Wits Advanced Drug Delivery Platform Research Unit, Department of Pharmacy and Pharmacology, School of Therapeutic Sciences, Faculty of Health Sciences, University of the Witwatersrand, Johannesburg, 7 York Road, Parktown 2193, South Africa.
Molecules. 2020 Sep 29;25(19):4471. doi: 10.3390/molecules25194471.
Synthesis of a novel theranostic molecule for targeted cancer intervention. A reaction between curcumin and lawsone was carried out to yield the novel curcumin naphthoquinone (CurNQ) molecule (2,2'-((((1E,3Z,6E)-3-hydroxy-5-oxohepta-1,3,6-triene-1,7-diyl) bis(2-methoxy-4,1-phenylene))bis(oxy))bis(naphthalene-1,4-dione). CurNQ's structure was elucidated and was fully characterized. CurNQ was demonstrated to have pH specific solubility, its saturation solubility increased from 11.15 µM at pH 7.4 to 20.7 µM at pH 6.8. This pH responsivity allows for cancer targeting (Warburg effect). Moreover, CurNQ displayed intrinsic fluorescence, thus enabling imaging and detection applications. In vitro cytotoxicity assays demonstrated the chemotherapeutic properties of CurNQ as CurNQ reduced cell viability to below 50% in OVCAR-5 and SKOV3 ovarian cancer cell lines. CurNQ is a novel theranostic molecule for potential targeted cancer detection and treatment.
合成一种新型的治疗诊断一体分子用于靶向癌症干预。姜黄素和劳森之间的反应进行，得到了新型的姜黄素萘醌（CurNQ）分子（2,2'-（（（1E,3Z,6E）-3-羟基-5-氧代庚-1,3,6-三烯-1,7-二基）双（2-甲氧基-4,1-亚苯基））双（氧基）双（萘-1,4-二酮））。CurNQ 的结构被阐明并进行了全面表征。CurNQ 具有 pH 特异性溶解度，其饱和溶解度从 pH 7.4 时的 11.15µM 增加到 pH 6.8 时的 20.7µM。这种 pH 响应性允许癌症靶向（Warburg 效应）。此外，CurNQ 显示出固有荧光，从而能够进行成像和检测应用。体外细胞毒性测定表明 CurNQ 具有化疗特性，因为 CurNQ 将 OVCAR-5 和 SKOV3 卵巢癌细胞系的细胞活力降低到 50%以下。CurNQ 是一种新型的治疗诊断一体分子，用于潜在的靶向癌症检测和治疗。
