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Title: Collective synthesis of 4-Hydroxy-2-pyridone alkaloids and their antiproliferation activities
Authors: Ding, Feiqing
Leow, Min Li
Ma, Jimei
William, Ronny
Liao, Hongze
Liu, Xue-Wei
Keywords: DRNTU::Science::Chemistry
Issue Date: 2014
Source: Ding, F., Leow, M. L., Ma, J., William, R., Liao, H., & Liu, X. W. (2014). Collective synthesis of 4-Hydroxy-2-pyridone alkaloids and their antiproliferation activities. Chemistry - an Asian journal, 9(9), 2548-2554.
Series/Report no.: Chemistry - an Asian journal
Abstract: A collective synthesis of 4-hydroxy-2-pyridone alkaloids—specifically, pretenellin B, prebassianin B, farinosone A, militarione D, pyridovericin, and torrubiellone C—has been achieved. Key steps include using a strategic convergent method to synthesize the densely substituted pyridone key intermediate by Suzuki–Miyaura cross-coupling reaction, a divergent synthesis approach of target molecules by aldol condensation of pyridone intermediate with homologous aldehydes, and an iterative synthesis of homologous aldehydes with all-trans-polyene backbones. Interestingly, among the six tumor cell lines investigated, torrubiellone C was found to induce potent and apoptotic inhibitory activities on Jurkat T cells with IC50 values of 7.05 μm. Hence, this approach could potentially contribute to the synthesis of bioactive small-molecule libraries as well as drug discovery.
ISSN: 1861-4728
DOI: 10.1002/asia.201402466
Rights: © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles


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