Version 1
: Received: 6 June 2023 / Approved: 6 June 2023 / Online: 6 June 2023 (11:46:01 CEST)
How to cite:
Ali, I.; ALI, A.; Guo, L.; Ullah, R.; Fazal, M.; Alomar, S.Y.; Ahmad, N.; Raza shah, M. Synthesis of Calix (4) Resorcinarene Based Amphiphilic Macrocycle as an Efficient Nanocarrier for Amphotericin-B to Enhance Its Oral Bioavailability. Preprints2023, 2023060451. https://doi.org/10.20944/preprints202306.0451.v1
Ali, I.; ALI, A.; Guo, L.; Ullah, R.; Fazal, M.; Alomar, S.Y.; Ahmad, N.; Raza shah, M. Synthesis of Calix (4) Resorcinarene Based Amphiphilic Macrocycle as an Efficient Nanocarrier for Amphotericin-B to Enhance Its Oral Bioavailability. Preprints 2023, 2023060451. https://doi.org/10.20944/preprints202306.0451.v1
Ali, I.; ALI, A.; Guo, L.; Ullah, R.; Fazal, M.; Alomar, S.Y.; Ahmad, N.; Raza shah, M. Synthesis of Calix (4) Resorcinarene Based Amphiphilic Macrocycle as an Efficient Nanocarrier for Amphotericin-B to Enhance Its Oral Bioavailability. Preprints2023, 2023060451. https://doi.org/10.20944/preprints202306.0451.v1
APA Style
Ali, I., ALI, A., Guo, L., Ullah, R., Fazal, M., Alomar, S.Y., Ahmad, N., & Raza shah, M. (2023). Synthesis of Calix (4) Resorcinarene Based Amphiphilic Macrocycle as an Efficient Nanocarrier for Amphotericin-B to Enhance Its Oral Bioavailability. Preprints. https://doi.org/10.20944/preprints202306.0451.v1
Chicago/Turabian Style
Ali, I., Naushad Ahmad and Muhammad Raza shah. 2023 "Synthesis of Calix (4) Resorcinarene Based Amphiphilic Macrocycle as an Efficient Nanocarrier for Amphotericin-B to Enhance Its Oral Bioavailability" Preprints. https://doi.org/10.20944/preprints202306.0451.v1
Abstract
The supramolecular based macrocyclic amphiphiles have attracted great attention in the field of drug delivery due to their unique self-assembling nature. Therefore, these macrocycles are used as nanocarriers for the delivery of poor water soluble drugs, and also for those which have lower permeability, and cannot cross the barrier to reach the desired site. Herein, we design and synthesized a new supramolecular amphiphilic macrocycle to overcome these problems. The macrocycle was synthesized in two steps. In first step 4-hydroxybenzaldehyde was treated with 1-bromotetradecane to obtain a derivatized product which was then treated with resorcinol to cyclize and get calix(4)resorcinarene based supramolecular amphiphilic macrocycle. The synthesized macrocycle and intermediate products were characterized by Mass spectrometry, IR and 1H-NMR spectroscopic techniques. The amphiphile was screened for biocompatibility studies, vesicles formation, and then Amphotericin-B was loaded in the supramolecular amphiphile based vesicles and was characterized for shape, size, homogeneity, surface charge, drug entrapment, in-vitro release profile and stability through atomic force microscopy (AFM), Zetasizer, HPLC and FT-IR. Amp-B loaded macrocycle based vesicles were investigated for in-vivo bioavailability in rabbits. The synthesized macrocycle was nontoxic in cancer cells, hemo-compatible and safe in mice. The drug-loaded macrocycle based vesicles appeared spherical, nano-ranged, and homogeneous in size with negative surface charge and were able to load an increased amount of drug. The vesicles are stable upon storage and when incubated with gastric simulated fluid. Amp-B increased oral bioavailability was achieved when delivered in synthesized macrocycle based vesicles. These results point out that the synthesized supramolecular amphiphile is an efficient nanocarrier to enhance the oral bioavailability of lipophilic drugs
Keywords
Synthesis; Amphiphilic Macrocycle; Biocompatibility; Amphotericin-B; drug delivery; pharmacokinetics
Subject
Chemistry and Materials Science, Organic Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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