Ebenfurans IV-VIII from Onobrychis ebenoides: Evidence that C-Prenylation is the Key Determinant of the Cytotoxicity of 3-Formyl-2-arylbenzofurans

被引：30

作者：

Halabalaki, Maria ^{[1
]}

Alexi, Xanthippi ^{[2
]}

Aligiannis, Necktarios ^{[1
]}

Alexis, Michael N. ^{[2
]}

Skaltsounis, Alexios-Leandros ^{[1
]}

机构：

[1] Univ Athens, Sch Pharm, Dept Pharmacognosy & Nat Prod Chem, GR-15771 Athens, Greece

[2] Natl Hellen Res Fdn, Inst Biol Res & Biotechnol, Mol Endocrinol Program, GR-11635 Athens, Greece

来源：

JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 11期

关键词：

D O I：

10.1021/np800134h

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Phytochemical investigation of a methanol extract of Onobrychis ebenoides yielded five new 3-formyl-2-arylbenzofurans, namely, ebenfurans IV-VII (1-5), together with the known compounds ebenfurans I, II (6), and III (7). Only 1 and 7 exhibited growth inhibitory activity against MCF-7 and Ishikawa cells, suggesting that the prenyl moiety at position C-5 is the key determinant of the cytotoxic activity of this group of compounds.

引用

页码：1934 / 1937

页数：4

共 21 条

[1] LIGNANS, NEOLIGNANS AND NORNEOLIGNANS FROM KRAMERIA-CYSTISOIDES
ACHENBACH, H
GROSS, J
DOMINGUEZ, XA
CANO, G
STAR, JV
BRUSSOLO, LD
MUNOZ, G
SALGADO, F
LOPEZ, L
[J]. PHYTOCHEMISTRY, 1987, 26 (04) : 1159 - 1166
[2] [Anonymous], 1971, CHEMOTAXONOMY LEGUMI
[3] Salvinal, a novel microtubule inhibitor isolated from Salvia miltiorrhizae Bunge (Danshen), with antimitotic activity in multidrug-sensitive and -resistant human tumor cells
Chang, JY
Chang, CY
Kuo, CC
Chen, LT
Wein, YS
Kuo, YH
[J]. MOLECULAR PHARMACOLOGY, 2004, 65 (01) : 77 - 84
[4] DEMIZU S, 1988, CHEM PHARM BULL, V36, P3474
[5] Quantitative comparisons of in vitro assays for estrogenic activities
Fang, H
Tong, WD
Perkins, R
Soto, AM
Prechtl, NV
Sheehan, DM
[J]. ENVIRONMENTAL HEALTH PERSPECTIVES, 2000, 108 (08) : 723 - 729
[6] NEW PTEROCARPENES FROM BRYA-EBENUS
FERREIRA, MA
MOIR, M
THOMSON, RH
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (21): : 2429 - 2435
[7] Three new arylobenzofurans from onobrychis ebenoides and evaluation of their binding affinity for the estrogen receptor
Halabalaki, M
Aligiannis, N
Papoutsi, Z
Mitakou, S
Moutsatsou, P
Sekeris, C
Skaltsounis, AL
[J]. JOURNAL OF NATURAL PRODUCTS, 2000, 63 (12): : 1672 - 1674
[8] Estrogenic activity of isoflavonoids from Onobrychis ebenoides
Halabalaki, Maria
Alexi, Xanthippi
Aligiannis, Nektarios
Lambrinidis, George
Pratsinis, Harris
Florentin, Ida
Mitakou, Sofia
Mikros, Emmanuel
Skaltsounis, Alexios-Leandros
Alexis, Michael N.
[J]. PLANTA MEDICA, 2006, 72 (06) : 488 - 493
[9] HATANO T, 1989, CHEM PHARM BULL, V37, P3005, DOI 10.1248/cpb.37.3005
[10] Thienopyridine and benzofuran derivatives as potent anti-tumor agents possessing different structure-activity relationships
Hayakawa, I
Shioya, R
Agatsuma, T
Furukawa, H
Sugano, Y
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (13) : 3411 - 3414

← 1 2 3 →