STUDIES ON SEARCH FOR ANTI-FOULING SUBSTANCES AND THEIR DEVELIPMENTS

在寻找防止生物污垢的化合物时，我们重点关注覆盖新浸入海水的表面的微生物生物膜的形成。选择对具有粘附特性的海洋细菌Rhodospirillum salexigens SCRC-113菌株的抗菌活性进行生物测定，以鉴定此类化合物。分离了10多个化合物，包括新型扎马他汀、海达硫磺酸、N-γ-谷氨酰基苯乙酮、三溴乙酰胺衍生物等，并通过仔细的光谱分析确定了它们的化学结构。使用改良的 Mosher 方法测定扎马他汀和硫代磺酸的绝对立体化学。合成了N-γ-谷氨酰基博莱特酮的两种对映体，以证实其绝对立体结构。nakitroiol和N-γ-谷氨酰基博莱特酮均已合成，扎马他汀的全合成研究也已开始。实际防污能力的现场实验正在进行中。最近，氧化钛的光化学反应产生超氧阴离子已被报道为一种新的防污方法。然而，解决生物污垢问题的最终答案尚未找到。因此，继续寻找其他候选化合物非常重要。我们还研究了这些抗菌化合物的作用机制。其中一些可能有未来的医疗应用；例如，N-苄基-N-甲基-三溴乙酰胺和相关化合物4-三溴-3-氧代丁基-苯已被建议作为可能的抗癌药物。基础研究正在进行中。该研究项目表明，我们识别新的环境可接受的防污物质的策略可以产生一些极其出色的化合物。

In our search for compounds to prevent biofouling, we have focused on the formation of the microbial biofilm that covers a surface that has been newly immersed in seawater. Antibacterial activity against the marine bacterium Rhodospirillum salexigens SCRC-113 strain, which has an adhering property, was selected as a bioassay to identify such compounds.More than 10 compounds, including novel zamamistatin, hedathiosulfonic acids, N-γ-glutamylboletione, tribromacetamide derivatives and so on, were isolated and their chemical structures were determined by careful pectroscopic analysis. The absolute stereochemistries of zamamistatin and hedathiosulfonic acids were determined using the modified Mosher's method. Two enantiomers of N-γ-glutamylboletione were synthesized to confirm its absolute stereostructure.Both nakitroiol and N-γ-glutamylboletione have been synthesized and a total synthetic study has been started for zamamistatin. Field experiments for actual antifouling capabilities are in progress. Recently, a photochemical reaction of titanium oxide with the generation of superoxide anion has been reported as a new antifouling method. However, the final answer to resolve biofouling problems has not been found. Therefore, it is important to continue to search for other candidates.We have also studied the action mechanism of these antibacterial compounds. Some of them may have future medical applications ; for example, N-benzyl-N-methyl-tribromacetamide and the related compound 4-tribromo-3-oxobutyl-benzene have been suggested as possible anti-cancer drugs. Basic investigations are now underway.This research project has demonstrated that our strategy for identifying new environmentally acceptable antifouling substances can lead to some extremely remarkable compounds.