Ramirez-Garcia Jennie L, Lee-Harwood Hannah, Ackerley David, Kelly Michelle, Matoto S Vailala, Hunt Patricia, Singh A Jonathan, Keyzers Robert A
School of Chemical & Physical Sciences, and Centre for Biodiscovery, Victoria University of Wellington, P.O. Box 600, Wellington 6140, New Zealand.
Maurice Wilkins Centre for Molecular Biodiscovery, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.
Mar Drugs. 2025 Apr 27;23(5):186. doi: 10.3390/md23050186.
Sponges in the verongiid genus Carter are well-known producers of bioactive secondary metabolites. Chemical screening of a Tongan cf. Bergquist using NMR highlighted the presence of aromatic natural products. Subsequent extraction and purification of cf. yielded a new bromotyrosine, purpuramine R (), that exhibits moderate (MIC 16 µg/mL) antibacterial activity against Gram-positive The -geometry of the oxime was confirmed using a combination of NMR and computational approaches. Additionally, computational conformational analysis indicates that purpuramine R adopts a hairpin orientation, stabilized by intramolecular hydrogen and halogen bonds. Knowledge of this stabilized conformation can inform synthetic approaches to make analogues of the purpuramines for future SAR studies.
Verongiid属的海绵是生物活性次生代谢产物的著名生产者。使用核磁共振对一种汤加的cf. Bergquist进行化学筛选，突出显示了芳香族天然产物的存在。随后对cf.进行提取和纯化，得到了一种新的溴酪氨酸，紫嘌呤R（），它对革兰氏阳性菌表现出中等（最低抑菌浓度为16微克/毫升）的抗菌活性。使用核磁共振和计算方法相结合的方式确定了肟的几何形状。此外，计算构象分析表明，紫嘌呤R呈现发夹取向，通过分子内氢键和卤键得以稳定。这种稳定构象的知识可为合成方法提供参考，以制备紫嘌呤类似物用于未来的构效关系研究。
