CN109675058B - 一种具有酸性响应的荧光囊泡在药物方面的应用 - Google Patents
一种具有酸性响应的荧光囊泡在药物方面的应用 Download PDFInfo
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Abstract
本发明公开了一种具有酸性响应的荧光囊泡在药物载体方面的应用,是以所述荧光囊泡作为药物载体,通过利用体内的胃酸的酸性环境使荧光囊泡分解,从而达到缓慢释放药物分子和方便检测药物释放过程的目的;所述荧光囊泡的化学结构式如图1所示。本发明具有可缓释药物和便于药物释放检测的特点,且分解产物稳定。
Description
技术领域
本发明涉及一种囊泡在药物方面的应用,特别是一种具有酸性响应的荧光囊泡在药物方面的应用。
背景技术
囊泡是广泛存在于生命系统中的结构,在基因药物运输等领域中有很广泛的应用,因而已经引起了科研工作者极大的研究兴趣。一般来说,囊泡可以由脂质体分子、表面活性剂、嵌段共聚物的自组装得到。其中,毫无疑问,聚合物囊泡位于纳米科技革命的最前沿,这是由于聚合物囊泡在药物封装、药物运输、纳米反应器和微米或纳米材料模板等领域拥有无限可能的应用潜力。
另外,在生物成像和药物载体等方面,荧光囊泡具有十分良好的应用前景,其制备方法也多式多样,但大多数聚合物囊泡都被用作表面活性剂,只有少数囊泡可以用于生物材料。具有荧光的囊泡在使用过程中便于检测,而对酸性环境具有响应的囊泡更易于分解。因此,一种新型的荧光囊泡在酸性条件下易分解即具有酸性环境响应的作用有着巨大的研究意义。
发明内容
本发明的目的在于,提供一种具有酸性响应的荧光囊泡在药物载体方面的应用。本发明具有可缓释药物和便于药物释放检测的特点,且分解产物稳定。
本发明的技术方案:一种具有酸性响应的荧光囊泡在药物载体方面的应用,是以所述荧光囊泡作为药物载体,通过利用体内的胃酸的酸性环境使荧光囊泡分解,从而达到缓慢释放药物分子和方便检测药物释放过程的目的;所述荧光囊泡的化学结构式如图1所示。
前述的具有酸性响应的荧光囊泡在药物载体方面的应用,所述药物为亲水性化学药物。
前述的具有酸性响应的荧光囊泡在药物载体方面的应用,所述荧光囊泡利用365nm波长的紫外光进行检测,荧光囊泡在365nm波长的紫外光照射下呈黄色荧光,分解后呈现蓝色荧光。
本发明的有益效果
本发明以一种新型的酸性响应荧光囊泡作为载体,将其用于负载药物,当药物进入体内时,在胃酸的环境中使荧光囊泡分子的席夫碱结构,也就是C=N双键分解,从而达到缓慢释放药物分子的作用,经研究,本发明的荧光囊泡在不同的酸性环境下分解得到的产物相同,具有较强的稳定性。但是,分解的速度随着酸性环境的pH值和温度的不同,会有一定的不同。
同时,由于囊泡分子具有荧光特性,利用紫外光照射时,会发出可见的荧光,分解后的囊泡通过观察荧光的分布和分散速度,即可监测药物的释放过程,具有监测方便的效果。
为进一步说明本发明的效果,发明人做了如下实验:
荧光囊泡在水溶液中对pH的响应作用,当未加入浓盐酸形成酸性环境时,激发的荧光的最大发射波长为533nm。当加入浓盐酸形成酸性环境(模拟体内酸性环境)后,囊泡与酸发生反应而分解,其聚合物结构遭到破坏。随着时间的变化囊泡逐渐分解,激发的荧光的最大发射波长533nm处吸收强度逐渐减弱,到某一时刻,激发的荧光的最大发射波长变为471nm,并随着时间的变化其吸收强度逐渐增强至顶点。
当未加入浓盐酸形成酸性环境时,溶液在紫外灯365nm波长照射下为黄色荧光(533nm)。当加入浓盐酸形成酸性环境(模拟体内酸性环境)后,随着囊泡与酸发生反应而分解,溶液荧光从黄色逐渐蓝移到蓝色荧光(471nm)。通过该囊泡在紫外灯365nm照射下的荧光颜色,即可以通过肉眼观察囊泡在酸性环境下的分解过程。
附图说明
图1为本发明的囊泡的结构示意图;
图2为本发明中的荧光囊泡透射电子显微镜(TEM)图像;
图3为本发明中的荧光囊泡在模拟体内酸性环境下3h分解的荧光光谱图;
图4为本发明中的荧光囊泡在模拟体内酸性环境下8h分解的荧光光谱图;
图5为本发明中的荧光囊泡在模拟体内酸性环境下36h分解的荧光光谱图。
具体实施方式
下面结合实施例对本发明作进一步的说明,但并不作为对本发明限制的依据。
本发明的实施例
实施例1:囊泡A的合成步骤如下:
(1)以三乙二醇单甲醚、对甲苯磺酰氯、二氯甲烷原料溶解在烧瓶中,冰浴搅拌下滴加氢氧化钠溶液(溶液pH=12),于常温下搅拌过夜,用水洗滤,下层有机相用无水硫酸钠干燥,旋转蒸发溶剂得亮黄色油状物,加入稀氢氧化钠溶液搅拌过夜,分液,水层用二氯甲烷洗两次,合并有机相,用水洗3次,再用饱和氯化钠溶液洗两次,用无水硫酸钠干燥,分液旋转蒸发溶剂得亮黄色油状物Me-TEG-Ts;
(2)以Me-TEG-Ts、没食子酸甲酯、碘化钾、碳酸钾、无水N,N-二甲基甲酰胺原料在80℃下反应60小时,旋转蒸发溶剂,用二氯甲烷洗涤固体三次,洗涤液用饱和碳酸氢钠溶液洗三次,再用饱和食盐水洗三次,旋转蒸发有机溶剂得一油状液,用二氯甲烷/甲醇(30:1,v/v)混合液过柱得化合物A;
(3)以水合肼、化合物A、乙醇原料在70℃下反应3天,旋转蒸发浓缩后用二氯甲烷萃取。二氯甲烷萃取液用水洗三次,再用饱和食盐水洗三次,有机相用无水硫酸钠干燥,旋转蒸发溶剂得油状液化合物B;
(4)以化合物B、芘甲醛、四氢呋喃、乙醇原料在90℃下反应36小时,加入乙醚沉淀,离心,用二氯甲烷溶解沉淀后加入乙醚产生沉淀,离心,重复三次得到聚合物囊泡单体化合物。
实施例2:
将制备好的荧光囊泡与亲水性药物分子按照常规的负载方式进行结合,制备负载药物分子的荧光囊泡,将负载药物分子的荧光囊泡置于比色皿中,选定375nm为激发波长测得一条荧光光谱线。再取30μL pH=0的盐酸溶液滴入上述比色皿中(即溶液pH=2),搅拌均匀,同一条件下测定其荧光光谱,此后每隔10分钟测定一次该溶液荧光光谱。最终得到如图3所示的荧光光谱图。重复上述步骤分别在pH=3、pH=4溶液中测试荧光吸收得到如图4、如图5的荧光光谱图。
Claims (3)
2.根据权利要求1所述的具有酸性响应的荧光囊泡在制备缓释药物方面的用途,其特征在于:所述药物为亲水性化学药物。
3.根据权利要求1所述的具有酸性响应的荧光囊泡在制备缓释药物方面的用途,其特征在于:所述荧光囊泡的合成步骤如下:
(1)以三乙二醇单甲醚、对甲苯磺酰氯、二氯甲烷原料溶解在烧瓶中,冰浴搅拌下滴加氢氧化钠溶液,氢氧化钠溶液的pH为12,于常温下搅拌过夜,用水洗滤,下层有机相用无水硫酸钠干燥,旋转蒸发溶剂得亮黄色油状物,加入稀氢氧化钠溶液搅拌过夜,分液,水层用二氯甲烷洗两次,合并有机相,用水洗3次,再用饱和氯化钠溶液洗两次,用无水硫酸钠干燥,分液旋转蒸发溶剂得亮黄色油状物Me-TEG-Ts;
(2)以Me-TEG-Ts、没食子酸甲酯、碘化钾、碳酸钾、无水N,N-二甲基甲酰胺原料在80℃下反应60小时,旋转蒸发溶剂,用二氯甲烷洗涤固体三次,洗涤液用饱和碳酸氢钠溶液洗三次,再用饱和食盐水洗三次,旋转蒸发有机溶剂得一油状液,用体积比为30:1的二氯甲烷/甲醇混合液过柱得化合物A;
(3)以水合肼、化合物A、乙醇原料在70℃下反应3天,旋转蒸发浓缩后用二氯甲烷萃取;二氯甲烷萃取液用水洗三次,再用饱和食盐水洗三次,有机相用无水硫酸钠干燥,旋转蒸发溶剂得油状液化合物B;
(4)以化合物B、芘甲醛、四氢呋喃、乙醇原料在90℃下反应36小时,加入乙醚沉淀,离心,用二氯甲烷溶解沉淀后加入乙醚产生沉淀,离心,重复三次,得到荧光囊泡。
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