PMID- 30360618
OWN - NLM
STAT- PubMed-not-MEDLINE
DCOM- 20190125
LR  - 20190125
IS  - 1520-5827 (Electronic)
IS  - 0743-7463 (Linking)
VI  - 34
IP  - 46
DP  - 2018 Nov 20
TI  - Investigating the Association Mechanism between Rafoxanide and Povidone.
PG  - 13971-13978
LID - 10.1021/acs.langmuir.8b03174 [doi]
AB  - The low aqueous solubility of most hydrophobic medications limits their oral 
      absorption. An approach to solve this problem is to make a drug-polymer 
      association. Herein, we investigated the association between rafoxanide (RAF), a 
      surface-active, poorly water-soluble drug, with a commercial hydrophilic polymer 
      povidone. We found that the association is a function of medium composition and 
      could only take place in polar media, such as water. The association is favored 
      by the hydrogen-bond formation between the amide group in RAF and the carbonyl 
      group in povidone. In addition, the association is also favored by the 
      self-association of RAF through pi-pi interaction between the benzene rings in 
      adjacent RAF molecules. Two-dimensional nuclear magnetic resonance has been 
      applied to investigate the interactions and has confirmed our hypotheses. 
      Geometry optimization confirmed that RAF exists primarily in the antiparallel 
      configuration in the RAF aggregates. This study provides critical information for 
      designing suitable drug-vehicle complexes and engineering the interactions 
      between them to maximize the oral absorption. Our results shed light on drug 
      design and delivery, drug molecule structure-functionality relationship, as well 
      as efficacy enhancement toward interaction engineering.
FAU - Meng, Fan
AU  - Meng F
AD  - Division of Molecular Pharmaceutics and Drug Delivery, College of Pharmacy , The 
      University of Texas at Austin , University Avenue , 2409 Austin , Texas , United 
      States.
FAU - Jing, Zhifeng
AU  - Jing Z
AD  - Biomedical Engineering , The University of Texas at Austin , 107 W. Dean Keeton 
      Street , 2409 Austin , Texas , United States.
FAU - Ferreira, Rui
AU  - Ferreira R
AD  - Hovione LLC , 40 Lake Drive , East Windsor , New Jersey 08520 , United States.
FAU - Ren, Pengyu
AU  - Ren P
AD  - Biomedical Engineering , The University of Texas at Austin , 107 W. Dean Keeton 
      Street , 2409 Austin , Texas , United States.
FAU - Zhang, Feng
AU  - Zhang F
AUID- ORCID: 0000-0002-5377-5841
AD  - Division of Molecular Pharmaceutics and Drug Delivery, College of Pharmacy , The 
      University of Texas at Austin , University Avenue , 2409 Austin , Texas , United 
      States.
LA  - eng
PT  - Journal Article
DEP - 20181109
PL  - United States
TA  - Langmuir
JT  - Langmuir : the ACS journal of surfaces and colloids
JID - 9882736
EDAT- 2018/10/27 06:00
MHDA- 2018/10/27 06:01
CRDT- 2018/10/27 06:00
PHST- 2018/10/27 06:00 [pubmed]
PHST- 2018/10/27 06:01 [medline]
PHST- 2018/10/27 06:00 [entrez]
AID - 10.1021/acs.langmuir.8b03174 [doi]
PST - ppublish
SO  - Langmuir. 2018 Nov 20;34(46):13971-13978. doi: 10.1021/acs.langmuir.8b03174. Epub 
      2018 Nov 9.