Synthesis and cytokinin-like activity of 7-chloro-imidazo[1,2-c]pyrimidines |
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| Institution: | 1. Istituto ed Orto Botanico, Facoltà di Farmacia, Università di Parma, 43100 Parma, Italy;2. Istituto Chimica Farmaceutica e Tossicologica, Facoltà di Farmacia, Università di Parma, 43100 Parma, Italy;3. Istituto Botanico, Facoltà di Farmacia, Università di Urbino, 61029 Urbino, Italy;1. IDD Medicinal Chemistry, Sanofi Genzyme, 153 Second Avenue, Waltham MA 02451, USA;2. Oncology Biochemistry/Biology, Sanofi Genzyme, 270 Albany Street, Cambridge, MA 02139, USA;3. IDD In Vitro Biology, Sanofi, 153 Second Avenue, Waltham MA 02451, USA;4. Program Management, Sanofi Genzyme, 49 New York Avenue, Framingham MA 01701, USA;1. Department of Pharmaceutical Chemistry, Faculty of Pharmacy and Biotechnology, German University in Cairo, Cairo 11835, Egypt;2. Pharmaceutical and Medicinal Chemistry, Saarland University, Campus C2.3, D-66123 Saarbrücken, Germany;3. Institute of Pharmacology and Toxicology, Medical Faculty of the RWTH Aachen University, Wendlingweg 2, 52074 Aachen, Germany;1. Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi 214122, PR China;2. CAS Key Laboratory of Design and Assembly of Functional Nanostructures, and Fujian Provincial Key Laboratory of Nanomaterials, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, PR China;3. Xiamen Institute of Rare Earth Materials, Haixi Institutes, Chinese Academy of Sciences, Xiamen 361021, PR China;4. School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, PR China;5. College of Chemistry, Fuzhou University, Fuzhou, Fujian 350108, PR China;1. Oncology Chemistry, Innovative Medicines Unit, AstraZeneca, 35 Gatehouse Drive, Waltham, MA 02451, USA;2. Oncology Chemistry, Innovative Medicines Unit, AstraZeneca, Alderley Park, Macclesfield, Cheshire SK10 4TG, UK;3. Chemical Development, AstraZeneca, Silk Road Business Park, Charter Way, Macclesfield, Cheshire SK10 2NA, UK |
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| Abstract: | Some 5-amino substituted 7-chloro-imidazo1,2-c]pyrimidines and 7-chloro-8-methylthio-imidazo1,2-c]pyrimidines were synthesized for further information on the role of the purine ring in cytokinin structure/activity relationships. Their cytokinin-like activity was examined using four different tests: expansion of cucumber etiolated cotyledons; formation of chlorophyll in etiolated cotyledons of cucumber; preservation of chlorophyll breakdown in sections of barley leaves; inhibition of root growth in intact wheat seedlings. Compounds with the imidazopyrimidine ring were generally less active than those with the purine ring, with the exception of the pentenylamino derivatives, which showed an activity comparable with that of the control, kinetin. |
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