Journal
JOURNAL OF NATURAL PRODUCTS
Volume 75, Issue 6, Pages 1090-1101Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np300102z
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Funding
- Pharmacy School, UoS
- Tuberculosis Drug Discovery Consortium (TBD-UK)
- Developmental Therapeutics Program, National Cancer Institute, Bethesda, MD, USA
- Medical Research Council [G0801956, G0802079] Funding Source: researchfish
- MRC [G0801956, G0802079] Funding Source: UKRI
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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 5-7 exhibit a modest inhibition against slow growing mycobacteria (MIC 25-50 mu 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.
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