Synthesis of both the enantiomers of polygodial, an insect antifeedant sesouiterpene
Tetrahedron, 1986Abstract Both the natural and unnatural enantiomers of polygodial, an insect antifeedant sesquiterpene of the drimane family, were synthesized starting from ( S) -3- hydroxy-2,2-dimethylcyclohexanone as a single chiral source.
Kenji Mori, Hidenori Watanabe
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ChemInform Abstract: SYNTHESIS OF ALL POSSIBLE STEREOISOMERS OF POLYGODIAL
Chemischer Informationsdienst, 1984AbstractDer nach bekannten Verfahren über Diels‐Alder‐Reaktion zugängliche Diester (I) wird mit I)BU zu (II) isomerisiert und dann zu (III) hydriert, aus dem mit Lithiumalanat das Diol (IV) erhalten wird.
D. GUILLERM +4 more
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ChemInform Abstract: EFFICIENT TOTAL SYNTHESES OF POLYGODIAL AND DRIMENIN
Chemischer Informationsdienst, 1981AbstractDer durch Diels‐Alder‐Addition aus Acetylendicarbonsäuredimethylester und l‐Vinyl‐2,6,6‐trimethyl‐cyclohexen zugängliche Dicarbonsäureester (I) isomerisiert mit Basen zu den isomeren konjugierten Dicarbonsäureestern (II), wobei mit Lithiumdiisopropylamid in kinetisch kontrollierter Reaktion nur die cis‐Form (IIa) erhalten wird.
M. JALLALI‐NAINI +5 more
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Action of Polygodial on Agonist-Induced Contractions of the Rat Portal Vein In Vitro
Journal of Cardiovascular Pharmacology, 2000This study investigated the vasorelaxant action of the sesquiterpene polygodial, isolated from the bark of Drymis winteri, on rat portal vein in vitro, contracted by various agonists. Polygodial (21-342 microM) preincubated 20 min before, produced graded antagonism of the contractile responses caused by bradykinin, endothelin-1, noradrenaline, the ...
M, El Sayah +4 more
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Characterization of Sesquiterpene Polygodial-Beta Cyclodextrin Inclusion Complex
Journal of inclusion phenomena and macrocyclic chemistry, 2003Polygodial is a sesquiterpene drimane isolated from the genus Drimys, whichexhibits anti-asthmatic, anti-allergic, anti-inflammatory and antinociceptive effects.We have prepared a polygodial-β-cyclodextrin inclusion complex for furtherpharmacological studies.
Tiago A.S. Brandão +4 more
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Synthesis and accumulation of polygodial by tissue cultures of Polygonum hydropiper
Phytochemistry, 1989Abstract Callus and suspension cultures of Polygonum hydropiper accumulated the insect anti-feedant compound polygodial (and to a lesser extent its parent drimenol at levels of up to 0.25 and 29% of those in the flowering heads and foliage respectively.
Derek V. Banthorpe +4 more
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Antimicrobial Agents from Licaria puchuri-major and Their Synergistic Effect with Polygodial
Journal of Natural Products, 1992The resistance of the seeds of Licaria puchuri-major (Lauraceae) to decomposition in nature seems to be due largely to chemical defense, since its n-hexane extract contains antimicrobial principles in quantity, with a broad antimicrobial spectrum. In order to identify the active principles, the n-hexane extract was steam-distilled to yield a distillate
M, Himejima, I, Kubo
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Polygodial-induced noradrenaline release in human neuroblastoma SH-SY5Y cells
Toxicology in Vitro, 1997Polygodial is a natural sesquiterpene which exhibits pronounced pungency and a powerful antifeedant activity. At low concentrations, which do not alter general cell membrane permeability, polygodial increases the intracellular concentration of free calcium ([Ca(2+)](i)).
M I, Andres, A, Forsby, E, Walum
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Effect of EDTA Alone and in Combination with Polygodial on the Growth of Saccharomyces cerevisiae
Journal of Agricultural and Food Chemistry, 2005The antifungal activity of ethylenediaminetetraacetic acid (EDTA) against Saccharomyces cerevisiae was significantly affected by various conditions such as inoculum size, pH, and metal ions (Mg(2+), Ca(2+)). EDTA was found to be effective against this yeast at the inoculum size of 10(5) colony forming units (CFU)/mL with the minimum inhibitory ...
Isao, Kubo, Sang Hwa, Lee, Tae Joung, Ha
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Reaction of polygodial with primary amines: an alternative explanation to the antifeedant activity.
1982Spectroscopic study of the reactivity of isomeric polygodials I [R = β-CHO (II), α-CHO] with thiols and amines under biomimetic conditions showed that the antifeedant activity of II is due to its ability to form adducts with NH2 groups rather than with SH groups as previously reported (Kubo, I.; et al., 1976). II with MeNH2 gave the pyrrole III.
M. D'ISCHIA, G.PROTA, G.SODANO.
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