Janem Alaa, Omar Ghader, Hamed Othman, Jodeh Shehdeh, Deghles Abdalhadi, Berisha Avni, Mansour Waseem, Jabal Saber Abu, Fares Oswa, Jaser Ataa, Amireh Ameed, Adwan Ghaleb
Chemistry Department, Faculty of Science, An-Najah National University, P.O. Box 7, Nablus, Palestine.
Biology Department, Faculty of Sciences An-Najah National University, P.O. Box 7, Nablus, Palestine.
Heliyon. 2024 Jun 28;10(13):e33808. doi: 10.1016/j.heliyon.2024.e33808. eCollection 2024 Jul 15.
Curcumin is classified as a chemotherapeutic medication because of its potential against numerous cancer cell lines and ability to inhibit cancer cell proliferation. Despite these findings, curcumin has yet to be commercialized as a drug due to its low water solubility, low absorption, and restricted bioavailability. As a result, there is a demand for water-soluble curcumin with improved solubility, bioavailability, and thus bioactivity. In this study we report the synthesis and the anticancer activities of water-soluble curcumins derivatives with alkyl sulfonate moiety. The target water-soluble curcumin with alkyl sulfonate moieties was created utilizing a straightforward technique that involved reacting curcumin with various sultones. The cytotoxic (24 h) and cytostatic (72 h) anticancer effect on breast carcinoma (MCF-7), liver carcinoma (HepG2), skin melanoma (B16-F110), colon human cancer and HeLa cervical carcinoma cell lines viability % via MTT assay were determined for the prepared derivatives. Results showed that curcumin-derived compounds have a pronounced cytostatic anticancer effect rather than cytotoxic one in relation to the compound type, cancer cell line type, and examined concentration compared to curcumin. The curcumin sulfonates outperformed curcumin activity against the tested cancer cells and showed to be powerful anticancer candidate drugs as supported by the theoretical calculations. This is evident by their high capacity to form H-bonding during docking with the amino acid side chains and the Vina docking score.
姜黄素因其对多种癌细胞系具有潜在作用以及抑制癌细胞增殖的能力而被归类为一种化疗药物。尽管有这些发现,但由于姜黄素的低水溶性、低吸收率和有限的生物利用度,它尚未作为一种药物商业化。因此,需要具有改善的溶解度、生物利用度从而生物活性的水溶性姜黄素。在本研究中,我们报告了具有烷基磺酸酯部分的水溶性姜黄素衍生物的合成及其抗癌活性。带有烷基磺酸酯部分的目标水溶性姜黄素是通过一种简单的技术制备的,该技术涉及使姜黄素与各种磺内酯反应。通过MTT法测定了所制备的衍生物对乳腺癌(MCF-7)、肝癌(HepG2)、皮肤黑色素瘤(B16-F110)、结肠癌和宫颈癌HeLa细胞系活力百分比的细胞毒性(24小时)和细胞生长抑制(72小时)抗癌作用。结果表明,与姜黄素相比,姜黄素衍生化合物相对于化合物类型、癌细胞系类型和所检测的浓度具有明显的细胞生长抑制抗癌作用而非细胞毒性作用。磺酸化姜黄素在对抗测试癌细胞方面的活性优于姜黄素,并且如理论计算所支持的那样显示为强大的抗癌候选药物。这通过它们在与氨基酸侧链对接过程中形成氢键的高能力和Vina对接分数得以证明。