A Concise Synthesis of the DNA-Intercalating and Antimalarial Alkaloid Cryptolepine and Its Fluorescence Behaviour in Solvents of Different Polarities
✍ Scribed by Tapan Kumar Lai; Asima Chatterjee; Julie Banerji; Deboleena Sarkar; Nitin Chattopadhyay
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- German
- Weight
- 202 KB
- Volume
- 91
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
A microwave‐induced rapid and facile synthesis of the DNA‐intercalating and antimalarial drug cryptolepine is described. The key step in this synthesis involves the aqueous‐phase base‐catalyzed condensation of isatin and 1‐acetyl‐1__H__‐indol‐3‐yl acetate which has been simplified and expedited by dielectric heating, employing an ordinary domestic microwave oven. The method transforms the synthesis of an important drug molecule from a prohibitively lengthy process to a matter of a few minutes with a much improved yield. Dual absorption and fluorescence is observed from the molecular system in solvents of different polarity thus providing valuable insight into its binding modes toward protein or DNA.