The Suzuki-Miyaura reaction in the chemical transformations of vindoline

• Authors: Joanna Ruszkowska , Robert Chrobak , Paweł Żero , Jan K Maurin , Joanna Szawkało , Zbigniew Czarnocki
• Languages of publication: EN

Abstracts

EN

Vindoline and its analogues are important constituents of the Madagascan periwinkle Catharanthus roseus, and some of them are valuable chemotherapy drugs used in treatment for some types of cancer, including leukaemia, lymphoma, breast and lung cancer. The search for semi-synthetic congeners of natural substances is still an important task for organic chemistry. In this communication we report the synthesis of five new vindoline derivatives, 15-(2-methoxyphenyl)vindoline 11, 15-(3-methoxyphenyl)vindoline 12, 15-(2-nitrophenyl)vindoline 13, 15-(3-cyanophenyl)vindoline 15, and 15-(4-cyanophenyl)vindoline 16 using the Suzuki-Miyaura reaction as the key step. X-Ray analysis of compound 16 is also reported.

Keywords

EN

alkaloids; chemotherapy; bioorganic chemistry; natural products

• Journal: Acta Biochimica Polonica
• Year: 2007
• Volume: 54
• Issue: 4
• Pages: 857-861

Dates

published

2007

received

2007-07-17

revised

2007-09-23

accepted

2007-09-24

(unknown)

2007-12-08

Contributors

author

Joanna Ruszkowska

• Faculty of Chemistry, Warsaw University, Warszawa, Poland

author

Robert Chrobak

• Faculty of Chemistry, Warsaw University, Warszawa, Poland

author

Paweł Żero

• Faculty of Chemistry, Warsaw University, Warszawa, Poland

author

Jan K Maurin

• National Medicines Institute, Warszawa, Poland

author

Joanna Szawkało

• Faculty of Chemistry, Warsaw University, Warszawa, Poland

author

Zbigniew Czarnocki

• Faculty of Chemistry, Warsaw University, Warszawa, Poland

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