0000000000114694
AUTHOR
Markus Koller
Synthesis of the Racemates of the b-Carboline Alkaloid Chrysotricine and its Diastereomer
The racemates of the rubiacea alkaloid Chrysotricine (1) and its diastereomer are synthesized from the isomeric mixture of linalyl oxides 3 and tryptamine in six steps, followed by separation of the diastereomers.
Synthesis of pyrrolo[3′,4′:2,3]azepino[4,5,6-cd]indole-8,10-diones
3-Amino-4-(3-indolyl)pyrrolin-2,5-diones are condensed with various aldehydes and ketones to the cor responding imines. Under Pictet-Spengler conditions, the latter do not cyclize to pyrrolo-β-carbolines, but readily yield pyrrolo[3′,4′:2,3]azepino[4,5,6-cd]indole-8,10-diones.
Synthesis of Pyrrolidin-2-ones and of Staurosporine Aglycon (K-252c) by Intermolecular Michael Reaction
Indolo[2,3-a]pyrrolo[3,4-c]carbazoles were isolated from nature, e.g., from low plants, especially fungi, as structurally rare natural substances. Responsible for naming and also the most important representative of this type is staurosporine (1), isolated from Streptomyces staurosporeus, and its aglycon (2), also known as staurosporinone or K-252c. 3,4-Disubstituted pyrrolidin-2-ones, a group of compounds with many interesting biological properties are related to staurosporinone. The most important property is the inhibition of protein kinase C (PKC), so that this antiproliferative agent can interfere with the cell cycle. The synthetic strategy, developed by us, allows the synthesis of pyr…
ChemInform Abstract: Synthesis of Pyrrolidin-2-ones and of Staurosporine Aglycon (K-252c) by Intermolecular Michael Reaction.
Indolo[2,3-a]pyrrolo[3,4-c]carbazoles were isolated from nature, e.g., from low plants, especially fungi, as structurally rare natural substances. Responsible for naming and also the most important representative of this type is staurosporine (1), isolated from Streptomyces staurosporeus, and its aglycon (2), also known as staurosporinone or K-252c. 3,4-Disubstituted pyrrolidin-2-ones, a group of compounds with many interesting biological properties are related to staurosporinone. The most important property is the inhibition of protein kinase C (PKC), so that this antiproliferative agent can interfere with the cell cycle. The synthetic strategy, developed by us, allows the synthesis of pyr…