p-Terphenyls as Anti-HSV-1/2 Agents from a Deep-Sea-Derived Penicillium sp.,Journal of Natural Products

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p-Terphenyls as Anti-HSV-1/2 Agents from a Deep-Sea-Derived Penicillium sp.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-11-12 , DOI: 10.1021/acs.jnatprod.1c00400
Weihao Chen _{1,

2} , Jiawen Zhang ₃ , Xin Qi ₁ , Kai Zhao ₁ , Xiaoyan Pang ₁ , Xiuping Lin _{1,

4,

5} , Shengrong Liao _{1,

4,

5} , Bin Yang _{1,

4,

5} , Xuefeng Zhou _{1,

4,

5} , Shuwen Liu ₃ , Junfeng Wang _{1,

4,

5} , Xingang Yao ₃ , Yonghong Liu _{1,

2,

4,

5}

Affiliation

Guided by Global Natural Products Social molecular networking, two p-terphenyl derivatives and one 4,5-diphenyl-2-pyrone analogue, peniterphenyls A–C (1–3), together with five known p-terphenyl derivatives (4–8) and sulochrin (9), were obtained from a deep-sea-derived Penicillium sp. SCSIO41030. Their structures were elucidated using extensive NMR spectroscopic and HRESIMS data and by comparing the information with literature data. Peniterphenyl B (2) represented the first reported natural product possessing a 4,5-diphenyl-substituted 2-pyrone derivative. The p-terphenyl derivatives displayed inhibitory activities against HSV-1/2 with EC₅₀ values ranging from 1.4 ± 0.6 to 9.3 ± 3.7 μM in Vero cells, which showed that they possessed antiviral activities with low cytotoxicity, superior to the current clinical drug acyclovir (EC₅₀ 3.6 ± 0.7 μM). Peniterphenyl A (1) inhibited HSV-1/2 virus entry into cells and may block HSV-1/2 infection through direct interaction with virus envelope glycoprotein D to interfere with virus adsorption and membrane fusion, and thus differs from the nucleoside analogues such as acyclovir. Our study indicated peniterphenyl A (1) could be a promising lead compound against HSV-1/2.

中文翻译：

对三联苯作为来自深海衍生的青霉属的抗 HSV-1/2 药剂。

在全球天然产物社会分子网络的指导下，两种对三联苯衍生物和一种 4,5-二苯基-2-吡喃酮类似物，对三联苯 A-C ( 1 - 3 )，以及五种已知的对三联苯衍生物 ( 4 - 8 )和 sulochrin ( 9 )，从深海衍生的青霉获得。SCSIO41030。使用广泛的 NMR 光谱和 HRESIMS 数据并通过将信息与文献数据进行比较，阐明了它们的结构。Peniterphenyl B ( 2 ) 代表了第一个报道的具有4,5-二苯基取代的2-吡喃酮衍生物的天然产物。p _-三联苯衍生物对 HSV-1/2 具有抑制活性，在 Vero 细胞中的 EC ₅₀值范围为 1.4 ± 0.6 至 9.3 ± 3.7 μM，表明它们具有低细胞毒性的抗病毒活性，优于目前的临床药物阿昔洛韦（EC ₅₀ 3.6 ± 0.7 微米）。Peniterphenyl A ( 1 ) 抑制 HSV-1/2 病毒进入细胞，可能通过与病毒包膜糖蛋白 D 直接相互作用，干扰病毒吸附和膜融合，从而阻断 HSV-1/2 感染，因此不同于核苷类似物，如阿昔洛韦。我们的研究表明 Peniterphenyl A ( 1 ) 可能是一种有前途的抗 HSV-1/2 的先导化合物。

更新日期：2021-11-26

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