Erowid References Database
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Ishii H, Hayashi M, Niwaguchi T, Nalcahara Y.
“Studies on Lysergic Acid Diethylamide and Related Compounds. VII. Microbial Transformation of Lysergic Acid Diethylamide and Related Compounds”.
Chem.Pharm.Bull.. 1979;27(7):1570-75.
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Abstract
The microbiological transformation of LSD (1), was investigated as part of a study on its metabolism. (1) Was incubated with the fungi shown below in an oatmeal soybean or meat extract medium. Harvested cultures were diluted with EtOH and filtered. After extraction with EtOAc then tartaric acid the metabolites were separated by preparative TLC, on silica gel plates. Plates were eluted with CHCl3/n hexare/MeOH, CHCl3/acetone or CHCl;j/MeOH and visualized by UY at 365 nm or Ehrlich's reagent. Concentrations were deter mined by fluorimetry (Ex = 330 nm) and (Em = 410 nm). MS were obtained. Four metabolites, namely nor-LSD (4) LAY (5) LEO (6) and LEV (7) were found. Streptomyces roseochromogenes gave highest yields of (5-7) whereas S. lavendulae gave (4) only, suggesting that different enzyme systems are involved. The fungi Gliocladium deliquescens and C. echinulata gave (7). The relative amounts of (4-7) produced by the remaining microorganisms are discussed. Metabolic pathways are proposed.
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