Targeted Drug Delivery in Covalent Organic Nanosheets (CONs) via Sequential Postsynthetic Modification

Covalent organic nanosheets (CONs) have emerged as a new class of functional two-dimensional (2D) porous organic polymeric materials with a high accessible surface, diverse functionality, and chemical stability. They could become versatile candidates for targeted drug delivery. Despite their many ad...

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Published inJournal of the American Chemical Society Vol. 139; no. 12; pp. 4513 - 4520
Main Authors Mitra, Shouvik, Sasmal, Himadri Sekhar, Kundu, Tanay, Kandambeth, Sharath, Illath, Kavya, Díaz Díaz, David, Banerjee, Rahul
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 29.03.2017
Amer Chemical Soc
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Abstract Covalent organic nanosheets (CONs) have emerged as a new class of functional two-dimensional (2D) porous organic polymeric materials with a high accessible surface, diverse functionality, and chemical stability. They could become versatile candidates for targeted drug delivery. Despite their many advantages, there are limitations to their use for target specific drug delivery. We anticipated that these drawbacks could be overturned by judicious postsynthetic modification steps to use CONs for targeted drug delivery. The postsynthetic modification would not only produce the desired functionality, it would also help to exfoliate to CONs as well. In order to meet this requirement, we have developed a facile, salt-mediated synthesis of covalent organic frameworks (COFs) in the presence of p-toluenesulfonic acid (PTSA). The COFs were subjected to sequential postsynthetic modifications to yield functionalized targeted CONs for targeted delivery of 5-fluorouracil to breast cancer cells. This postsynthetic modification resulted in simultaneous chemical delamination and functionalization to targeted CONs. Targeted CONs showed sustained release of the drug to the cancer cells through receptor-mediated endocytosis, which led to cancer cell death via apoptosis. Considering the easy and facile COF synthesis, functionality based postsynthetic modifications, and chemical delamination to CONs for potential advantageous targeted drug delivery, this process can have a significant impact in biomedical applications.
AbstractList Covalent organic nanosheets (CONs) have emerged as a new class of functional two-dimensional (2D) porous organic polymeric materials with a high accessible surface, diverse functionality, and chemical stability. They could become versatile candidates for targeted drug delivery. Despite their many advantages, there are limitations to their use for target specific drug delivery. We anticipated that these drawbacks could be overturned by judicious postsynthetic modification steps to use CONs for targeted drug delivery. The postsynthetic modification would not only produce the desired functionality, it would also help to exfoliate to CONs as well. In order to meet this requirement, we have developed a facile, salt-mediated synthesis of covalent organic frameworks (COFs) in the presence of p-toluenesulfonic acid (PTSA). The COFs were subjected to sequential postsynthetic modifications to yield functionalized targeted CONs for targeted delivery of 5-fluorouracil to breast cancer cells. This postsynthetic modification resulted in simultaneous chemical delamination and functionalization to targeted CONs. Targeted CONs showed sustained release of the drug to the cancer cells through receptor-mediated endocytosis, which led to cancer cell death via apoptosis. Considering the easy and facile COF synthesis, functionality based postsynthetic modifications, and chemical delamination to CONs for potential advantageous targeted drug delivery, this process can have a significant impact in biomedical applications.Covalent organic nanosheets (CONs) have emerged as a new class of functional two-dimensional (2D) porous organic polymeric materials with a high accessible surface, diverse functionality, and chemical stability. They could become versatile candidates for targeted drug delivery. Despite their many advantages, there are limitations to their use for target specific drug delivery. We anticipated that these drawbacks could be overturned by judicious postsynthetic modification steps to use CONs for targeted drug delivery. The postsynthetic modification would not only produce the desired functionality, it would also help to exfoliate to CONs as well. In order to meet this requirement, we have developed a facile, salt-mediated synthesis of covalent organic frameworks (COFs) in the presence of p-toluenesulfonic acid (PTSA). The COFs were subjected to sequential postsynthetic modifications to yield functionalized targeted CONs for targeted delivery of 5-fluorouracil to breast cancer cells. This postsynthetic modification resulted in simultaneous chemical delamination and functionalization to targeted CONs. Targeted CONs showed sustained release of the drug to the cancer cells through receptor-mediated endocytosis, which led to cancer cell death via apoptosis. Considering the easy and facile COF synthesis, functionality based postsynthetic modifications, and chemical delamination to CONs for potential advantageous targeted drug delivery, this process can have a significant impact in biomedical applications.
Covalent organic nanosheets (CONs) have emerged as a new class of functional two-dimensional (2D) porous organic polymeric materials with a high accessible surface, diverse functionality, and chemical stability. They could become versatile candidates for targeted drug delivery. Despite their many advantages, there are limitations to their use for target specific drug delivery. We anticipated that these drawbacks could be overturned by judicious postsynthetic modification steps to use CONs for targeted drug delivery. The postsynthetic modification would not only produce the desired functionality, it would also help to exfoliate to CONs as well. In order to meet this requirement, we have developed a facile, salt-mediated synthesis of covalent organic frameworks (COFs) in the presence of p-toluenesulfonic acid (PTSA). The COFs were subjected to sequential postsynthetic modifications to yield functionalized targeted CONs for targeted delivery of 5-fluorouracil to breast cancer cells. This postsynthetic modification resulted in simultaneous chemical delamination and functionalization to targeted CONs. Targeted CONs showed sustained release of the drug to the cancer cells through receptor-mediated endocytosis, which led to cancer cell death via apoptosis. Considering the easy and facile COF synthesis, functionality based postsynthetic modifications, and chemical delamination to CONs for potential advantageous targeted drug delivery, this process can have a significant impact in biomedical applications.
Author Mitra, Shouvik
Díaz Díaz, David
Sasmal, Himadri Sekhar
Banerjee, Rahul
Illath, Kavya
Kundu, Tanay
Kandambeth, Sharath
AuthorAffiliation Institut für Organische Chemie
Physical/Materials Chemistry Division
IQAC−CSIC
Academy of Scientific and Innovative Research (AcSIR)
AuthorAffiliation_xml – name: Institut für Organische Chemie
– name: IQAC−CSIC
– name: Academy of Scientific and Innovative Research (AcSIR)
– name: Physical/Materials Chemistry Division
Author_xml – sequence: 1
  givenname: Shouvik
  surname: Mitra
  fullname: Mitra, Shouvik
  organization: Physical/Materials Chemistry Division
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  givenname: Himadri Sekhar
  surname: Sasmal
  fullname: Sasmal, Himadri Sekhar
  organization: Academy of Scientific and Innovative Research (AcSIR)
– sequence: 3
  givenname: Tanay
  surname: Kundu
  fullname: Kundu, Tanay
  organization: Academy of Scientific and Innovative Research (AcSIR)
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  givenname: Sharath
  surname: Kandambeth
  fullname: Kandambeth, Sharath
  organization: Academy of Scientific and Innovative Research (AcSIR)
– sequence: 5
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  surname: Illath
  fullname: Illath, Kavya
  organization: Academy of Scientific and Innovative Research (AcSIR)
– sequence: 6
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  fullname: Díaz Díaz, David
  organization: IQAC−CSIC
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  givenname: Rahul
  orcidid: 0000-0002-3547-4746
  surname: Banerjee
  fullname: Banerjee, Rahul
  email: r.banerjee@ncl.res.in
  organization: Academy of Scientific and Innovative Research (AcSIR)
BackLink https://www.ncbi.nlm.nih.gov/pubmed/28256830$$D View this record in MEDLINE/PubMed
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Snippet Covalent organic nanosheets (CONs) have emerged as a new class of functional two-dimensional (2D) porous organic polymeric materials with a high accessible...
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SubjectTerms apoptosis
breast neoplasms
Chemistry
Chemistry, Multidisciplinary
endocytosis
fluorouracil
nanosheets
neoplasm cells
Physical Sciences
polymers
Science & Technology
Title Targeted Drug Delivery in Covalent Organic Nanosheets (CONs) via Sequential Postsynthetic Modification
URI http://dx.doi.org/10.1021/jacs.7b00925
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https://www.ncbi.nlm.nih.gov/pubmed/28256830
https://www.proquest.com/docview/1874444742
https://www.proquest.com/docview/2000393630
Volume 139
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