Synthetic star shaped tetra-tailed biocompatible supramolecular amphiphile as an efficient nanocarrier for Amphotericin B.

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Title: Synthetic star shaped tetra-tailed biocompatible supramolecular amphiphile as an efficient nanocarrier for Amphotericin B.
Authors: Ali, Imdad1 (AUTHOR) imdadchem26@gmail.com, Burki, Samiullah2 (AUTHOR) sm_barki@hotmail.com, Rehman, Jawad ur1 (AUTHOR) jawadkhan4chem@gmail.com, Ullah, Shafi1 (AUTHOR) shafi_ullah34@yahoo.com, Javid, Ibrahim3 (AUTHOR) ibr_pharmacist@yahoo.com, Abdellattif, Magda H.4 (AUTHOR) m.hasan@tu.edu.sa, Shah, Muhammad Raza1 (AUTHOR) raza.shah@iccs.edu
Source: Chemistry & Physics of Lipids. Jan2023, Vol. 250, pN.PAG-N.PAG. 1p.
Subjects: Drug solubility, Polymersomes, Drug bioavailability, Surface charges, Amphotericin B, Zeta potential, Oral medication
Abstract: Macrocycle-based amphiphiles are capable of self-assembling into multidimensional nano-architecture with defined dimensions for various applications. Herein we report the synthesis, physio-chemical characterizations and oral drug delivery profiling of resorcinarene-based amphiphilic supramolecular macrocycle. The macrocycle was synthesized in two-step reaction and characterized using 1H NMR, Mass spectrometry and IR spectroscopic techniques. The synthesized macrocycle was assessed for vesicles formation, checked for biocompatibility and then Amphotericin B (Amp-B) was entrapped in macrocycle-based vesicles. The drug loaded vesicles were characterized for shape, size, homogeneity, drug entrapment, surface charge, in-vitro release profile and stability. Amp-B loaded macrocycle based vesicles were examined in rabbits for in-vivo bioavailability and compared with plan drug suspension. The synthesized macrocycle was non-toxic in normal mouse fibroblast cells, compatible with blood and safe in mice. The drug loaded macrocycle based vesicles appeared spherical with 279.4 nm size and − 12.2 mV zeta potential loading 85.45 % drug. The drug loaded vesicles storage stability for 30 days and gastric fluid stability for 1 h were it retained nearly 90 % drug at 30th day and 83.79 % drug at 1 h in gastric fluid. Oral bioavailability of Amp-B in rabbits was markedly enhanced when delivered in synthesized macrocycle based vesicles in comparison with plan drug suspension. Results of this study indicate that the synthesized star shaped tetra-tailed supramolecular amphiphile could be used as an efficient nanocarrier for enhancing oral bioavailability of drugs with solubility and bioavailability issues like Amp-B. [Display omitted] • Synthesis and characterization of Resorcinarene-based supramolecular macrocycle is presented. • The synthesized macrocycle was biocompatible, less toxic and able to encapsulate amphotericin B. • The drug-loaded macrocycle vesicles were 279.4 nm sized with − 12.2 mV zeta potential and 85.45 % drug loading. • The drug-loaded vesicle retained 90 % drug at 30th day and 83.79 % drug in 1 h gastric fluid storage. • Oral bioavailability of amphotericin B was enhanced when delivered in synthesized macrocycle based vesicles. [ABSTRACT FROM AUTHOR]
Copyright of Chemistry & Physics of Lipids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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DbLabel: Engineering Source
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  Label: Title
  Group: Ti
  Data: Synthetic star shaped tetra-tailed biocompatible supramolecular amphiphile as an efficient nanocarrier for Amphotericin B.
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  Data: <searchLink fieldCode="AR" term="%22Ali%2C+Imdad%22">Ali, Imdad</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> imdadchem26@gmail.com</i><br /><searchLink fieldCode="AR" term="%22Burki%2C+Samiullah%22">Burki, Samiullah</searchLink><relatesTo>2</relatesTo> (AUTHOR)<i> sm_barki@hotmail.com</i><br /><searchLink fieldCode="AR" term="%22Rehman%2C+Jawad+ur%22">Rehman, Jawad ur</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> jawadkhan4chem@gmail.com</i><br /><searchLink fieldCode="AR" term="%22Ullah%2C+Shafi%22">Ullah, Shafi</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> shafi_ullah34@yahoo.com</i><br /><searchLink fieldCode="AR" term="%22Javid%2C+Ibrahim%22">Javid, Ibrahim</searchLink><relatesTo>3</relatesTo> (AUTHOR)<i> ibr_pharmacist@yahoo.com</i><br /><searchLink fieldCode="AR" term="%22Abdellattif%2C+Magda+H%2E%22">Abdellattif, Magda H.</searchLink><relatesTo>4</relatesTo> (AUTHOR)<i> m.hasan@tu.edu.sa</i><br /><searchLink fieldCode="AR" term="%22Shah%2C+Muhammad+Raza%22">Shah, Muhammad Raza</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> raza.shah@iccs.edu</i>
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  Data: <searchLink fieldCode="JN" term="%22Chemistry+%26+Physics+of+Lipids%22">Chemistry & Physics of Lipids</searchLink>. Jan2023, Vol. 250, pN.PAG-N.PAG. 1p.
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  Data: <searchLink fieldCode="DE" term="%22Drug+solubility%22">Drug solubility</searchLink><br /><searchLink fieldCode="DE" term="%22Polymersomes%22">Polymersomes</searchLink><br /><searchLink fieldCode="DE" term="%22Drug+bioavailability%22">Drug bioavailability</searchLink><br /><searchLink fieldCode="DE" term="%22Surface+charges%22">Surface charges</searchLink><br /><searchLink fieldCode="DE" term="%22Amphotericin+B%22">Amphotericin B</searchLink><br /><searchLink fieldCode="DE" term="%22Zeta+potential%22">Zeta potential</searchLink><br /><searchLink fieldCode="DE" term="%22Oral+medication%22">Oral medication</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: Macrocycle-based amphiphiles are capable of self-assembling into multidimensional nano-architecture with defined dimensions for various applications. Herein we report the synthesis, physio-chemical characterizations and oral drug delivery profiling of resorcinarene-based amphiphilic supramolecular macrocycle. The macrocycle was synthesized in two-step reaction and characterized using 1H NMR, Mass spectrometry and IR spectroscopic techniques. The synthesized macrocycle was assessed for vesicles formation, checked for biocompatibility and then Amphotericin B (Amp-B) was entrapped in macrocycle-based vesicles. The drug loaded vesicles were characterized for shape, size, homogeneity, drug entrapment, surface charge, in-vitro release profile and stability. Amp-B loaded macrocycle based vesicles were examined in rabbits for in-vivo bioavailability and compared with plan drug suspension. The synthesized macrocycle was non-toxic in normal mouse fibroblast cells, compatible with blood and safe in mice. The drug loaded macrocycle based vesicles appeared spherical with 279.4 nm size and − 12.2 mV zeta potential loading 85.45 % drug. The drug loaded vesicles storage stability for 30 days and gastric fluid stability for 1 h were it retained nearly 90 % drug at 30th day and 83.79 % drug at 1 h in gastric fluid. Oral bioavailability of Amp-B in rabbits was markedly enhanced when delivered in synthesized macrocycle based vesicles in comparison with plan drug suspension. Results of this study indicate that the synthesized star shaped tetra-tailed supramolecular amphiphile could be used as an efficient nanocarrier for enhancing oral bioavailability of drugs with solubility and bioavailability issues like Amp-B. [Display omitted] • Synthesis and characterization of Resorcinarene-based supramolecular macrocycle is presented. • The synthesized macrocycle was biocompatible, less toxic and able to encapsulate amphotericin B. • The drug-loaded macrocycle vesicles were 279.4 nm sized with − 12.2 mV zeta potential and 85.45 % drug loading. • The drug-loaded vesicle retained 90 % drug at 30th day and 83.79 % drug in 1 h gastric fluid storage. • Oral bioavailability of amphotericin B was enhanced when delivered in synthesized macrocycle based vesicles. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Chemistry & Physics of Lipids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
  BibEntity:
    Identifiers:
      – Type: doi
        Value: 10.1016/j.chemphyslip.2022.105257
    Languages:
      – Code: eng
        Text: English
    PhysicalDescription:
      Pagination:
        PageCount: 1
        StartPage: N.PAG
    Subjects:
      – SubjectFull: Drug solubility
        Type: general
      – SubjectFull: Polymersomes
        Type: general
      – SubjectFull: Drug bioavailability
        Type: general
      – SubjectFull: Surface charges
        Type: general
      – SubjectFull: Amphotericin B
        Type: general
      – SubjectFull: Zeta potential
        Type: general
      – SubjectFull: Oral medication
        Type: general
    Titles:
      – TitleFull: Synthetic star shaped tetra-tailed biocompatible supramolecular amphiphile as an efficient nanocarrier for Amphotericin B.
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            NameFull: Ali, Imdad
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            NameFull: Burki, Samiullah
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            NameFull: Rehman, Jawad ur
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            NameFull: Ullah, Shafi
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            NameFull: Javid, Ibrahim
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            NameFull: Abdellattif, Magda H.
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            NameFull: Shah, Muhammad Raza
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            – D: 01
              M: 01
              Text: Jan2023
              Type: published
              Y: 2023
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              Value: 00093084
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              Value: 250
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            – TitleFull: Chemistry & Physics of Lipids
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