PMID- 30086194
OWN - NLM
STAT- MEDLINE
DCOM- 20181220
LR  - 20181220
IS  - 1470-8744 (Electronic)
IS  - 0885-4513 (Linking)
VI  - 65
IP  - 6
DP  - 2018 Nov
TI  - In vitro inhibition potential of mono-n-octyl phthalate on Mycobacterium 
      tuberculosis H37Ra: Possibility of binding to mycobacterial PknB-An in silico 
      approach.
PG  - 865-875
LID - 10.1002/bab.1685 [doi]
AB  - Fatty acids of specific chain lengths have been shown to inhibit the growth of 
      Mycobacterium tuberculosis. In the present study, specific synthetic aromatic 
      derivatives of n-octyl esters were investigated for their property to inhibit the 
      growth of M. tuberculosis H37Ra. Agar well diffusion assay indicated that the 
      crude synthetic derivatives obtained by the esterification of phthalic acid (PA) 
      and n-octanol exhibited antimycobacterial activity. Further, the activity was 
      authenticated with the Miroplate Alamar Blue Assay (MABA). Subsequently, the 
      active component was purified by bioactivity guided chromatographic 
      fractionation. The structure of the synthetic derivative was deduced by UV-Vis, 
      FT-IR, LC-MS, GC-mass spectrometry, and NMR spectroscopy. Molecular docking and 
      molecular dynamic simulation (MDS) were performed with Autodock 4.0 and GROMACS 
      5.1.2 softwares, respectively. It was found that mono-n-octyl phthalate (MOP) 
      exhibited antimycobacterial activity with a MIC of 20 mug/mL, and not by any other 
      related compounds, including di-n-octyl phthalate, PA, phthalic anhydride, and 
      n-octanol. Binding of MOP with protein kinase B can participate in the binding 
      cavity region, which was previously reported. Subsequently, we authenticate the 
      stability with MDS. This is first report on the inhibition of M. tuberculosis 
      growth by MOP.
CI  - (c) 2018 International Union of Biochemistry and Molecular Biology, Inc.
FAU - Rajiniraja, Muniyan
AU  - Rajiniraja M
AUID- ORCID: 0000-0002-8057-5626
AD  - School of Bio Sciences and Technology, VIT University, Vellore, India.
FAU - Sivaramakrishna, Akella
AU  - Sivaramakrishna A
AD  - School of Advanced Sciences, VIT University, Vellore, India.
FAU - Sabareesh, Varatharajan
AU  - Sabareesh V
AD  - Centre for Bio Separation Technology, VIT University, Vellore, India.
FAU - Jayaraman, Gurunathan
AU  - Jayaraman G
AD  - School of Bio Sciences and Technology, VIT University, Vellore, India.
LA  - eng
PT  - Journal Article
DEP - 20180820
PL  - United States
TA  - Biotechnol Appl Biochem
JT  - Biotechnology and applied biochemistry
JID - 8609465
RN  - 0 (Anti-Bacterial Agents)
RN  - 0 (Phthalic Acids)
RN  - 5393-19-1 (mono-n-octyl phthalate)
RN  - EC 2.7.11.1 (Proto-Oncogene Proteins c-akt)
SB  - IM
MH  - Anti-Bacterial Agents/chemical synthesis/chemistry/*pharmacology
MH  - Binding Sites/drug effects
MH  - Microbial Sensitivity Tests
MH  - *Molecular Docking Simulation
MH  - *Molecular Dynamics Simulation
MH  - Molecular Structure
MH  - Mycobacterium tuberculosis/*drug effects/growth & development
MH  - Phthalic Acids/chemical synthesis/chemistry/*pharmacology
MH  - Proto-Oncogene Proteins c-akt/*chemistry/metabolism
MH  - Software
OTO - NOTNLM
OT  - GC-MS
OT  - antimycobacterial activity
OT  - bio-autography
OT  - in situ acid hydrolysis
OT  - octyl phthalate
OT  - phthalic acid
EDAT- 2018/08/08 06:00
MHDA- 2018/12/21 06:00
CRDT- 2018/08/08 06:00
PHST- 2018/03/12 00:00 [received]
PHST- 2018/07/22 00:00 [accepted]
PHST- 2018/08/08 06:00 [pubmed]
PHST- 2018/12/21 06:00 [medline]
PHST- 2018/08/08 06:00 [entrez]
AID - 10.1002/bab.1685 [doi]
PST - ppublish
SO  - Biotechnol Appl Biochem. 2018 Nov;65(6):865-875. doi: 10.1002/bab.1685. Epub 2018 
      Aug 20.