Host-guest interaction study of Efavirenz with hydroxypropyl‑β‑cyclodextrin and L‑arginine by computational simulation studies

Preparation and characterization of supramolecular complexes

Vasanti Suvarna, Siddhata Thorat, Usha Nayak, Atul Sherje, Manikanta Murahari

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The present study demonstrates the solubility and dissolution enhancement of Efavirenz (EFV) through preparation of supramolecular inclusion complexes. The supramolecular system comprising of EFV, hydroxypropyl‑β‑cyclodextrin (HP-β-CD) and L‑Arginine was prepared by physical mixing and spray drying methods. The complexes were characterized by powder X-ray diffraction, differential scanning calorimetry, 1H NMR spectroscopy and FT-IR spectroscopy to study alteration in crystallinity of drug. Intrinsic stability constant values (Kc) and complexation efficiency (CE) of HP-β-CD was substantially enhanced due to addition of L‑Arginine. Improved solubility and dissolution was evidenced in the supramolecular system than binary system of EFV and HP-β-CD. Computational modelling and molecular dynamics study revealed that L‑Arginine increased the stability of the complex by bridging between the EFV and the HP-β-CD. It also confirmed that L‑Arginine was positioned on the outer surface of complex and improved polar surface of inclusion complex resulting in increased solubility of the complex. Thus, supramolecular inclusion complexes of EFV with HP-β-CD and L‑Arginine could contribute as an innovative outcome in formulation development of EFV through solubility and dissolution enhancement.

Original languageEnglish
Pages (from-to)55-64
Number of pages10
JournalJournal of Molecular Liquids
Volume259
DOIs
Publication statusPublished - 01-06-2018

Fingerprint

efavirenz
solubility
Solubility
preparation
dissolving
Dissolution
inclusions
simulation
interactions
Spray drying
augmentation
Complexation
X ray powder diffraction
spectroscopy
Nuclear magnetic resonance spectroscopy
drying
sprayers
Molecular dynamics
Differential scanning calorimetry
Infrared spectroscopy

All Science Journal Classification (ASJC) codes

  • Electronic, Optical and Magnetic Materials
  • Atomic and Molecular Physics, and Optics
  • Condensed Matter Physics
  • Spectroscopy
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

@article{6aaf019b4ac04543bd78855bb73e8a7b,
title = "Host-guest interaction study of Efavirenz with hydroxypropyl‑β‑cyclodextrin and L‑arginine by computational simulation studies: Preparation and characterization of supramolecular complexes",
abstract = "The present study demonstrates the solubility and dissolution enhancement of Efavirenz (EFV) through preparation of supramolecular inclusion complexes. The supramolecular system comprising of EFV, hydroxypropyl‑β‑cyclodextrin (HP-β-CD) and L‑Arginine was prepared by physical mixing and spray drying methods. The complexes were characterized by powder X-ray diffraction, differential scanning calorimetry, 1H NMR spectroscopy and FT-IR spectroscopy to study alteration in crystallinity of drug. Intrinsic stability constant values (Kc) and complexation efficiency (CE) of HP-β-CD was substantially enhanced due to addition of L‑Arginine. Improved solubility and dissolution was evidenced in the supramolecular system than binary system of EFV and HP-β-CD. Computational modelling and molecular dynamics study revealed that L‑Arginine increased the stability of the complex by bridging between the EFV and the HP-β-CD. It also confirmed that L‑Arginine was positioned on the outer surface of complex and improved polar surface of inclusion complex resulting in increased solubility of the complex. Thus, supramolecular inclusion complexes of EFV with HP-β-CD and L‑Arginine could contribute as an innovative outcome in formulation development of EFV through solubility and dissolution enhancement.",
author = "Vasanti Suvarna and Siddhata Thorat and Usha Nayak and Atul Sherje and Manikanta Murahari",
year = "2018",
month = "6",
day = "1",
doi = "10.1016/j.molliq.2018.02.131",
language = "English",
volume = "259",
pages = "55--64",
journal = "Journal of Molecular Liquids",
issn = "0167-7322",
publisher = "Elsevier",

}

Host-guest interaction study of Efavirenz with hydroxypropyl‑β‑cyclodextrin and L‑arginine by computational simulation studies : Preparation and characterization of supramolecular complexes. / Suvarna, Vasanti; Thorat, Siddhata; Nayak, Usha; Sherje, Atul; Murahari, Manikanta.

In: Journal of Molecular Liquids, Vol. 259, 01.06.2018, p. 55-64.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Host-guest interaction study of Efavirenz with hydroxypropyl‑β‑cyclodextrin and L‑arginine by computational simulation studies

T2 - Preparation and characterization of supramolecular complexes

AU - Suvarna, Vasanti

AU - Thorat, Siddhata

AU - Nayak, Usha

AU - Sherje, Atul

AU - Murahari, Manikanta

PY - 2018/6/1

Y1 - 2018/6/1

N2 - The present study demonstrates the solubility and dissolution enhancement of Efavirenz (EFV) through preparation of supramolecular inclusion complexes. The supramolecular system comprising of EFV, hydroxypropyl‑β‑cyclodextrin (HP-β-CD) and L‑Arginine was prepared by physical mixing and spray drying methods. The complexes were characterized by powder X-ray diffraction, differential scanning calorimetry, 1H NMR spectroscopy and FT-IR spectroscopy to study alteration in crystallinity of drug. Intrinsic stability constant values (Kc) and complexation efficiency (CE) of HP-β-CD was substantially enhanced due to addition of L‑Arginine. Improved solubility and dissolution was evidenced in the supramolecular system than binary system of EFV and HP-β-CD. Computational modelling and molecular dynamics study revealed that L‑Arginine increased the stability of the complex by bridging between the EFV and the HP-β-CD. It also confirmed that L‑Arginine was positioned on the outer surface of complex and improved polar surface of inclusion complex resulting in increased solubility of the complex. Thus, supramolecular inclusion complexes of EFV with HP-β-CD and L‑Arginine could contribute as an innovative outcome in formulation development of EFV through solubility and dissolution enhancement.

AB - The present study demonstrates the solubility and dissolution enhancement of Efavirenz (EFV) through preparation of supramolecular inclusion complexes. The supramolecular system comprising of EFV, hydroxypropyl‑β‑cyclodextrin (HP-β-CD) and L‑Arginine was prepared by physical mixing and spray drying methods. The complexes were characterized by powder X-ray diffraction, differential scanning calorimetry, 1H NMR spectroscopy and FT-IR spectroscopy to study alteration in crystallinity of drug. Intrinsic stability constant values (Kc) and complexation efficiency (CE) of HP-β-CD was substantially enhanced due to addition of L‑Arginine. Improved solubility and dissolution was evidenced in the supramolecular system than binary system of EFV and HP-β-CD. Computational modelling and molecular dynamics study revealed that L‑Arginine increased the stability of the complex by bridging between the EFV and the HP-β-CD. It also confirmed that L‑Arginine was positioned on the outer surface of complex and improved polar surface of inclusion complex resulting in increased solubility of the complex. Thus, supramolecular inclusion complexes of EFV with HP-β-CD and L‑Arginine could contribute as an innovative outcome in formulation development of EFV through solubility and dissolution enhancement.

UR - http://www.scopus.com/inward/record.url?scp=85042912763&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85042912763&partnerID=8YFLogxK

U2 - 10.1016/j.molliq.2018.02.131

DO - 10.1016/j.molliq.2018.02.131

M3 - Article

VL - 259

SP - 55

EP - 64

JO - Journal of Molecular Liquids

JF - Journal of Molecular Liquids

SN - 0167-7322

ER -