RELATIVE CONFIGURATION OF THE C-10 TO C-16 FRAGMENT OF FUMONISIN-B

被引：31

作者：

BLACKWELL, BA

EDWARDS, OE

APSIMON, JW

FRUCHIER, A

机构：

[1] CARLETON UNIV,OTTAWA CARLETON CHEM INST,OTTAWA,ON L1S 5B6,CANADA

[2] ECOLE NATL SUPER CHIM MONTPELLIER,F-34053 MONTPELLIER 1,FRANCE

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 12期

关键词：

D O I：

10.1016/0040-4039(95)00205-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The relative stereochemistry of the C-10 to C-16 fragment of fumonisin B-1 has been deduced through NMR studies of the parent compound and comparison to the configuration found for a 10, 14-cyclic ether derivative of the FB1 aminopentaol (3). It is shown that the substituents at C-14 and C-15 are erythro, that those at C-14 and C-10 have the opposite relative configuration and that the methyl substituents at C-12 and C-16 have the same configuration as the hydroxyl at C-14.

引用

页码：1973 / 1976

页数：4

共 11 条

[1]

APSIMON JW, 1994, TETRAHEDRON LETT, V35, P7703, DOI 10.1016/0040-4039(94)80097-9

[2]

BOYLE GD, 1994, J AM CHEM SOC, V116, P4995

[3] CANCER PROMOTING POTENTIAL OF DIFFERENT STRAINS OF FUSARIUM-MONILIFORME IN A SHORT-TERM CANCER INITIATION PROMOTION ASSAY [J].

GELDERBLOM, WCA ;

MARASAS, WFO ;

JASKIEWICZ, K ;

COMBRINCK, S ;

VANSCHALKWYK, DJ .

CARCINOGENESIS, 1988, 9 (08) :1405-1409

[4]

MERRILL AH, 1993, J BIOL CHEM, V268, P27299

[5]

MILLER JD, 1994, IN PRESS NATURAL TOX

[6]

POCH GK, 1994, TETRAHEDRON LETT, V35, P7707, DOI 10.1016/0040-4039(94)80098-7

[7]

Savard M. E., 1994, P59

[8]

SCHROEDER JJ, 1994, J BIOL CHEM, V269, P3475

[9]

SZENTAY C, 1993, B MAGN RESON, V14, P112

[10] COMPARATIVE-STUDIES OF HEPATOTOXICITY AND FUMONISIN-B1 AND FUMONISIN-B2 CONTENT OF WATER AND CHLOROFORM METHANOL EXTRACTS OF FUSARIUM-MONILIFORME STRAIN MRC-826 CULTURE MATERIAL [J].

VOSS, KA ;

PLATTNER, RD ;

BACON, CW ;

NORRED, WP .

MYCOPATHOLOGIA, 1990, 112 (02) :81-92

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