Cytotoxic diacetylenic spiroketal enol ethers from Plagius flosculosus

被引：17

作者：

Casu, L

Bonsignore, L

Pinna, M

Casu, M

Floris, C

Gertsch, J

Cottiglia, F

机构：

[1] Univ Cagliari, Dipartimento Farmaco Chim Tecnol, I-09124 Cagliari, Italy

[2] Univ Cagliari, Dipartimento Sci Chim, I-09042 Monserrato, Italy

[3] Swiss Fed Inst Technol, Inst Pharmaceut Sci, CH-8057 Zurich, Switzerland

来源：

JOURNAL OF NATURAL PRODUCTS | 2006年 / 69卷 / 02期

关键词：

D O I：

10.1021/np0504513

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Three new diacetylenic spiroketal enol ethers named flosculins A (1), B (2), and C (3), along with five known compounds (4-8) of the same structural,class, were isolated from the leaves of Plagius,flosculosus. The structures were deduced by extensive 1D and 2D NMR spectroscopy and mass spectrometry. All isolated compounds exhibited significant cytotoxic activity against leukemia cells (Jurkat T and HL-60). Compounds 5-8 induced apoptosis in HL-60 cells with corresponding IC50 values ranging frorn 4 to 6 mu M.

引用

页码：295 / 298

页数：4

共 50 条

[31] MONOACETALS OF ALPHA-DICARBONYL COMPOUNDS FROM ENOL ETHERS
HUET, F
LECHEVALLIER, A
CONIA, JM
SYNTHETIC COMMUNICATIONS, 1980, 10 (01) : 83 - 87
[32] NOVEL PREPARATION OF SILYL ENOL ETHERS FROM ALLYL ALCOHOLS
SUZUKI, H
KOYAMA, Y
MOROOKA, Y
IKAWA, T
TETRAHEDRON LETTERS, 1979, (16) : 1415 - 1418
[33] Preparation and reactions of diorganozincs from dienie silyl enol ethers
Devasagayaraj, A.
Schwink, L.
Knochel, P.
Journal of Organic Chemistry, 1995, 60 (11):
[34] SYNTHESIS OF BETA-DIKETONES AND ACETYLENIC KETONES FROM ETHERS OF TERTIARY DIACETYLENIC ALCOHOLS
ZANINA, AS
SHERGINA, SI
KHABIBULINA, GN
SOKOLOV, IE
KIRCHANOV, AA
MYASNIKOVA, RN
KOTLYAREVSKII, IL
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1977, 26 (12): : 2572 - 2575
[35] UNPRECEDENTED ROUTE TO ENOLATES FROM SILYL ENOL ETHERS AND ENOL ACETATES - REACTION WITH HARD AND SOFT ELECTROPHILES
DUHAMEL, P
CAHARD, D
POIRIER, JM
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (21): : 2509 - 2511
[36] An expeditious and environmentally benign methodology for the synthesis of substituted indoles from cyclic enol ethers and enol lactones
Singh, Pankajkumar R.
Surpur, Mandar P.
Patil, Sachin B.
TETRAHEDRON LETTERS, 2008, 49 (20) : 3335 - 3340
[37] Alkoxide-mediated preparation of enolates from silyl enol ethers and enol acetates - From discovery to synthetic applications
Cahard, D
Duhamel, P
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 2001 (06) : 1023 - 1031
[38] A facile generation of enolates from silyl enol ethers by potassium ethoxide
Yu, WS
Jin, ZD
TETRAHEDRON LETTERS, 2001, 42 (03) : 369 - 372
[39] Stereoselective synthesis of (E)- and (Z)-enol ethers from β-amino aldehydes
In, Jin-Kyung
Lee, Mi-Sung
Lee, Min-Woo
Kwak, Jae-Hwan
Lee, Heesoon
Hong, Jin Tae
Chung, Yongseog
Choi, Yongseolk
Jung, Jae-Kyung
ARCHIVES OF PHARMACAL RESEARCH, 2007, 30 (06) : 695 - 700
[40] FACILE PREPARATION OF ALPHA-NITROKETONES FROM ENOL SILYL ETHERS
RATHORE, R
LIN, Z
KOCHI, JK
TETRAHEDRON LETTERS, 1993, 34 (12) : 1859 - 1862

← 1 2 3 4 5 →