Synthesis and antiproliferative activity of new 2-glyco-3-nitro-2H-chromenes |
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| Affiliation: | 1. IACYS-Unidad de Química Verde y Desarrollo Sostenible, Departamento de Química Orgánica e Inorgánica, Facultad de Ciencias, Universidad de Extremadura, 06006 Badajoz, Spain;2. Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United Kingdom;3. BioLab Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Centro de Investigaciones Biomédicas de Canarias (CIBICAN), Universidad de La Laguna, 38206 La Laguna, Tenerife, Spain;4. Centro de Investigación Biomédica en Red. Bioingeniería, Biomateriales y Nanomedicina CIBER-BBN, Badajoz, Spain;1. The Medical University of Silesia, School of Pharmacy with the Division of Laboratory Medicine, Department of Organic Chemistry, Jagiellońska 4, 41-200 Sosnowiec, Poland;2. The Medical University of Silesia, School of Pharmacy with the Division of Laboratory Medicine, Department of Cell Biology, Jedności 8, 41-200 Sosnowiec, Poland;3. Faculty of Mathematics and Natural Sciences, Cardinal Stefan Wyszyński University, K. Wóycickiego 1/3, 01-938 Warszawa, Poland;4. A.M. Butlerov Institute of Chemistry, Kazan Federal University, Kremlevskaya ul. 18, Kazan 420008, Russia;1. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia;2. Università degli Studi di Firenze, Dipartimento Neurofarba, Sezione di Scienze Farmaceutiche e Nutraceutiche, Via U. Schiff 6, 50019 Sesto Fiorentino, Florence, Italy;3. Department of Pharmaceutical Chemistry, College of Pharmacy, Prince Sattam Bin Abdulaziz University, AlKharj, Saudi Arabia;4. Department of Organic Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt;5. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt;1. Department of Food Science and Biotechnology, Dongguk University-Seoul, Ilsandong-gu, Goyang-si, Gyenggi-do 410820, Republic of Korea;2. Department of Chemistry, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad 500 085, India;3. Shroff S.R. Rotary Institute of Chemical Technology, Valia 393 135, India;1. Department of Pharmaceutical, Organic and Bioorganic Chemistry, Danylo Halytsky Lviv National Medical University, 69 Pekarska, Lviv, 79010, Ukraine;2. Enamine Ltd, 23 Alexandra Matrosova, Kiev, 01103, Ukraine;3. Department of Organic Chemistry, Poznan University of Medical Sciences, Grunwaldzka 6, Poznan, 60-780, Poland;1. Xiangya School of Pharmaceutical Sciences, Central South University, Changsha 410013, PR China;2. Xiangya Hospital of Central South University, Changsha 410008, PR China;3. School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, PR China;1. School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran;2. Computational Chemistry Group, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran;3. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran;4. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran |
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| Abstract: | 3-nitro-2H-chromenes and derivatives are compounds with diverse biological activity, among them, new 2-glyco-3-nitro-2H-chromenes have been prepared by one-pot oxa-Michael-Henry-dehydration reactions between carbohydrate-derived nitroalkenes and several salicylaldehydes, using a minimal amount of solvent and DBU as catalyst. The antiproliferative activity of these new compounds has been evaluated against a panel of six human solid tumor cell lines, and compared to pharmacological reference compounds, finding that their activities are in the low micromolar range and that some of them are more effective than the standards. |
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| Keywords: | Antiproliferative activity Structure-activity relationship Carbohydrates |
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