Synthesis, spectral studies, crystal structure and molecular docking of ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate

M. Shivaprasad Shetty; B. R. Bharath; N. Latha Rani; M. A. Sridhar; N. K. Lokanath; N. V. Anil Kumar

doi:10.1016/j.cdc.2017.12.002

Synthesis, spectral studies, crystal structure and molecular docking of ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate

M. Shivaprasad Shetty
, B. R. Bharath
, N. Latha Rani
, M. A. Sridhar
, N. K. Lokanath
, N. V. Anil Kumar^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

Rheumatoid arthritis (RA) is one of the inflammatory joint diseases in a heterogeneous group of disorders that share features of the destruction of the extracellular matrices of articular cartilage and bone. Matrix metalloproteinase (MMP) enzymes (in particular MMP9), are crucial for RA. Given the limited investigation of the MMP9 inhibition by coumarin derivatives, the present study was taken up. A coumarin derivative (ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate) was synthesized, characterized by spectral analysis (¹HNMR, ¹³CNMR, IR, and MS), single crystal XRD and molecular docking was carried out. The title compound C₁₈H₂₂O₅ crystallizes in the monoclinic crystal system in P2₁/c space group. The glide docking score for the title compound is -6.8, compared with -6.6 for co-crystal compound (LT4). The synthesis, characterization and crystal data are discussed.

Original language	English
Pages (from-to)	17-27
Number of pages	11
Journal	Chemical Data Collections
Volume	13-14
DOIs	https://doi.org/10.1016/j.cdc.2017.12.002
Publication status	Published - 01-03-2018

All Science Journal Classification (ASJC) codes

General Chemistry

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10.1016/j.cdc.2017.12.002

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@article{c1179669daa0459b9ae207d793b9b76a,

title = "Synthesis, spectral studies, crystal structure and molecular docking of ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate",

abstract = "Rheumatoid arthritis (RA) is one of the inflammatory joint diseases in a heterogeneous group of disorders that share features of the destruction of the extracellular matrices of articular cartilage and bone. Matrix metalloproteinase (MMP) enzymes (in particular MMP9), are crucial for RA. Given the limited investigation of the MMP9 inhibition by coumarin derivatives, the present study was taken up. A coumarin derivative (ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate) was synthesized, characterized by spectral analysis (1HNMR, 13CNMR, IR, and MS), single crystal XRD and molecular docking was carried out. The title compound C18H22O5 crystallizes in the monoclinic crystal system in P21/c space group. The glide docking score for the title compound is -6.8, compared with -6.6 for co-crystal compound (LT4). The synthesis, characterization and crystal data are discussed.",

author = "\{Shivaprasad Shetty\}, M. and Bharath, \{B. R.\} and \{Latha Rani\}, N. and Sridhar, \{M. A.\} and Lokanath, \{N. K.\} and \{Anil Kumar\}, \{N. V.\}",

note = "Publisher Copyright: {\textcopyright} 2017 Elsevier B.V.",

year = "2018",

month = mar,

day = "1",

doi = "10.1016/j.cdc.2017.12.002",

language = "English",

volume = "13-14",

pages = "17--27",

journal = "Chemical Data Collections",

issn = "2405-8300",

publisher = "Elsevier B.V.",

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T1 - Synthesis, spectral studies, crystal structure and molecular docking of ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate

AU - Shivaprasad Shetty, M.

AU - Bharath, B. R.

AU - Latha Rani, N.

AU - Sridhar, M. A.

AU - Lokanath, N. K.

AU - Anil Kumar, N. V.

PY - 2018/3/1

Y1 - 2018/3/1

N2 - Rheumatoid arthritis (RA) is one of the inflammatory joint diseases in a heterogeneous group of disorders that share features of the destruction of the extracellular matrices of articular cartilage and bone. Matrix metalloproteinase (MMP) enzymes (in particular MMP9), are crucial for RA. Given the limited investigation of the MMP9 inhibition by coumarin derivatives, the present study was taken up. A coumarin derivative (ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate) was synthesized, characterized by spectral analysis (1HNMR, 13CNMR, IR, and MS), single crystal XRD and molecular docking was carried out. The title compound C18H22O5 crystallizes in the monoclinic crystal system in P21/c space group. The glide docking score for the title compound is -6.8, compared with -6.6 for co-crystal compound (LT4). The synthesis, characterization and crystal data are discussed.

AB - Rheumatoid arthritis (RA) is one of the inflammatory joint diseases in a heterogeneous group of disorders that share features of the destruction of the extracellular matrices of articular cartilage and bone. Matrix metalloproteinase (MMP) enzymes (in particular MMP9), are crucial for RA. Given the limited investigation of the MMP9 inhibition by coumarin derivatives, the present study was taken up. A coumarin derivative (ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate) was synthesized, characterized by spectral analysis (1HNMR, 13CNMR, IR, and MS), single crystal XRD and molecular docking was carried out. The title compound C18H22O5 crystallizes in the monoclinic crystal system in P21/c space group. The glide docking score for the title compound is -6.8, compared with -6.6 for co-crystal compound (LT4). The synthesis, characterization and crystal data are discussed.

UR - https://www.scopus.com/pages/publications/85040006697

UR - https://www.scopus.com/pages/publications/85040006697#tab=citedBy

U2 - 10.1016/j.cdc.2017.12.002

DO - 10.1016/j.cdc.2017.12.002

M3 - Article

AN - SCOPUS:85040006697

SN - 2405-8300

VL - 13-14

SP - 17

EP - 27

JO - Chemical Data Collections

JF - Chemical Data Collections

ER -

Synthesis, spectral studies, crystal structure and molecular docking of ethyl 6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]hexanoate

Abstract

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