Zur Darstellung der Trimethyl‐colchicinsäure

Abstract

Lediglich das quantitative AusmaD der Existenz dieser monomolekularen Radikalsalze und die damit zusammenhangenden Fragen sind noch nicht in allen Fallen geklart. Doch wird davon die Auffassung dieser Stoffe als Radikalsalze (und nicht als Chinhydrone) iiberhaupt nicht beriihrt.

Anti-Aids Agents, 3. Inhibitory Effects of Colchicine Derivatives on HIV Replication in H9 Lymphocyte Cells

“…The compounds were, in general, synthesized according to literature methods. They include Ndeacetylcolchicine [2], 2-demethylcolchicine [3], 2-demethylcolchicine [4], Ndeacetylcolchiceine [5], 1,2,3-demethylcolchiceine [6], N-trifluoroacetyl-Ndeacetylcolchicine [7], N-trifluoroacetyl-N-deacetylcolchiceine [8], thiocolchicine [9], N-deacetylthiocolchicine [10], 2demethylthiocolchicine [11], N-deacetyl-2-demethylthiocolchicine [12], 10-dimethylamino-10-demethoxycolchicine [13] The deacetyl 2 and demethyl 3-6 (6-8), as well as trifluoro 7 and 8 (6) derivatives were all less active HIV inhibitors than colchicine. Anti-HIV activity correlated with cytotoxicity.…”

The Biochemical Events of Mitosis. I. Synthesis and Properties of Colchicine Labeled with Tritium in Its Acetyl Moiety*

“…Colchicine was deacetylated by acid hydrolysis according to a modified method of Fernholz (1953). The methyl group of ring C, which is more labile than the acetate group, is also removed and must therefore be replaced later.…”

“…The synthetic colchicine (acetyl-3H) has a spectrum in 95 % ethanol identical with that of purified natural colchicine (Xmax 350 and 243 µ). Colchicine and its deiivatives are sensitive to sunlight in aqueous solution, being converted to a mixture of isomers of colchicine (a-, ß-, and 7-lumicolchicines) (Grewe and Wolfe, 1951;Gardner et al, 1957;Forbes, 1955). It appears that the ß-and 7-lumicolchicines are stereoisomers formed by a rearrangement of ring C of colchicine as shown in Figure 5.…”

Antibacterial and antifungal activity of liriodenine and related oxoaporphine alkaloids

“…Attempts to hydroly w ushg potassium tert-butoxide (lo), lithium alkylamine (11), or Grignard reagent8 (12) were unsuccessful, so acidic hydrolytic procedures were considered. Selective hydrolysis of the N. acetyl function in colchicine using methanol-hydrochloric acid was reported previously (13). Refluxing WI in methanol-hydrochloric acid for 24 hr resulted in a high yield of a single crystalline product.…”

“…acetyl function in colchicine using methanol-hydrochloric acid was reported previously (13). Refluxing WI in methanol-hydrochloric acid for 24 hr resulted in a high yield of a single crystalline product.…”