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用于布洛芬储存与稳定递送的多孔锆-二氨基二苯乙烯二羧酸金属有机框架的合成与功能化

Synthesis and Functionalization of Porous Zr-Diaminostilbenedicarboxylate Metal-Organic Framework for Storage and Stable Delivery of Ibuprofen.

作者信息

Sarker Mithun, Shin Subin, Jhung Sung Hwa

机构信息

Department of Chemistry and Green-Nano Materials Research Center, Kyungpook National University, Daegu 41566, Republic of Korea.

出版信息

ACS Omega. 2019 Jun 5;4(6):9860-9867. doi: 10.1021/acsomega.9b01139. eCollection 2019 Jun 30.

DOI:10.1021/acsomega.9b01139
PMID:31460077
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6648809/
Abstract

A stable porous metal-organic framework (MOF), Zr-diaminostilbenedicarboxylate (Zr-DASDCA), was synthesized and modified with oxalyl chloride (OC) or terephthaloyl chloride (TC) to introduce various functional groups onto the Zr-DASDCA. Both pristine and functionalized Zr-DASDCAs, together with activated carbon, were used as a potential carrier for ibuprofen (IBU) storage and delivery. Zr-DASDCAs, especially the modified ones (OC-Zr-DASDCA and TC-Zr-DASDCA), showed competitive results in IBU delivery. Specifically, the release rate in phosphate-buffered saline solution at pH 7.4 was nearly constant ( ≈ 0.98) for up to 10 days, which would be very effective in IBU dosing to the human body. Moreover, the release rate could be controlled by changing the pH of the releasing solution. The rate of IBU release from both pristine and modified Zr-DASDCAs at pH 7.4 and 3.0 was also explained with a few interactions such as H-bonding and electrostatic repulsion, together with the relative pore size of the Zr-DASDCAs. Therefore, the results suggested that functionalization of MOFs via postsynthetic modification, especially with OC and TC, to introduce various functional groups onto MOFs is an effective approach to not only reducing the release rate of IBU but also inducing a constant release of IBU for as long as 10 days.

摘要

合成了一种稳定的多孔金属有机框架(MOF),即锆-二氨基二苯乙烯二羧酸酯(Zr-DASDCA),并用草酰氯(OC)或对苯二甲酰氯(TC)对其进行修饰,以便在Zr-DASDCA上引入各种官能团。原始的和功能化的Zr-DASDCA,以及活性炭,都被用作布洛芬(IBU)储存和递送的潜在载体。Zr-DASDCA,特别是经过修饰的(OC-Zr-DASDCA和TC-Zr-DASDCA),在IBU递送方面表现出有竞争力的结果。具体而言,在pH 7.4的磷酸盐缓冲盐溶液中,释放速率在长达10天的时间内几乎保持恒定(≈0.98),这对向人体给药IBU将非常有效。此外,释放速率可以通过改变释放溶液的pH值来控制。还通过一些相互作用,如氢键和静电排斥,以及Zr-DASDCA的相对孔径,解释了原始的和修饰的Zr-DASDCA在pH 7.4和3.0时的IBU释放速率。因此,结果表明,通过后合成修饰对MOF进行功能化,特别是用OC和TC,以便在MOF上引入各种官能团,不仅是降低IBU释放速率的有效方法,而且是诱导IBU持续释放长达10天的有效方法。

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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d13/6648809/39b6e070154c/ao-2019-01139b_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d13/6648809/3e198c9c9dc0/ao-2019-01139b_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d13/6648809/f9e1226804db/ao-2019-01139b_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d13/6648809/619914a96117/ao-2019-01139b_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d13/6648809/1b673d5dcd9d/ao-2019-01139b_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d13/6648809/d4be09199aca/ao-2019-01139b_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d13/6648809/560c13e1f4f2/ao-2019-01139b_0005.jpg
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