CN116173208A - 阳离子共轭聚电解质pfbt在光动力选择性抗菌方面的应用 - Google Patents
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Abstract
本发明公开了阳离子共轭聚电解质PFBT在光动力选择性抗菌方面的应用。PFBT与革兰氏阴性大肠杆菌E.coli相互作用之后,在光照下,能够提高单线态氧产率,增强杀菌效果,而与其他革兰氏阳性细菌、真菌、动物细胞相互作用之后不会提高单线态氧产率,无明显杀伤效果。因此,该类杀菌剂具有高效、低毒和对特定细菌良好的选择性,具有良好的应用前景。
Description
技术领域
本发明属于药物化学领域,具体涉及阳离子共轭聚电解质PFBT在光动力选择性抗菌方面的应用。
背景技术
细菌感染已成为全球第二大死亡病因。据统计,2019年有770万死亡病例与细菌感染有关,面对严重的细菌感染,目前,人们主要的治疗手段仍然是使用抗生素,但是,抗生素却面临细菌耐药的问题,虽然新的抗生素在不断研发,但是抗生素的开发速度赶不上细菌耐药的发展速度,因此,发展一种新型的、不易使细菌产生耐药性的抗菌方法是一件重要的工作。
光动力治疗因具有时空选择性、远程可控以及不易引起细菌耐药性等优点,被认为是一种有望代替抗生素实现抗菌的新方法,其主要治疗原理是光敏剂吸收特定波长的光之后敏化氧气生成高能活性氧(ROS),利用ROS对细菌或细胞进行有效杀伤。但是光动力治疗并非是一种特异性的治疗方式,该过程中产生的ROS同样会对正常细胞造成损伤,因此,发展减少光动力治疗副作用的选择性光动力抗菌方法是非常有必要的。
共轭聚电解质是一类具有π电子离域主链以及离子侧链的共轭聚合物,同时具备共轭聚合物的光电性质以及聚电解质的电荷介导行为,具有良好水溶性、导电性、集光能力以及荧光、光敏化和光热转换能力,在传感领域、检测领域、生物成像领域以及抗菌和抗肿瘤等领域具有广泛应用。
PFBT是一种已被报道过的阳离子共轭聚电解质,其侧链具有季铵化基团,具有良好的荧光量子产率和较低的敏化能力,因此一般用于生物成像领域。然而其在选择性抗菌领域的应用尚未有报道。
发明内容
本发明的目的是提供阳离子共轭聚电解质PFBT的医药新用途。
本发明所提供的阳离子共轭聚电解质PFBT的医药新用途,为阳离子共轭聚电解质PFBT在如下方面的应用:
1)抗细菌感染;
2)制备抗细菌感染的药物;
3)制备杀菌剂。
所述抗细菌感染为光动力选择性抗菌,其中,触发光为白光。
所述细菌具体可为大肠杆菌(E.coli)。
所述阳离子共轭聚电解质PFBT的结构式如下所示:
n表示聚合物。
本发明经过大量实验发现,PFBT与大肠杆菌(E.coli)作用之后单线态氧产率提高,而在同样条件下,PFBT与铜绿假单胞菌(P.aeruginosa)、金黄色葡萄球菌(S.aureus)、酵母菌S.cerevisiae以及小鼠成纤维细胞NIH-3T3、人肺癌细胞A549、小鼠巨噬细胞J774.A作用之后不会引起单线态氧的升高,因此,PFBT能够选择性地杀灭大肠杆菌(E.coli)。PFBT对E.coli具有明显杀伤效果而对NIH-3T3细胞无明显毒性。
阳离子共轭聚电解质PFBT是一种基于光动力有选择性的抗菌药物,以阳离子共轭聚电解质PFBT来杀菌可以避免引起细菌耐药,且该种杀菌剂具有高效、低毒和对E.coli的良好选择性,具有良好的应用前景。
本发明探索PFBT与不同细胞结构作用之后敏化产生ROS能力的差异,有助于研究共轭聚合物对特定细胞结构的选择性响应,从而指导开发新型的选择性抗菌试剂和策略。
附图说明
图1为本发明实施例1中PFBT归一化吸收光谱;
图2为本发明实施例2中PFBT与E.coli、NIH-3T3、A549、J774.A作用之后的ROS生成情况;
图3为本发明实施例3中PFBT与E.coli、S.aureus、S.cerevisiae作用之后的ROS生成情况;
图4为本发明实施例4中PFBT分别与E.coli以及P.aeruginosa作用之后的ROS生成情况;
图5为本发明实施例5中PFBT对E.coli的杀伤实验统计图;
图6为本发明实施例5中PFBT对E.coli的杀伤实验实际图;
图7为本发明实施例6中PFBT对NIH-3T3的细胞毒性实验。
具体实施方式
下面结合具体实施方式对本发明进行进一步的详细描述,给出的实施例仅为了阐明本发明,而不是为了限制本发明的范围。以下提供的实施例可作为本技术领域普通技术人员进行进一步改进的指南,并不以任何方式构成对本发明的限制。
下述实施例中的实验方法,如无特殊说明,均为常规方法,按照本领域内的文献所描述的技术或条件或者按照产品说明书进行。下述实施例中所用的材料、试剂等,如无特殊说明,均可从商业途径得到。
实验材料除了PFBT都从商业途径获得,PFBT为公开的聚合物;
单线态氧荧光探针购买于美仑生物公司,公司网址:www.meilune.com;
PFBT合成的参考文献:Renqiang Yang等,Control of Interchain Contacts,Solid-State FluorescenceQuantum Yield,and Charge Transport of CationicConjugatedPolyelectrolytes by Choice of Anion.2006,128,16532-16539。
PFBT侧链带有正电荷,具有季铵化的基团,增强了其与细菌的结合能力。
实施例1、PFBT归一化吸收光谱
用紫外分光光度计测浓度为5μM的PFBT,其最大吸收峰在450nm,如图1,说明其在白光范围具有良好吸收。
实施例2、PFBT与E.coli以及不同细胞相互作用之后的单线态氧产率
准备1OD(OD600 nm=1)E.coli;NIH-3T3、J774.A、A549各10万/mL;将各细胞、细菌离心后弃掉上清液,加入等体积10μM PFBT,混匀后在37℃恒温培养箱中孵育20min,之后用1xPBS稀释5倍,各取100μL于96孔板中,最后向每个样品中加入100μL 2μM SOSG用来检测单线态氧;样品加完并混匀后用氙灯白光光源照射,光强为40mW/cm2,每隔120s测一次535nm处的荧光,激发波长为485nm。结果如图2所示。我们发现PFBT与上述细胞作用之后单线态产率没有提高。
实施例3、PFBT与不同细(真)菌相互作用之后的单线态氧产率
准备E.coli、S.aureus、S.cerevisiae各1OD(OD600 nm=1);将各细菌离心后弃掉上清液,加入等体积10μM PFBT,混匀后在37℃恒温培养箱中孵育20min,之后用1xPBS稀释5倍,各取100μL于96孔板中,最后向每个样品中加入100μL 2μM SOSG用来检测单线态氧;样品加完并混匀后用氙灯白光光源照射,光强为40mW/cm2,每隔120s测一次535nm处的荧光,激发波长为485nm。结果如图3所示。我们发现PFBT与上述细(真)菌作用之后单线态产率没有提高。
实施例4、PFBT与E.coli以及P.aeruginosa相互作用之后的单线态氧产率
准备E.coli、P.aeruginosa各1OD(OD600 nm=1);将各细菌离心后弃掉上清液,加入等体积10μM PFBT,混匀后在37℃恒温培养箱中孵育20min,之后用1xPBS稀释5倍,各取100μL于96孔板中,最后向每个样品中加入100μL 2μM SOSG用来检测单线态氧;样品加完并混匀后用氙灯白光光源照射,光强为40mW/cm2,每隔120s测一次535nm处的荧光,激发波长为485nm。结果如图4所示。
对比图2和图3两幅图,我们发现PFBT只有与E.coli相互作用之后其单线态氧产率才会升高,结合图4,即使是同为革兰氏阴性菌的P.aeruginosa也没有使PFBT产生的单线态氧升高,说明PFBT与E.coli之间是高度特异性的。
实施例5、PFBT对E.coli的杀伤实验
准备浓度分别为0、8、16、24、32μM的PFBT加入到96孔板中,每个孔加100μL,共4组,对应不同的光照时间;准备浓度为1OD的E.coli,各取100μL加入到含有不同浓度PFBT的96孔板中,得到浓度分别为0、4、8、12、16μM的终浓度的PFBT,吹打混匀后在37℃恒温培养箱中孵育20min,之后用氙灯白光光源照射,光强为40mW/cm2,分别隔0、240s、480s、600s取一组实验,最终得0J、9.6J、19.2J、24J的光照剂量,光照之后用1xPBS稀释10万倍涂到LB琼脂平板上。涂板后将菌板放入37℃恒温培养箱中孵育16h,待菌落生长起来,进行计数、统计和记录。
从图5和图6的两幅图中,我们可以得出,PFBT的浓度为8μM,光照时间8min时,琼脂平板上的菌落明显减少,当PFBT的浓度为10μM以上,光照时间为10min时,琼脂平板上的菌落几乎没有,说明PFBT对E.coli具有明显的杀伤效果,光照10min,10μM以上浓度可以对E.coli实现有效杀伤。
实施例6、PFBT与NIH-3T3的细胞毒性实验
配制5万/mL的NIH-3T3细胞悬液,在96孔板中,每个孔加入100μL,24h后细胞贴壁生长。用NIH-3T3细胞完全培养基作为溶剂将PFBT配置成0、2、4、6、8、10、15、20、25μM溶液,待细胞贴壁后吸掉培养基,加入不同浓度的PFBT,37℃恒温培养箱中孵育20min后使用40mW/cm2的光照强度照射10min。光照后再孵育24h,用每孔加入20μL 5mg/mL噻唑蓝溴化四唑(MTT),孵育4h后,吸掉96孔板的溶液,加入150μL二甲基亚砜(DMSO),酶标仪检测490nm处吸收值。
从图7可以看出,PFBT在16μM以下,光照10min的条件下,细胞存活率都在80%以上,说明PFBT对NIH-3T3细胞并没有明显毒性,结合PFBT的杀菌实验,在同样条件下,E.coli被有效杀伤,说明PFBT对E.coli具有选择性杀伤能力。
以上对本发明进行了详述。对于本领域技术人员来说,在不脱离本发明的宗旨和范围,以及无需进行不必要的实验情况下,可在等同参数、浓度和条件下,在较宽范围内实施本发明。虽然本发明给出了特殊的实施例,应该理解为,可以对本发明作进一步的改进。总之,按本发明的原理,本申请欲包括任何变更、用途或对本发明的改进,包括脱离了本申请中已公开范围,而用本领域已知的常规技术进行的改变。
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US20190381195A1 (en) * | 2017-03-29 | 2019-12-19 | Shanghai Jiao Tong University | Conjugated polymer-based nanoprobe and preparation method and application thereof |
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