During the course of feeding experiments with nn-phenylalanine, labeled in the ring with deuterium, it was found that the liver and carcass cholesterol of the rats contained deuterium. Further, liver slice studies with ring-labeled phenylalanine showed that the deuterium content of the cholesterol was not proportionately lowered by the presence of large excesses of non-isotopic acetate.’ It has...

A novel series of cyanopyridinyl tetrahydronaphthalene incorporated with different heterocycles were synthesized. The key compounds 2a,b were condensed with chloroacetone and ethyl chloroacetate to give 3a,b and 4a,b, respectively. Also condensation of 4a,b with hydrazine hydrate gave the corresponding hydrazide 5a,b. Reaction of 5b with different isothiocyanates gave the corresponding thiosemi...

By replacement of an acetate with propionate through organic synthesis a range of zearalenone analogues were prepared. As key steps in the synthesis of the analogues we used the Noyori hydrogenation of methyl acetoacetate followed by Frater alkylation of the enantiomeric 3-hydroxybutyrates. This converted the second acetate to a propionate. Through the derived alkyne, chain extension led to 3-m...

Coumarins have much importance in dyes, drugs, perfumes and pesticides. In the demonstrated research work, a benignant series of chlorinated coumarins was synthesized and screened against different enzymes. First, 6-Chloro-7-hydroxy-4-methyl-2H-chromen-2-one (3) was geared up by the reaction of 4-chlororesorcinol (1) and ethyl acetoacetate (2) in the presence of concentrated H(2)SO(4). Second, ...

5-acyl-6-methyl-4-substituted-2-thioxo-1,2,3,4-tetrahydropyrimidines (1) were synthesized by cyclocondensation reaction between appropriate aldehyde, acetoacetate and thiourea in presence of aluminium chloride and hydrochloric acid which upon treatment with dimethylformamide and phosphorous oxychloride furnish the title compounds (2a-j). The structures of all title compounds have been confirmed...

The synthesis of 3-methyl-1,4-diphenyl-7-thioxo-4,6,8,9-tetrahydropyrazolo[5,4-b] pyrimidino[5,4-e]pyridine-5-one (6) was achieved by two different one-pot multi-component synthesis (one-pot three-component and one-pot four component synthesis). Mono and dialkylation of 6 under different conditions gave compounds 7-11. The hydrazine 12 produced from reaction of 9 with N₂H₄ was subjected to reac...

An enantioselective, convergent total synthesis of the antiviral marine natural product (-)-hennoxazole A is completed in 14 steps (longest linear sequence) from commercially available 4-methyloxazole-2-carboxylic acid. Synthesis of the C(1)-C(15) pyran/bisoxazole fragment takes advantage of an aldol-like coupling between a dimethyl acetal and an N-acetylthiazolidinethione for the direct, stere...

It has previously been found in this laboratory that in the biological synthesis of cholesterol the terminal methyl carbons of isovaleric acid are much more efficient carbon sources than the carboxyl carbons of the same compound and are also more effective sterol precursors than the carbon atoms of acetic acid (1). One explanation offered for these findings was that isovalerate is broken down t...

In recent months a series of papers have appeared, namely by Price and Rittenberg (1950), Plaut and Lardy (1950), and Sakami (1950), which indicate that acetone is utilized by mammalian tissue. Several metabolic pathways have been proposed for this oxidation. Plaut and Lardy (1950) concluded that acetone was directly incorporated into acetoacetate by a mechanism involving C02 fixation. Price an...