The DOI matches its Crossref record; 6 of the 6 references it cites were found in a registry or an index.
Total Synthesis of Diverse Carbogenic Complexity within the Resveratrol Class from a Common Building Block
Abstract
Although biomimetic approaches have proven capable of converting resveratrol (1) concurrently into many of the more complex oligomers produced by plants throughout the world (such as 2-10), methods to access single members of the family have proven far more difficult to identify. Herein is described a strategy-level solution based on the use of a common building block, one distinct from Nature's starting material, that can participate in a variety of highly selective, reagent-controlled reaction cascades. These endeavors have led to the controlled synthesis of 25 natural products and analogues, molecules whose architectures encompass nearly all the carbogenic diversity of the resveratrol family.
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Cites
Cancer chemopreventive activity of resveratrol, a natural product derived from grapes
Jang, M., Cai, L., Udeani, G. O., Slowing, K. V., Thomas, C. F., Beecher, C. W. W., Fong, H. H. S., Farnsworth, N. R., Kinghorn, A. D., Mehta, R. G., et al. (1997) · Science · doi:10.1126/science.275.5297.218 · Cited by 4,935
Resveratrol improves health and survival of mice on a high-calorie diet
Baur, J. A., Pearson, K. J., Price, N. L., Jamieson, H. A., Lerin, C., Kalra, A., Prabhu, V. V., Allard, J. S., Lopez-Lluch, G., Lewis, K., et al. (2006) · Nature · doi:10.1038/nature05354 · Cited by 4,290
Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan
Howitz, K. T., Bitterman, K. J., Cohen, H. Y., Lamming, D. W., Lavu, S., Wood, J. G., Zipkin, R. E., Chung, P., Kisielewski, A., Zhang, L.-L., et al. (2003) · Nature · doi:10.1038/nature01960 · Cited by 3,796
Sirtuin activators mimic caloric restriction and delay ageing in metazoans
Wood, J. G., Rogina, B., Lavu, S., Howitz, K., Helfand, S. L., Tatar, M., & Sinclair, D. (2004) · Nature · doi:10.1038/nature02789 · Cited by 1,868
Small molecule activators of SIRT1 as therapeutics for the treatment of type 2 diabetes
Milne, J. C., Lambert, P. D., Schenk, S., Carney, D. P., Smith, J. J., Gagne, D. J., Jin, L., Boss, O., Perni, R. B., Vu, C. B., et al. (2007) · Nature · doi:10.1038/nature06261 · Cited by 1,707
Kim, D., Nguyen, M. D., Dobbin, M. M., Fischer, A., Sananbenesi, F., Rodgers, J. T., Delalle, I., Baur, J. A., Sui, G., Armour, S. M., et al. (2007) · The EMBO Journal · doi:10.1038/sj.emboj.7601758 · Cited by 1,074
Cited by
Plant Polyphenols: Chemical Properties, Biological Activities, and Synthesis
Quideau, S., Deffieux, D., Douat‐Casassus, C., & Pouységu, L. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201000044 · Cited by 2,730
Surface Modification Using Phosphonic Acids and Esters
Queffélec, C., Petit, M., Janvier, P., Knight, D. A., & Bujoli, B. (2012) · Chemical Reviews · doi:10.1021/cr2004212 · Cited by 868
Flow chemistry syntheses of natural products
Pastre, J. C., Browne, D. L., & Ley, S. V. (2013) · Chemical Society Reviews · doi:10.1039/c3cs60246j · Cited by 658
Flash chemistry: flow chemistry that cannot be done in batch
Yoshida, J.-I., Takahashi, Y., & Nagaki, A. (2013) · Chem. Commun. · doi:10.1039/c3cc44709j · Cited by 450
Chemistry and Biology of Resveratrol-Derived Natural Products
Keylor, M. H., Matsuura, B. S., & Stephenson, C. R. J. (2015) · Chemical Reviews · doi:10.1021/cr500689b · Cited by 366
Metadata
- Authors
- Snyder, S. A., Breazzano, S. P., Ross, A. G., Lin, Y., & Zografos, A. L.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2009-01-14
- Volume
- 131
- Issue
- 5
- Pages
- 1753-1765
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2093783447
- Cited by
- 259
- References
- 6
- FWCI
- 16.56
- Type
- journal article
- Language
- en
- Open access
- closed
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- Snyder, S. A., Breazzano, S. P., Ross, A. G., Lin, Y., & Zografos, A. L. (2009). Total Synthesis of Diverse Carbogenic Complexity within the Resveratrol Class from a Common Building Block. Journal of the American Chemical Society. https://doi.org/10.1021/ja806183r
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
