morphinans and 1-2-3-4-tetrahydroisoquinoline

morphinans has been researched along with 1-2-3-4-tetrahydroisoquinoline* in 1 studies

Other Studies

1 other study(ies) available for morphinans and 1-2-3-4-tetrahydroisoquinoline

Article	Year
Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells. European journal of medicinal chemistry, 2009, Volume: 44, Issue:10 The synthesis of several 1-alkyl-1,2,3,4-tetrahydroisoquinolines, which may play an important role in Parkinson's disease, has been achieved by modified Pictet-Spengler cyclization of the formyliminium ion. The direct cytotoxicity and preventative effects towards MPP(+)-mediated death of PC12 cells were estimated. The cytotoxicities of 1-alkyl-TIQs were apoptotic and depended on their lipophilic properties. Conversely, introducing the N-propargyl substituent reduced cytotoxicity. 1-Methyl-, 1-methyl-N-propargyl- and 1-cyclopropyl-TIQ partially inhibited MPP(+)-induced cell death, whereas relatively large alkyl substituents at the first position did not enhance the viability of PC12 cells. In summary, our findings suggest a crucial role for the N-propargyl functional group for the effective reduction of cytotoxicity, and show the importance of size and lipophilicity of substituents at the 1-position of 1-alkyl-TIQs. Topics: Animals; Apoptosis; Caspase Inhibitors; Caspases; Cell Death; Monoamine Oxidase; Morphinans; Parkinson Disease; PC12 Cells; Rats; Structure-Activity Relationship; Tetrahydroisoquinolines	2009

Article

Year

Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells.

European journal of medicinal chemistry, 2009, Volume: 44, Issue:10

The synthesis of several 1-alkyl-1,2,3,4-tetrahydroisoquinolines, which may play an important role in Parkinson's disease, has been achieved by modified Pictet-Spengler cyclization of the formyliminium ion. The direct cytotoxicity and preventative effects towards MPP(+)-mediated death of PC12 cells were estimated. The cytotoxicities of 1-alkyl-TIQs were apoptotic and depended on their lipophilic properties. Conversely, introducing the N-propargyl substituent reduced cytotoxicity. 1-Methyl-, 1-methyl-N-propargyl- and 1-cyclopropyl-TIQ partially inhibited MPP(+)-induced cell death, whereas relatively large alkyl substituents at the first position did not enhance the viability of PC12 cells. In summary, our findings suggest a crucial role for the N-propargyl functional group for the effective reduction of cytotoxicity, and show the importance of size and lipophilicity of substituents at the 1-position of 1-alkyl-TIQs.

Topics: Animals; Apoptosis; Caspase Inhibitors; Caspases; Cell Death; Monoamine Oxidase; Morphinans; Parkinson Disease; PC12 Cells; Rats; Structure-Activity Relationship; Tetrahydroisoquinolines

2009