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פותח על ידי קלירמאש פתרונות בע"מ -
Comparative studies of metabolism of 4-desmethyl, 4-monomethyl and 4,4-dimethyl sterols in Manduca sexta
Year:
1995
Source of publication :
Lipids
Authors :
סבובודה, ג'יימס
;
.
Volume :
30
Co-Authors:
Svoboda, J.A., Insect Neurobiology and Hormone Laboratory, USDA, ARS, PSI, Bldg. 467, BARC-East, Beltsville, 20705-2350, MD, United States
Ross, S.A., Department of Pharmacy, University of Mississippi, Oxford, 38677, Mississippi, United States
Nes, W.D., Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, 79409, Texas, United States
Facilitators :
From page:
91
To page:
94
(
Total pages:
4
)
Abstract:
To investigate the metabolism and possible deleterious effects of 4-methyl and 4,4-dimethyl steroids in Manduca sexta, the 4,4-dimethyl sterols lanosterol and cycloartenol, the 4-methyl sterol obtusifoliol and the 4,4-dimethyl pentacyclic triterpenoid α-amyrin were fed in an artificial agar-based diet at various concentrations. Utilization and metabolism of these four compounds were compared with sitosterol, stigmasterol, brassicasterol, ergosterol and 24-methylenecholesterol, 24-alkyl sterols that are readily dealkylated and converted to cholesterol in Manduca and in most phytophagous insects. None of the 4-methylated compounds significantly inhibited development except at very high dietary concentrations. The Δ24-bonds of lanosterol and cycloartenol were effectively reduced by the Manduca Δ24-sterol reductase enzyme, as is the Δ24-bond of desmosterol which, in most phytophagous insects, is an intermediate in the conversion of sitosterol, stigmasterol and other C28 and C29 phytosterols to cholesterol. On the other hand, the 24-methylene substituent of obtusifoliol was not dealkylated. Each of the 4-desmethyl C28 and C29 sterols was readily converted to cholesterol, and a significant amount of 7-dehydro-cholesterol was derived from ergosterol metabolism. The reason for the differences in substrate specificity of these sterols is not clear, but the information may be useful in the development of new, specific, mechanism-based inhibitors of sterol metabolism. © 1995 American Oil Chemists' Society.
Note:
Related Files :
Animal
brassicasterol
Cholestadienols
Development
ergosterol
Insecta
sitosterol
triterpenoid
עוד תגיות
תוכן קשור
More details
DOI :
10.1007/BF02537047
Article number:
Affiliations:
Database:
סקופוס
Publication Type:
מאמר
;
.
Language:
אנגלית
Editors' remarks:
ID:
20156
Last updated date:
02/03/2022 17:27
Creation date:
16/04/2018 23:34
Scientific Publication
Comparative studies of metabolism of 4-desmethyl, 4-monomethyl and 4,4-dimethyl sterols in Manduca sexta
30
Svoboda, J.A., Insect Neurobiology and Hormone Laboratory, USDA, ARS, PSI, Bldg. 467, BARC-East, Beltsville, 20705-2350, MD, United States
Ross, S.A., Department of Pharmacy, University of Mississippi, Oxford, 38677, Mississippi, United States
Nes, W.D., Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, 79409, Texas, United States
Comparative studies of metabolism of 4-desmethyl, 4-monomethyl and 4,4-dimethyl sterols in Manduca sexta
To investigate the metabolism and possible deleterious effects of 4-methyl and 4,4-dimethyl steroids in Manduca sexta, the 4,4-dimethyl sterols lanosterol and cycloartenol, the 4-methyl sterol obtusifoliol and the 4,4-dimethyl pentacyclic triterpenoid α-amyrin were fed in an artificial agar-based diet at various concentrations. Utilization and metabolism of these four compounds were compared with sitosterol, stigmasterol, brassicasterol, ergosterol and 24-methylenecholesterol, 24-alkyl sterols that are readily dealkylated and converted to cholesterol in Manduca and in most phytophagous insects. None of the 4-methylated compounds significantly inhibited development except at very high dietary concentrations. The Δ24-bonds of lanosterol and cycloartenol were effectively reduced by the Manduca Δ24-sterol reductase enzyme, as is the Δ24-bond of desmosterol which, in most phytophagous insects, is an intermediate in the conversion of sitosterol, stigmasterol and other C28 and C29 phytosterols to cholesterol. On the other hand, the 24-methylene substituent of obtusifoliol was not dealkylated. Each of the 4-desmethyl C28 and C29 sterols was readily converted to cholesterol, and a significant amount of 7-dehydro-cholesterol was derived from ergosterol metabolism. The reason for the differences in substrate specificity of these sterols is not clear, but the information may be useful in the development of new, specific, mechanism-based inhibitors of sterol metabolism. © 1995 American Oil Chemists' Society.
Scientific Publication
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