Synthesis of 7-methyl-6-indolopterin and 7-methyl-6-indoloquinoxaline |
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Authors: | Shyamaprosad Goswami Manas Kumar Das Annada C Maity Ching Kheng Quah Hoong-Kun Fun |
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Institution: | 1. Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah, West Bengal, Indiaspgoswamical@yahoo.com;3. Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah, West Bengal, India;4. X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang, Malasia;5. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Kingdom of Saudi Arabia |
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Abstract: | The first syntheses of indolopterin and indoloquinoxaline, two important and dissimilar diheterocycles linking C-2 of indole with C-6 of pterin (significant positions for showing biological activity), and quinoxaline, respectively, have been achieved based on two classical reactions. The introduction of a keto methyl group on to the 6-position of pterin and quinoxaline followed by Fischer indole synthesis led to these target diheterocycles. These indole-substituted diheterocycles will significantly increase the electron density on the pterin-5-N and quinoxazoline-2-N, which may change the redox properties of pterin and quinoxaline, and also the electron-withdrawing pterin or quinoxazoline should make the indole NH more acidic. |
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Keywords: | Indole indolopterin indoloquinoxaline pterin quinoxaline |
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