Publication:
Novel triazole-tetrahydroisoquinoline hybrids as human aromatase inhibitors

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Issued Date

2019

Resource Type

Article

File Type

application/pdf

ISSN

452068

DOI

10.1016/j.bioorg.2019.103327

Other identifier(s)

2-s2.0-85073107177

Rights Holder(s)

Scopus

Bibliographic Citation

Bioorganic Chemistry. Vol 93, (2019)

Suggested Citation

Chamduang C., Pingaew R., Prachayasittikul V., Prachayasittikul S., Ruchirawat S., Prachayasittikul V. Novel triazole-tetrahydroisoquinoline hybrids as human aromatase inhibitors. Bioorganic Chemistry. Vol 93, (2019). doi:10.1016/j.bioorg.2019.103327 Retrieved from: https://hdl.handle.net/20.500.14740/5061

Title

Novel triazole-tetrahydroisoquinoline hybrids as human aromatase inhibitors

Author(s)

Chamduang C.
 Pingaew R.
 Prachayasittikul V.
 Prachayasittikul S.
 Ruchirawat S.
 Prachayasittikul V.

Abstract

Novel thirteen triazole-tetrahydroisoquinoline derivatives (2a-m) were synthesized and evaluated for their aromatase inhibitory activities. Seven triazoles showed significant aromatase inhibitory activity (IC50 = 0.07–1.9 μM). Interestingly, the analog bearing naphthalenyloxymethyl substituent at position 4 of the triazole ring (2i) displayed the most potent aromatase inhibitory activity (IC50 = 70 nM) without significant cytotoxicity to a normal cell. Molecular docking also suggested that the direct H-bonding interaction with residue Thr310 may be responsible for a striking inhibitory effect of the most potent compound 2i. © 2019 Elsevier Inc.

Subject(s)

Tetrahydroisoquinoline
 Aromatase inhibitor
 Tetrahydroisoquinoline
 Triazole
 Unclassified drug
 Aromatase inhibitor
 Tetrahydroisoquinoline derivative
 Triazole derivative
 Alkylation
 Article
 Cytotoxicity
 Drug synthesis
 Enzyme active site
 Human
 Hydrogen bond
 IC50
 Molecular docking
 Priority journal
 Structure activity relation
 Chemistry
 Drug screening
 Procedures
 Spectroscopy
 Synthesis
 Tumor cell line
 Aromatase Inhibitors
 Cell Line, Tumor
 Drug Screening Assays, Antitumor
 Humans
 Hydrogen Bonding
 Inhibitory Concentration 50
 Molecular Docking Simulation
 Spectrum Analysis
 Structure-Activity Relationship
 Tetrahydroisoquinolines
 Triazoles

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URI

https://hdl.handle.net/20.500.14740/5061

Collections

Scopus: Year 1983-2021

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