PMID- 31526604
OWN - NLM
STAT- MEDLINE
DCOM- 20201022
LR  - 20201022
IS  - 1464-3405 (Electronic)
IS  - 0960-894X (Linking)
VI  - 29
IP  - 20
DP  - 2019 Oct 15
TI  - Synthesis and evaluation of a novel quinoline-triazole analogs for antitubercular 
      properties via molecular hybridization approach.
PG  - 126671
LID - S0960-894X(19)30621-3 [pii]
LID - 10.1016/j.bmcl.2019.126671 [doi]
AB  - Towards a quest for establishing new antitubercular agents, we have designed new 
      quinoline-triazole hybrid analogs in a six-step reaction sequence involving 
      versatile reactions like Vilsmeier-Haack and click reaction protocol. The design 
      is based on the structural modification of bedaquiline moiety and involves 
      molecular hybridization approach. The structure of the synthesized product was 
      elucidated by single crystal X-ray diffraction study. The synthesized target 
      compounds were screened for their antitubercular activity against Mycobacterium 
      bovis. Interestingly, two compounds of the series (8d and 8m) showed significant 
      inhibition with MIC of 31.5 and 34.8 muM. Compounds bearing 3-fluoro phenyl and 
      n-octyl groups on the 1,2,3-triazole ring emerged as the most potent leads among 
      the compounds tested. Further these hit compounds were also screened for their 
      cytotoxic effect on human embryonic kindey 293 (HEK293) cells and other cancer 
      cell lines such as HeLa (Cervical), PC3 (Prostate), Panc-1 (Pancreatic) and SKOV3 
      (Ovarian) indicating to be safer with the minimal cytotoxicity.
CI  - Copyright (c) 2019 Elsevier Ltd. All rights reserved.
FAU - Ramprasad, Jurupula
AU  - Ramprasad J
AD  - Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of 
      Chemical Technology, Hyderabad 500007, India.
FAU - Kumar Sthalam, Vinay
AU  - Kumar Sthalam V
AD  - Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of 
      Chemical Technology, Hyderabad 500007, India; Academy of Scientific and 
      Innovative Research (AcSIR), CSIR-Human Resource Development Centre (CSIR-HRDC) 
      Campus, Ghaziabad, Uttar Pradesh 201002, India.
FAU - Linga Murthy Thampunuri, Rama
AU  - Linga Murthy Thampunuri R
AD  - Applied Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 
      500007, India.
FAU - Bhukya, Supriya
AU  - Bhukya S
AD  - Applied Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 
      500007, India.
FAU - Ummanni, Ramesh
AU  - Ummanni R
AD  - Applied Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 
      500007, India.
FAU - Balasubramanian, Sridhar
AU  - Balasubramanian S
AD  - Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical 
      Technology, Tarnaka, Hyderabad 500007, India.
FAU - Pabbaraja, Srihari
AU  - Pabbaraja S
AD  - Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of 
      Chemical Technology, Hyderabad 500007, India; Academy of Scientific and 
      Innovative Research (AcSIR), CSIR-Human Resource Development Centre (CSIR-HRDC) 
      Campus, Ghaziabad, Uttar Pradesh 201002, India. Electronic address: 
      srihari@iict.res.in.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20190905
PL  - England
TA  - Bioorg Med Chem Lett
JT  - Bioorganic & medicinal chemistry letters
JID - 9107377
RN  - 0 (Antitubercular Agents)
RN  - 0 (Quinolines)
RN  - 0 (Triazoles)
RN  - E66400VT9R (quinoline)
SB  - IM
MH  - Antitubercular Agents/*chemical synthesis/pharmacology
MH  - Cell Line, Tumor
MH  - Cell Survival/drug effects
MH  - Click Chemistry
MH  - Crystallization
MH  - Drug Evaluation, Preclinical
MH  - HEK293 Cells
MH  - Humans
MH  - Microbial Sensitivity Tests
MH  - Molecular Structure
MH  - Mycobacterium tuberculosis/*drug effects
MH  - Nucleic Acid Hybridization
MH  - Quinolines/*chemistry
MH  - Structure-Activity Relationship
MH  - Triazoles/*chemical synthesis/pharmacology
OTO - NOTNLM
OT  - 1,2,3-Triazole
OT  - Antimycobacterial activity
OT  - Cytotoxicity studies
OT  - Mycobacterium tuberculosis
OT  - Quinoline
OT  - Single crystal X-ray diffraction
EDAT- 2019/09/19 06:00
MHDA- 2020/10/23 06:00
CRDT- 2019/09/19 06:00
PHST- 2019/06/29 00:00 [received]
PHST- 2019/08/19 00:00 [revised]
PHST- 2019/09/04 00:00 [accepted]
PHST- 2019/09/19 06:00 [pubmed]
PHST- 2020/10/23 06:00 [medline]
PHST- 2019/09/19 06:00 [entrez]
AID - S0960-894X(19)30621-3 [pii]
AID - 10.1016/j.bmcl.2019.126671 [doi]
PST - ppublish
SO  - Bioorg Med Chem Lett. 2019 Oct 15;29(20):126671. doi: 10.1016/j.bmcl.2019.126671. 
      Epub 2019 Sep 5.