Total synthesis and bioactivity of some naturally occurring pterulones.
The naturally occurring pterulones 1, 3, and 13 were synthesized in high overall yield from readily available methyl 3-(2-propenyl)-4-(2-propenyloxy)benzoate (6) by employing ring-closing metathesis (RCM) as a key step. The biological activities of the synthesized pterulones were tested using cells of Rhodotorulaglutinis and Saccharomyces cerevisiae.
Gruijters
Bas W T
BW
Laboratory of Organic Chemistry, Wageningen University, Dreijenplein 8, 6703 HB Wageningen, The Netherlands.
van Veldhuizen
Albertus
A
Weijers
Carel A G M
CA
Wijnberg
Joannes B P A
JB
D000363:Agaricales / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry; D001584:Benzoxepins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007840:Latex / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012248:Rhodotorula / Q000187:drug effects; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D013237:Stereoisomerism
C458059:(3-(chloromethylene)-2,3-dihydro-1-benzoxepin-7-yl)methanol; C458061:1-(3-chloromethylene-2,3-dihydro-1-benzoxepin-7-yl)ethanone; C458060:3-(chloromethylene)-2,3-dihydro-1-benzoxepine-7-carbaldehyde; D001565:Benzoates; D001584:Benzoxepins; D007840:Latex; C457203:methyl-3-(2-propenyl)-4-(2-propenyloxy)benzoate