A NEW PENITREM ANALOG WITH ANTIINSECTAN ACTIVITY FROM THE SCLEROTIA OF ASPERGILLUS-SULPHUREUS

被引:21
作者
LAAKSO, JA
GLOER, JB
WICKLOW, DT
DOWD, PF
机构
[1] UNIV IOWA,DEPT CHEM,IOWA CITY,IA 52242
[2] USDA ARS,NATL CTR AGR UTILIZAT RES,PEORIA,IL 61604
关键词
D O I
10.1021/jf00030a027
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
The new antiinsectan metabolite 2 (10-oxo-11,33-dihydropenitrem B) has been isolated from the sclerotia of Aspergillus sulphureus. Compound 2 is related to the penitrems, a known group of tremorgenic fungal metabolites. The structure of 2 was assigned primarily by NMR studies (e.g., COSY, HMQC, HMBC, and NOESY) and by comparison to data published for the penitrems. A known aflavinine analog (3; 10,23-dihydro-24,25-dehydroaflavinine) was also isolated from A. sulphureus sclerotia. This is the first report of any aflavinine analog from a member of the Aspergillus ochraceus taxonomic group.
引用
收藏
页码:973 / 975
页数:3
相关论文
共 11 条
  • [1] Aldridge DC, 1983, FUNGAL METABOLITES, V2
  • [2] COLE RJ, 1981, HDB TOXIC FUNGAL MET
  • [3] TREMORGENIC MYCO-TOXINS FROM PENICILLIUM-CRUSTOSUM - STRUCTURE ELUCIDATION AND ABSOLUTE-CONFIGURATION OF PENITREMS-B-F
    DE JESUS, AE
    STEYN, PS
    VAN HEERDEN, FR
    VLEGGAAR, R
    WESSELS, PL
    HULL, WE
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (08): : 1857 - 1861
  • [4] DOWD PF, 1988, ENTOMOL EXP APPL, V47, P69, DOI 10.1007/BF00186717
  • [5] NOMININE - A NEW INSECTICIDAL INDOLE DITERPENE FROM THE SCLEROTIA OF ASPERGILLUS-NOMIUS
    GLOER, JB
    RINDERKNECHT, BL
    WICKLOW, DT
    DOWD, PF
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2530 - 2532
  • [6] RADARIN-A, RADARIN-B, RADARIN-C, AND RADARIN-D - NEW ANTIINSECTAN AND CYTOTOXIC INDOLE DITERPENOIDS FROM THE SCLEROTIA OF ASPERGILLUS-SULPHUREUS
    LAAKSO, JA
    GLOER, JB
    WICKLOW, DT
    DOWD, PF
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (01) : 138 - 141
  • [7] SULPININE-A, SULPININE-B, SULPININE-C AND SECOPENITREM-B - NEW ANTIINSECTAN METABOLITES FROM THE SCLEROTIA OF ASPERGILLUS-SULPHUREUS
    LAAKSO, JA
    GLOER, JB
    WICKLOW, DT
    DOWD, PF
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (07) : 2066 - 2071
  • [8] AFLAVAZOLE - A NEW ANTIINSECTAN CARBAZOLE METABOLITE FROM THE SCLEROTIA OF ASPERGILLUS-FLAVUS
    TEPASKE, MR
    GLOER, JB
    WICKLOW, DT
    DOWD, PF
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (18) : 5299 - 5301
  • [9] AFLAVARIN AND BETA-AFLATREM - NEW ANTI-INSECTAN METABOLITES FROM THE SCLEROTIA OF ASPERGILLUS-FLAVUS
    TEPASKE, MR
    GLOER, JB
    WICKLOW, DT
    DOWD, PF
    [J]. JOURNAL OF NATURAL PRODUCTS, 1992, 55 (08): : 1080 - 1086
  • [10] 3 NEW AFLAVININES FROM THE SCLEROTIA OF ASPERGILLUS-TUBINGENSIS
    TEPASKE, MR
    GLOER, JB
    WICKLOW, DT
    DOWD, PF
    [J]. TETRAHEDRON, 1989, 45 (16) : 4961 - 4968