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Enhanced Light‐Driven Antimicrobial Activity of Cationic Poly(oxanorbornene)s by Phthalocyanine Incorporation into Polymer as Pendants
Macromolecular Chemistry and Physics ( IF 2.5 ) Pub Date : 2020-11-23 , DOI: 10.1002/macp.202000386 Erem Ahmetali 1 , Pinar Sen 2 , N. Ceren Süer 1 , Burak Aksu 3 , Tebello Nyokong 1, 2 , Tarik Eren 1 , M. Kasım Şener 1
Macromolecular Chemistry and Physics ( IF 2.5 ) Pub Date : 2020-11-23 , DOI: 10.1002/macp.202000386 Erem Ahmetali 1 , Pinar Sen 2 , N. Ceren Süer 1 , Burak Aksu 3 , Tebello Nyokong 1, 2 , Tarik Eren 1 , M. Kasım Şener 1
Affiliation
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Amphiphilic poly(oxanorbornene)s are promising synthetic polymers that mimic the structural properties and antimicrobial functions of naturally occurring antimicrobial peptides. Here, poly(oxanorbornene)s bearing pendant zinc(II) phthalocyanine and triphenyl(ethyl) phosphonium functionalities are synthesized by ring‐opening metathesis polymerization (ROMP). Fluorescence, singlet oxygen and triplet quantum yields of polymers are measured in dimethyl sulfoxide and aqueous medium. The singlet oxygen quantum yields of copolymers with the highest triphenyl and triethyl phosphonium content are found to be 0.29 and 0.41, respectively. Then, antimicrobial activities of polymers against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) are investigated under both dark and light conditions. Synergistic effect of zinc(II) phthalocyanine and phosphonium‐containing poly(oxanorbornene) is observed that the conjugate possessing the most triphenyl phosphonium side chains has the highest activity under light against both gram‐positive and gram‐negative bacterial strains after 80 min irradiation, reducing the survival of E. coli or S. aureus by 99.9999%. Hemolytic concentrations of the copolymers are found between 8 and 512 µg mL−1. Scanning electron microscopy (SEM) proves that the bacteria membrane deforms after contacting with the biocidal polymer.
中文翻译：
通过将酞菁并入聚合物作为悬挂剂来增强阳离子聚（氧杂降冰片烯）的光驱抗菌活性
两亲性聚（氧杂降冰片烯）是有前途的合成聚合物，其模仿天然存在的抗菌肽的结构特性和抗菌功能。在此，通过开环复分解聚合（ROMP）合成了带有锌（II）酞菁侧基和三苯基（乙基）functional官能团的聚（氧杂降冰片烯）。在二甲基亚砜和水性介质中测量聚合物的荧光，单重态氧和三重态量子产率。发现具有最高三苯基和三乙基phospho含量的共聚物的单重态氧量子产率分别为0.29和0.41。然后，聚合物对大肠杆菌（E. coli）和金黄色葡萄球菌（S. aureus）的抗菌活性）是在黑暗和明亮的条件下进行研究的。观察到锌（II）酞菁和含phospho聚（氧杂降冰片烯）的协同作用表明，照射80分钟后，具有最多三苯基phospho侧链的缀合物在光下对革兰氏阳性和革兰氏阴性细菌菌株具有最高的活性，使大肠杆菌或金黄色葡萄球菌的存活率降低了99.9999％。发现共聚物的溶血浓度为8至512 µg mL -1。扫描电子显微镜（SEM）证明细菌膜与杀生物聚合物接触后会变形。
更新日期：2020-12-18
中文翻译：
通过将酞菁并入聚合物作为悬挂剂来增强阳离子聚（氧杂降冰片烯）的光驱抗菌活性
两亲性聚（氧杂降冰片烯）是有前途的合成聚合物，其模仿天然存在的抗菌肽的结构特性和抗菌功能。在此，通过开环复分解聚合（ROMP）合成了带有锌（II）酞菁侧基和三苯基（乙基）functional官能团的聚（氧杂降冰片烯）。在二甲基亚砜和水性介质中测量聚合物的荧光，单重态氧和三重态量子产率。发现具有最高三苯基和三乙基phospho含量的共聚物的单重态氧量子产率分别为0.29和0.41。然后，聚合物对大肠杆菌（E. coli）和金黄色葡萄球菌（S. aureus）的抗菌活性）是在黑暗和明亮的条件下进行研究的。观察到锌（II）酞菁和含phospho聚（氧杂降冰片烯）的协同作用表明，照射80分钟后，具有最多三苯基phospho侧链的缀合物在光下对革兰氏阳性和革兰氏阴性细菌菌株具有最高的活性，使大肠杆菌或金黄色葡萄球菌的存活率降低了99.9999％。发现共聚物的溶血浓度为8至512 µg mL -1。扫描电子显微镜（SEM）证明细菌膜与杀生物聚合物接触后会变形。
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