PMID- 28895213
OWN - NLM
STAT- MEDLINE
DCOM- 20180327
LR  - 20181202
IS  - 1521-3765 (Electronic)
IS  - 0947-6539 (Linking)
VI  - 23
IP  - 62
DP  - 2017 Nov 7
TI  - Supramolecular Synthon Approach in Developing Anti-Inflammatory Topical Gels for 
      In Vivo Self-Delivery.
PG  - 15623-15627
LID - 10.1002/chem.201703850 [doi]
AB  - A new series of tertiary-butyl ammonium (TBA) salts of various nonsteroidal 
      anti-inflammatory drugs (NSAIDs) have been synthesized and characterized. Nearly 
      90 % of the NSAID-derived primary ammonium monocarboxylate (PAM) salts displayed 
      remarkable gelation ability with various solvents including methyl salicylate. 
      Single crystal X-ray diffraction data (SXRD) revealed the existence of 1D PAM 
      synthon in the gelator salts. Structure-property correlation studies based on 
      SXRD and powder X-ray diffraction (PXRD) data established the presence of the 
      1D PAM synthon in the bulk salts as well as in the corresponding xerogels. A 
      parallel series of salts derived from TRIS 
      (2-amino-2-(hydroxymethyl)-1,3-propanediol) and the same set of NSAIDs displayed 
      poor gelation ability; only 33 % of the salts in the series displayed gelation 
      ability. A few selected gelator salts of both TBA and TRIS were found to be 
      biocompatible (MTT assay with RAW 264.7 cell line) and two of the selected salts 
      (FLR.TBA and FLR.TRIS) possessed anti-inflammatory properties equal to the parent 
      drug FLR (flurbiprofen). Finally a methyl salicylate topical gel derived from 
      FLR.TRIS was successfully delivered in a self-delivery fashion to treat inflamed 
      skin conditions in the mice model. Histological studies of the dorsal tissues of 
      the untreated and treated mice clearly demonstrated the effect of topical gels in 
      such treatment.
CI  - (c) 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
FAU - Roy, Rajdip
AU  - Roy R
AD  - Department of Organic Chemistry, Indian Association for the Cultivation of 
      Science (IACS), 2A and 2B, Raja S. C. Mullick Road, Jadavpur, Kolkata -, 700032, 
      West Bengal, India.
FAU - Dastidar, Parthasarathi
AU  - Dastidar P
AUID- ORCID: 0000-0002-1011-2386
AD  - Department of Organic Chemistry, Indian Association for the Cultivation of 
      Science (IACS), 2A and 2B, Raja S. C. Mullick Road, Jadavpur, Kolkata -, 700032, 
      West Bengal, India.
LA  - eng
PT  - Journal Article
DEP - 20171017
PL  - Germany
TA  - Chemistry
JT  - Chemistry (Weinheim an der Bergstrasse, Germany)
JID - 9513783
RN  - 0 (Aminoquinolines)
RN  - 0 (Anti-Inflammatory Agents, Non-Steroidal)
RN  - 0 (Gels)
RN  - 0 (Salicylates)
RN  - LAV5U5022Y (methyl salicylate)
RN  - P1QW714R7M (Imiquimod)
SB  - IM
MH  - Administration, Topical
MH  - Aminoquinolines/chemistry/pharmacology/therapeutic use
MH  - Animals
MH  - Anti-Inflammatory Agents, Non-Steroidal/*chemistry/pharmacology/therapeutic use
MH  - Gels/*chemistry
MH  - Imiquimod
MH  - Mice
MH  - RAW 264.7 Cells
MH  - Salicylates/chemistry
MH  - Skin Diseases/drug therapy/pathology
MH  - X-Ray Diffraction
OTO - NOTNLM
OT  - anti-inflammatory compounds
OT  - crystal engineering
OT  - drug delivery
OT  - supramolecular gels
OT  - supramolecular synthons
EDAT- 2017/09/13 06:00
MHDA- 2018/03/28 06:00
CRDT- 2017/09/13 06:00
PHST- 2017/08/16 00:00 [received]
PHST- 2017/09/13 06:00 [pubmed]
PHST- 2018/03/28 06:00 [medline]
PHST- 2017/09/13 06:00 [entrez]
AID - 10.1002/chem.201703850 [doi]
PST - ppublish
SO  - Chemistry. 2017 Nov 7;23(62):15623-15627. doi: 10.1002/chem.201703850. Epub 2017 
      Oct 17.