7,9-Diaryl-1,6,8-trioxaspiro[4.5]dec-3-en-2-ones: Readily accessible and highly potent anticancer compounds |
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| Institution: | 1. Department of Chemistry, Brooklyn College, The City University of New York, 2900 Bedford Avenue, Brooklyn, NY 11210, United States;2. Department of Chemistry, The Graduate Center, The City University of New York, 365 Fifth Avenue, New York, NY 10016, United States;3. Department of Biology, Brooklyn College, The City University of New York, 2900 Bedford Avenue, Brooklyn, NY 11210, United States;4. Department of Biology, The Graduate Center, The City University of New York, 365 Fifth Avenue, New York, NY 10016, United States;5. Department of Medical Oncology, Dayna-Farber Cancer Institute, Boston, MA 02215, United States;6. Department of Medicine, Harvard Medical School, Boston, MA 02215, United States;1. Marine Bioprocess Research Center, Pukyong National University, Busan 608-737, Republic of Korea;2. Department of Chemistry, Pukyong National University, Busan 608-737, Republic of Korea;3. Specialized Graduate School Science and Technology Convergence, Department of Marine Bio Convergence Science, Pukyong National University, Busan 608-737, Republic of Korea;1. Key Laboratory of Radiopharmaceuticals (Beijing Normal University), Ministry of Education, College of Chemistry, Beijing Normal University, Beijing 100875, PR China;2. Nuclear Medicine Department, Peking University 3rd Hospital, Beijing 100191, PR China;1. Institute of Developmental Biology, RAS, Vavilov Street, 26, 119334 Moscow, Russia;2. Chemical Block Ltd, 3 Kyriacou Matsi, 3723 Limassol, Cyprus;3. N. D. Zelinsky Institute of Organic Chemistry, RAS, Leninsky Prospect, 47, 119991 Moscow, Russia;4. I. N. Ulyanov Chuvash State University, Moskovskiy pr., 15, 428015 Cheboksary, Russia;5. Department of Biological and Medicinal Chemistry, Moscow Institute of Physics and Technology, Institutsky Per. 9, Dolgoprudny, Moscow Region 141700, Russia;1. Department of Medicinal Chemistry, University of Utah, 30 South 2000 East, Salt Lake City, UT 84112, USA;2. Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA 92093, USA |
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| Abstract: | 7,9-Diaryl-1,6,8-trioxaspiro4.5]dec-3-en-2-ones are a recently described group of spirocyclic butenolides that can be generated rapidly and as a single diastereomer through a cascade process between γ-hydroxybutenolides and aromatic aldehydes. The following outlines our findings that these spirocycles are potently cytotoxic and have a dramatic structure–function profile that provides excellent insight into the structural features required for this potency. |
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| Keywords: | Cancer Novel cytotoxic scaffolds Covalent modifiers Structure–function studies Cascade processes |
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