Synthesis and Biological Evaluation of Purpurealidin E-Derived Marine Sponge Metabolites: Aplysamine-2, Aplyzanzine A, and Suberedamines A and B
详细信息 查看全文
- 作者：Suresh K. Kottakota ; Dimitrios Evangelopoulos ; Amani Alnimr ; Sanjib Bhakta ; Timothy D. McHugh ; Mark Gray ; Paul W. Groundwater ; Emma C. L. Marrs ; John D. Perry ; Christopher D. Spilling ; J. Jonathan Harburn
- 刊名：Journal of Natural Products
- 出版年：2012
- 出版时间：June 22, 2012
- 年：2012
- 卷：75
- 期：6
- 页码：1090-1101
- 全文大小：403K
- 年卷期：v.75,no.6(June 22, 2012)
- ISSN：1520-6025
文摘
Five purpurealidin-derived marine secondary sponge metabolies have been synthesized through the carbodiimide coupling of an appropriate bromotyrosine unit. The structure elucidations have been confirmed through direct comparison with spectroscopic data of isolated natural products. Aplyzanzine A has been shown to be the most active product against a broad bacterial and fungal screen, demonstrating MIC values 2 to 4 times lower than the other metabolites in this study. Compounds 2, 3, 4a, and 5鈥?b>7 exhibit a modest inhibition against slow growing mycobacteria (MIC 25鈥?0 渭g/mL), including Mycobacterium tuberculosis. iso-Anomoian A and suberedamine B showed antitumor activity in the NCI-DTP60 cell line screen at single-digit micromolar concentrations, with iso-anomoian A inhibiting 53 cell lines. These molecules present novel scaffolds for further optimization.