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).
Li
Chen
C
Department of Chemistry, University of Iowa, Iowa City 52242, USA.
Gloer
James B
JB
Wicklow
Donald T
DT
Dowd
Patrick F
PF
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