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Synthesis and biological activity of brassinosteroids fluorinated at C-2
Authors:Sofía L. Acebedo  Javier A. Ramírez  Lydia R. Galagovsky
Affiliation:1. Technology Development Centre, Custom Pharmaceutical Services, Dr. Reddy’s Laboratories Ltd, Hyderabad 500049, India;2. Department of Organic Chemistry, Andhra University, Visakhapatnam 530003, India;1. Department of Physics, Fatima Mata National College, Kollam, Kerala, India;2. Department of Physics, University College, Trivandrum, Kerala, India;3. Department of Physics, TKM College of Arts and Science, Kollam, Kerala, India;4. Department of Chemistry, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia;5. Graduate School of Interdisciplinary Engineering Sciences, Kyushu University, Fukuoka, Japan;6. United Arab Emirates University, Al Ain, United Arab Emirates;1. Department of Chemistry, College of Science, Princess Nourah Bint Abdulrahman University, Riyadh 11951, Saudi Arabia;2. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia;1. Deparment of Physics, Mar Ivanios College, Trivandrum, Kerala, India;2. Department of Physics, TKM College of Arts and Science, Kollam, Kerala, India;3. Department of Physics, Fatima Mata National College, Kollam, Kerala, India;4. Department of Chemistry, University of Antwerp, B2610 Antwerp, Belgium;5. Institute of Chemistry, University of Silesia, Szkolna 9, 40007 Katowice, Poland;6. Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 61242 Brno, Czech Republic;7. Department of Physics, Christ College, Irinjalakkuda, Thrissur, Kerala, India;1. Department of Chemistry, University of Science and Technology of China, Hefei 230026, China;2. Key Laboratory of Separation Science for Analytical Chemistry, Chinese Academy of Sciences, Dalian Institute of Chemical Physics, Dalian 116023, China
Abstract:In this paper we report the synthesis of four fluorinated analogues of brassinosteroids in which fluorine was introduced stereoselectively at C-2. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that two of these analogues elicit high bioactivity, suggesting the involvement of hydrogen bond interactions between the active brassinosteroids and their cellular receptor.
Keywords:
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