Thiersinines A and B: novel antiinsectan indole diterpenoids from a new fungicolous Penicillium species (NRRL 28147).
[structure: see text] Two novel antiinsectan indole diterpenoids, thiersinines A (1) and B (2), along with seven known paxilline-type compounds, were isolated from organic extracts of a new Penicillium species (P. thiersii NRRL 28147). The structures of 1 and 2 were determined by analysis of 2D NMR data. Thiersinines A and B possess a unique spirocyclic subunit that is unprecedented in previously known compounds of this class. Both compounds exhibit potent activity against the fall armyworm (Spodoptera frugiperda).
Department of Chemistry, University of Iowa, Iowa City 52242, USA.
Chen
C
Li
James B
JB
Gloer
Donald T
DT
Wicklow
Patrick F
PF
Dowd
D000818:Animals; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification*; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D013141:Spiro Compounds; D018411:Spodoptera / Q000187:drug effects / Q000254:growth & development
D004224:Diterpenes; D007211:Indoles; D007306:Insecticides; D013141:Spiro Compounds; C471501:thiersinine A; C471500:thiersinine B; C048220:paxilline