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基于天然产物的海洋防污新型生物活性化合物的设计与合成。

Design and synthesis of a new bioactive compound for marine antifouling inspired by natural products.

机构信息

State Key Laboratory for Marine Corrosion and Protection, Luoyang Ship Material Research Institute, Qingdao, P. R. China.

出版信息

Nat Prod Res. 2024 May;38(9):1624-1628. doi: 10.1080/14786419.2022.2152020. Epub 2022 Dec 5.

DOI:10.1080/14786419.2022.2152020
PMID:36469680
Abstract

A marine antifouling compound, -octyl-2-hydroxybenzamide (OHBA), inspired by ceramide and paeonol molecules, was created. First, methyl salicylate was synthesized with salicylic acid and methanol, followed by -octylamine through an ester-amine condensation reaction. Fourier transform infrared spectroscopy, nuclear magnetic resonance spectroscopy, and mass spectrometry confirmed the characteristic structure of the OHBA compound. Bioassays showed that OHBA inhibits the growth of typical marine fouling organisms, such as , , , , and , indicating its broad-spectrum antifouling ability. A one-year marine real-sea test further demonstrated the excellent antifouling properties of OHBA. OHBA is also extremely biodegradable, with a half-life of 6.3 days, making it a less environmentally harmful replacement for widely-used heavy metal-containing antifoulants.

摘要

受神经酰胺和丹皮酚分子的启发,研发了一种海洋防污化合物-辛基-2-羟基苯甲酰胺(OHBA)。首先,通过酯-胺缩合反应,用水杨酸和甲醇合成了水杨酸甲酯,然后用-辛胺合成。傅里叶变换红外光谱、核磁共振波谱和质谱分析证实了 OHBA 化合物的特征结构。生物测定表明,OHBA 抑制了典型海洋污损生物的生长,如藤壶、贻贝、牡蛎、海藻和细菌,表明其具有广谱的防污性能。为期一年的海洋实地试验进一步证明了 OHBA 的优异防污性能。OHBA 还具有极好的生物降解性,半衰期为 6.3 天,是一种对环境危害较小的、可替代广泛使用的含重金属防污剂的替代品。

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