PMID- 29578316
OWN - NLM
STAT- MEDLINE
DCOM- 20180621
LR  - 20180621
IS  - 1861-471X (Electronic)
IS  - 1861-471X (Linking)
VI  - 13
IP  - 10
DP  - 2018 May 18
TI  - Exploring Orthogonal Hydrogen Bonding towards Designing Organic-Salt-Based 
      Supramolecular Gelators: Synthesis, Structures, and Anticancer Properties.
PG  - 1366-1378
LID - 10.1002/asia.201800317 [doi]
AB  - A series of primary ammonium monocarboxylate (PAM) salts derived from beta-alanine 
      derivatives of pyrene and naphthalene acetic acid, along with the parent acids, 
      were explored to probe the plausible role of orthogonal hydrogen bonding 
      resulting from amide⋅⋅⋅amide and PAM synthons on gelation. Single-crystal X-ray 
      diffraction (SXRD) studies were performed on two parent acids and five PAM salts 
      in the series. The data revealed that orthogonal hydrogen bonding played an 
      important role in gelation. Structure-property correlation based on SXRD and 
      powder X-ray diffraction data also supported the working hypothesis upon which 
      these gelators were designed. 
      3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) and cell 
      migration assay on a highly aggressive human breast cancer cell line, MDA-MB-231, 
      revealed that one of the PAM salts in the series, namely, PAA.B2, displayed 
      anticancer properties, and internalization of the gelator salt in the same cell 
      line was confirmed by cell imaging.
CI  - (c) 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
FAU - Chakraborty, Poulami
AU  - Chakraborty P
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 - 20180502
PL  - Germany
TA  - Chem Asian J
JT  - Chemistry, an Asian journal
JID - 101294643
RN  - 0 (Amides)
RN  - 0 (Gels)
RN  - 0 (Macromolecular Substances)
RN  - 0 (Naphthaleneacetic Acids)
RN  - 0 (Pyrenes)
RN  - 0 (Viscoelastic Substances)
RN  - 11P2JDE17B (beta-Alanine)
SB  - IM
MH  - Amides/chemical synthesis/chemistry/*pharmacology/toxicity
MH  - Animals
MH  - Cell Line, Tumor
MH  - Cell Movement/drug effects
MH  - Gels
MH  - Humans
MH  - Hydrogen Bonding
MH  - Macromolecular Substances/chemical synthesis/chemistry/*pharmacology/toxicity
MH  - Mice
MH  - Naphthaleneacetic Acids/chemical synthesis/chemistry/*pharmacology/toxicity
MH  - Pyrenes/chemical synthesis/chemistry/*pharmacology/toxicity
MH  - RAW 264.7 Cells
MH  - Viscoelastic Substances/chemical synthesis/chemistry/pharmacology/toxicity
MH  - X-Ray Diffraction
MH  - beta-Alanine/*analogs & derivatives/chemical synthesis/*pharmacology/toxicity
OTO - NOTNLM
OT  - cancer
OT  - crystal engineering
OT  - gels
OT  - hydrogen bonds
OT  - supramolecular chemistry
EDAT- 2018/03/27 06:00
MHDA- 2018/06/22 06:00
CRDT- 2018/03/27 06:00
PHST- 2018/02/27 00:00 [received]
PHST- 2018/03/27 06:00 [pubmed]
PHST- 2018/06/22 06:00 [medline]
PHST- 2018/03/27 06:00 [entrez]
AID - 10.1002/asia.201800317 [doi]
PST - ppublish
SO  - Chem Asian J. 2018 May 18;13(10):1366-1378. doi: 10.1002/asia.201800317. Epub 
      2018 May 2.