
FORSTER, PG ;
GHISALBERTI, EL ;
JEFFERIES, PR .
TETRAHEDRON, 1987, 43 (13) :2999-3007
[8]  
Hiruma-Lima CA, 2000, BIOL PHARM BULL, V23, P1465, DOI 10.1248/bpb.23.1465
[9]   Investigation of the biological mode of action of clerocidin using whole cell assays [J].
Jamora, C ;
Theodoraki, MA ;
Malhotra, V ;
Theodorakis, EA .
BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (06) :1365-1370
[10]   Phosphorylation meets ubiquitination:: The control of NF-κB activity [J].
Karin, M ;
Ben-Neriah, Y .
ANNUAL REVIEW OF IMMUNOLOGY, 2000, 18 :621-+