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海洋链霉菌 S4702 中一种新型 4H-色烯-4-酮衍生物作为潜在的抗菌和抗癌剂。

A Novel 4H-Chromen-4-One Derivative from Marine Streptomyces ovatisporus S4702 as Potential Antibacterial and Anti-Cancer Agent.

机构信息

Department of Agricultural Biotechnology, Ondokuz Mayıs University, 55139, Samsun, Turkey.

Department of Chemistry, Van Yuzuncu Yil University, 65080, Van, Turkey.

出版信息

Anticancer Agents Med Chem. 2022;22(2):362-370. doi: 10.2174/1871520621666210311085748.

Abstract

BACKGROUND

Marine actinomycetes are among indispensable sources of natural bioactive compounds with unique antimicrobial and anti-cancer activities.

OBJECTIVE

Herein, it was aimed to elucidate the bioactive potential of a marine-derived Streptomyces ovatisporus S4702T, isolated previously.

METHODS

Streptomyces ovatisporus S4702 was cultured in N-Z Amine broth, and extraction was carried out using different organic solvents. Bioassay-guided purification was followed by chemical characterization using NMR and LC-MS/MS. The compound was then evaluated for its antibacterial, antioxidant and cytotoxic activities.

RESULTS

Etyl acetate extracts gave the highest antibacterial activity, and chemical characterization of this extract indicated the formula as C15H29O5N3 and the corresponding possible molecular structure as 4H-chromen-4-one derivative. It was found highly potent against Bacillus subtilis ATCC 6633 (MIC: 0.25 μg ml) and Micrococcus luteus ATCC 9341 (MBC: 0.5 μg ml). It has no remarkable antioxidant activity, but a higher EC50 value and less cytotoxicity against normal cells. The EC50 values of this chromen derivative were found as 9.68 μg ml-1 for human colon carcinoma, 9.93 μg ml for human prostate adenocarcinoma and 25.5 μg ml for human embryonic kidney cells.

CONCLUSION

Overall, the presented 4H-chromen-4-one derivative is a remarkable bioactive compound with potent antibacterial and cytotoxic activity. With its high bioactive potential, it is proposed as a good candidate in medicine.

摘要

背景

海洋放线菌是具有独特抗菌和抗癌活性的天然生物活性化合物的不可或缺来源之一。

目的

本文旨在阐明先前分离的海洋来源链霉菌 S4702T 的生物活性潜力。

方法

链霉菌 S4702 在 N-Z 胺肉汤中培养,并用不同有机溶剂进行提取。采用生物测定指导的纯化方法,结合 NMR 和 LC-MS/MS 进行化学表征。然后评估该化合物的抗菌、抗氧化和细胞毒性活性。

结果

乙酸乙酯提取物具有最高的抗菌活性,该提取物的化学表征表明其分子式为 C15H29O5N3,相应的可能分子结构为 4H-色烯-4-酮衍生物。它对枯草芽孢杆菌 ATCC 6633(MIC:0.25 μg ml)和藤黄微球菌 ATCC 9341(MBC:0.5 μg ml)具有很高的抗菌活性。它没有显著的抗氧化活性,但对正常细胞的 EC50 值更高,细胞毒性更小。该色烯衍生物的 EC50 值分别为 9.68 μg ml-1 对人结肠癌细胞、9.93 μg ml-1 对人前列腺腺癌和 25.5 μg ml-1 对人胚肾细胞。

结论

总体而言,所提出的 4H-色烯-4-酮衍生物是一种具有强大抗菌和细胞毒性活性的显著生物活性化合物。鉴于其高生物活性潜力,它被提议作为药物的良好候选物。

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