Sclerotiamide: A new member of the paraherquamide class with potent antiinsectan activity from the sclerotia of Aspergillus sclerotiorum

被引:105
作者
Whyte, AC
Gloer, JB
Wicklow, DT
Dowd, PF
机构
[1] UNIV IOWA, DEPT CHEM, IOWA CITY, IA 52242 USA
[2] USDA ARS, NATL CTR AGR UTILIZAT RES, PEORIA, IL 61604 USA
来源
JOURNAL OF NATURAL PRODUCTS | 1996年 / 59卷 / 11期
关键词
D O I
10.1021/np960607m
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Sclerotiamide (1), a new fungal natural product related to the paraherquamides, was isolated by bioassay-guided fractionation of antiinsectan organic extracts from the sclerotia of Aspergillus sclerotiorum (NRRL 5167). The structure was determined primarily through H-1-NMR, C-13-NMR, HMQC, and HMBC experiments. Sclerotiamide causes significant mortality and unusual physiological effects in dietary assays against the corn earworm Helicoverpa zea.
引用
收藏
页码:1093 / 1095
页数:3
相关论文
共 13 条
[1]   CHEMICAL MODIFICATION OF PARAHERQUAMIDE .1. UNUSUAL REACTIONS AND ABSOLUTE STEREOCHEMISTRY [J].
BLIZZARD, TA ;
MARINO, G ;
MROZIK, H ;
FISHER, MH ;
HOOGSTEEN, K ;
SPRINGER, JP .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) :2657-2663
[2]  
DOWD PF, 1988, ENTOMOL EXP APPL, V47, P69, DOI 10.1007/BF00186717
[3]   THE CHEMISTRY OF FUNGAL ANTAGONISM AND DEFENSE [J].
GLOER, JB .
CANADIAN JOURNAL OF BOTANY-REVUE CANADIENNE DE BOTANIQUE, 1995, 73 :S1265-S1274
[4]   ANTIINSECTAN NATURAL-PRODUCTS FROM FUNGAL SCLEROTIA [J].
GLOER, JB .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (08) :343-350
[5]   ASPERGILLI AS OCHRATOXIN PRODUCERS [J].
HESSELTINE, CW ;
SMITH, ML ;
SHOTWELL, OL ;
VANDEGRAFT, EE ;
FENNELL, DI .
MYCOLOGIA, 1972, 64 (03) :539-+
[6]   NOVEL ANTINEMATODAL AND ANTIPARASITIC AGENTS FROM PENICILLIUM-CHARLESII .2. STRUCTURE DETERMINATION OF PARAHERQUAMIDE-B, PARAHERQUAMIDE-C, PARAHERQUAMIDE-D, PARAHERQUAMIDE-E, PARAHERQUAMIDE-F, AND PARAHERQUAMIDE-G [J].
LIESCH, JM ;
WICHMANN, CF .
JOURNAL OF ANTIBIOTICS, 1990, 43 (11) :1380-1386
[7]   ISOLATION AND STRUCTURE (X-RAY-ANALYSIS) OF MARCFORTINE A, A NEW ALKALOID FROM PENICILLIUM-ROQUEFORTI [J].
POLONSKY, J ;
MERRIEN, MA ;
PRANGE, T ;
PASCARD, C ;
MOREAU, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (13) :601-602
[8]   STRUCTURES OF MARCFORTINE-B AND MARCFORTINE-C (X-RAY-ANALYSIS), ALKALOIDS FROM PENICILLIUM-ROQUEFORTI [J].
PRANGE, T ;
BILLION, MA ;
VUILHORGNE, M ;
PASCARD, C ;
POLONSKY, J ;
MOREAU, S .
TETRAHEDRON LETTERS, 1981, 22 (21) :1977-1980
[9]  
Raper KB, 1965, GENUS ASPERGILLUS
[10]   BIOSYNTHESIS OF BREVIANAMIDE-A AND BREVIANAMIDE-B - IN SEARCH OF THE BIOSYNTHETIC DIELS-ALDER CONSTRUCTION [J].
SANZCERVERA, JF ;
GLINKA, T ;
WILLIAMS, RM .
TETRAHEDRON, 1993, 49 (38) :8471-8482