Bioassay-guided isolation and in Silico characterization of cytotoxic compounds from Hemimycale sp. Sponge targeting A549 lung cancer cells

IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY BMC Chemistry Pub Date : 2024-11-01 DOI:10.1186/s13065-024-01325-w
Asmaa Abo Elgoud Said, Islam M. Abdel-Rahman, Yaser A. Mostafa, Eman Zekry Attia, Mamdouh Nabil Samy, Usama Ramadan Abdelmohsen, Katsuyoshi Matsunami, Mostafa A. Fouad, Yaser G. Gouda
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Abstract

Bioassay-guided fractionation approach led to identification of two novel compounds; (4-(hydroxymethyl)-3-methoxy-1H-pyrazol (1) and mycalene (2), alongside with four known metabolites; octadecane (3), hexatriacontane (4), 1-heneicosanol (5) and heptatriacontanoic acid (6) from the Red Sea marine sponge Hemimycale sp. The ethyl acetate fraction showed a noticeable cytotoxic activity against the lung cancer cell line (A549) with IC50 value of 75.54 µg/ mL. Structural elucidation was achieved using a combination of 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and high-resolution electrospray ionization-mass spectrometry (HR-ESI-MS). To elucidate the potential mechanism of action behind the cytotoxic effects against lung cancer, a multi-faceted approach combining in silico network pharmacology, experimental validation, and molecular docking studies were employed. Both compounds, designated as 1 and 2, demonstrated significant binding affinities to predicted target proteins, with docking scores of -4.789 and − 4.421 kcal/mol, respectively. These results lay the groundwork for further investigation into the therapeutic potential of these novel compounds from Hemimycale sp. as promising candidates for lung cancer treatment.

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生物测定指导下从 Hemimycale sp.海绵中针对 A549 肺癌细胞的细胞毒性化合物的分离和硅学表征。
通过生物测定指导下的分馏方法,从红海海洋海绵 Hemimycale sp.中鉴定出了两种新型化合物:4-(羟甲基)-3-甲氧基-1H-吡唑(1)和霉菌醛(2),以及四种已知代谢物:十八烷(3)、十六烷(4)、1-heneicosanol(5)和七烷酸(6)。乙酸乙酯馏分对肺癌细胞株(A549)具有明显的细胞毒性活性,IC50 值为 75.54 µg/ mL。利用一维和二维核磁共振(NMR)光谱以及高分辨率电喷雾电离质谱(HR-ESI-MS)相结合的方法对其结构进行了阐明。为了阐明肺癌细胞毒性作用背后的潜在作用机制,研究人员采用了一种结合了硅网络药理学、实验验证和分子对接研究的多元方法。这两种化合物(分别命名为 1 和 2)与预测的靶蛋白具有显著的结合亲和力,对接得分分别为 -4.789 和 - 4.421 kcal/mol。这些结果为进一步研究这些来自血鳞藻类的新型化合物的治疗潜力奠定了基础,它们有望成为肺癌治疗的候选化合物。
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来源期刊
BMC Chemistry
BMC Chemistry Chemistry-General Chemistry
CiteScore
5.30
自引率
2.20%
发文量
92
审稿时长
27 weeks
期刊介绍: BMC Chemistry, formerly known as Chemistry Central Journal, is now part of the BMC series journals family. Chemistry Central Journal has served the chemistry community as a trusted open access resource for more than 10 years – and we are delighted to announce the next step on its journey. In January 2019 the journal has been renamed BMC Chemistry and now strengthens the BMC series footprint in the physical sciences by publishing quality articles and by pushing the boundaries of open chemistry.
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