STRUCTURAL STUDY OF DEHYDROCURVULARIN, AN INHIBITOR OF MICROTUBULE ASSEMBLY

被引:17
作者
ALMASSI, F
GHISALBERTI, EL
SKELTON, BW
WHITE, AH
机构
关键词
D O I
10.1071/CH9941193
中图分类号
O6 [化学];
学科分类号
0703 [化学];
摘要
The solid-state structure of the fungal metabolite E-dehydrocurvularin (2), an inhibitor of microtubule assembly, has been determined by a single-crystal room-temperature X-ray study for comparison with curvularin (1). Crystals of (2) are orthorhombic, P2(1)2(1)2(1), a 17 . 757(9), b 10.031(6), c 8.069(4) angstrom, z = 4, R was 0.060 for 988 independent 'observed' [I > 3sigma(I)] diffractometer reflections. The results of this study show that (1) and (2) adopt opposite helicity in the solid state.
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页码:1193 / 1197
页数:5
相关论文
共 12 条
[1]
ALMASSI F, UNPUB
[2]
BIOSYNTHESES OF ANTIBIOTIC A26771B BY PENICILLIUM-TURBATUM AND DEHYDROCURVULARIN BY ALTERNARIA-CINERARIAE - COMPARISON OF STEREOCHEMISTRY OF POLYKETIDE AND FATTY-ACID ENOYL THIOL ESTER REDUCTASES [J].
ARAI, K ;
RAWLINGS, BJ ;
YOSHIZAWA, Y ;
VEDERAS, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3391-3399
[3]
STEREOCHEMISTRY OF COLCHICINOIDS - ENANTIOMERIC STABILITY AND BINDING TO TUBULIN OF DESACETAMIDOCOLCHICINE AND DESACETAMIDOISOCOLCHICINE [J].
BERG, U ;
DEINUM, J ;
LINCOLN, P ;
KVASSMAN, J .
BIOORGANIC CHEMISTRY, 1991, 19 (01) :53-65
[4]
STRUCTURAL STUDY OF CURVULARIN, A CELL-DIVISION INHIBITOR [J].
GHISALBERTI, EL ;
HOCKLESS, DCR ;
ROWLAND, CY ;
WHITE, AH .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1993, 46 (04) :571-575
[5]
Hall S. R., 1992, XTAL 3 2 REFERENCE M
[6]
UNIQUE SPINDLE POISONS, CURVULARIN AND ITS DERIVATIVES, ISOLATED FROM PENICILLIUM SPECIES [J].
KOBAYASHI, A ;
HINO, T ;
YATA, S ;
ITOH, TJ ;
SATO, H ;
KAWAZU, K .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1988, 52 (12) :3119-3123
[7]
NOVEL CURVULARIN-TYPE METABOLITES OF A HYBRID STRAIN ME-0005 DERIVED FROM PENICILLIUM CITREO-VIRIDE-B - IFO-6200 AND IFO-4692 [J].
LAI, S ;
SHIZURI, Y ;
YAMAMURA, S ;
KAWAI, K ;
TERADA, Y ;
FURUKAWA, H .
TETRAHEDRON LETTERS, 1989, 30 (17) :2241-2244
[9]
CONFORMATIONAL-ANALYSIS OF COLCHICINOIDS CONTAINING AN ELECTRON-DEFICIENT AROMATIC RING ON THE B-RING [J].
PYLES, EA ;
HASTIE, SB .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (10) :2751-2759
[10]
2,3-DIHYDRO-3,6-DIHYDROXY-2-METHYL-4-PYRONE AND CURVULARIN FROM PENICILLIUM-GILMANII [J].
RAISTRICK, H ;
RICE, FAH .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (18) :3069-+