Caryophyllene sesquiterpenoids from a fungicolous isolate of Pestalotiopsis disseminata.
Three new caryophyllene-type sesquiterpene alcohols, 6-hydroxypunctaporonin E (1), 6-hydroxypunctaporonin B (2), and 6-hydroxypunctaporonin A (3), have been isolated from cultures of the fungicolous fungus Pestalotiopsis disseminata. The structures of 1-3 were determined mainly by analysis of 1D and 2D NMR data. The structure and absolute configuration of 6-hydroxypunctaporonin E (1) was confirmed through X-ray crystallographic analysis of its mono-bromobenzoate derivative. Compounds 1 and 2 showed activity against Gram-positive bacteria.
Deyrup
Stephen T
ST
Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA.
Swenson
Dale C
DC
Gloer
James B
JB
Wicklow
Donald T
DT
D001203:Ascomycota / Q000737:chemistry*; D001231:Aspergillus flavus / Q000187:drug effects; D001412:Bacillus subtilis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D005670:Fusarium / Q000187:drug effects; D015394:Molecular Structure; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects
C510829:6-hydroxypunctaporonin A; C510830:6-hydroxypunctaporonin B; C510831:6-hydroxypunctaporonin E; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C024714:caryophyllene