Pestalactams A-C: novel caprolactams from the endophytic fungus Pestalotiopsis sp.
Chemical investigations of a fermentation culture from the endophytic fungus Pestalotiopsis sp. yielded three novel caprolactams, pestalactams A-C (). The structures of were determined by analysis of 1D and 2D-NMR, UV, IR, and MS data. The structure of pestalactam A was confirmed following single crystal X-ray diffraction analysis. Pestalactams A-C are the first C-7 alkylated caprolactam natural products to be reported. Pestalactams A () and B () were tested against two different strains of the malaria parasite Plasmodium falciparum (3D7 and Dd2), and the mammalian cell lines, MCF-7 and NFF, and showed modest in vitro activity in all assays.
Davis
Rohan A
RA
Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia. r.davis@griffith.edu.au
Carroll
Anthony R
AR
Andrews
Katherine T
KT
Boyle
Glen M
GM
Tran
Truc Linh
TL
Healy
Peter C
PC
Kalaitzis
John A
JA
Shivas
Roger G
RG
D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D001203:Ascomycota / Q000737:chemistry* / Q000378:metabolism; D002209:Caprolactam / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D002460:Cell Line; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D005285:Fermentation; D006801:Humans; D008958:Models, Molecular; D010963:Plasmodium falciparum / Q000187:drug effects*
D000962:Antimalarials; D002209:Caprolactam