Isolation and insecticidal activity of mellamide from Aspergillus melleus.
Mellamide, a novel indole amide, was isolated from a fermentation of Aspergillus melleus using silica gel and high-performance liquid chromatographic methods. This allowed its separation from three known antiparasitic compounds (ochratoxin A, viomellin and xanthomegnin) also present in the potent extract. The structure was elucidated by (1)H, (13)C, COSY, DEPT, HMQC and HMBC NMR experiments. HR-FTMS aided in the molecular weight and formula determination. Mellamide showed in vitro insecticidal activity in bioassays against larvae of Lucilia sericata and Aedes egypti with LD(90) of 1,000 and 50 micro g/ml, respectively.
Ondeyka
J G
JG
Natural Products Chemistry, Merck Research Laboratories, R80Y-355, PO Box 2000, NJ 07065, Rahway, USA. john_ondeyka@merck.com
Dombrowski
A W
AW
Polishook
J P
JP
Felcetto
T
T
Shoop
W L
WL
Guan
Z
Z
Singh
S B
SB
D000577:Amides / Q000737:chemistry / Q000302:isolation & purification*; D000818:Animals; D001230:Aspergillus / Q000737:chemistry*; D001681:Biological Assay; D009033:Culicidae / Q000187:drug effects / Q000254:growth & development; D004175:Diptera / Q000187:drug effects / Q000254:growth & development; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification*; D007218:Industrial Microbiology; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification*; D007814:Larva / Q000187:drug effects
D000577:Amides; D007211:Indoles; D007306:Insecticides