Design, synthesis and antidepressant activities of some novel fatty acid analogues

Selvaraj Jubie; Palaniswamy Dhanabal; Mohammed Afzal Azam; Natarajan Satish Kumar; Nilesh Ambhore; Rajagopal Kalirajan

doi:10.1007/s00044-014-1235-2

Design, synthesis and antidepressant activities of some novel fatty acid analogues

Selvaraj Jubie, Palaniswamy Dhanabal, Mohammed Afzal Azam, Natarajan Satish Kumar, Nilesh Ambhore, Rajagopal Kalirajan

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

17 Scopus citations

Abstract

The present study deals with the optimization of some novel heterocyclic compounds containing two biological scaffolds such as long alkyl/alkenyl side chain of fatty acids and five-membered azoles named as 1,3,4-oxadiazole, 1,2,4-triazole and 1,3,4-thiadiazoles as antidepressant agents. In-silico docking studies have been carried out for the tested compounds into the crystal structure of human mono amine oxidase-B using GLIDE integrated Maestro (9.3) version. Five analogues exhibited higher XP G-Scores than selegeline. Also, it was verified by in vivo antidepressant screening, where two of the compounds PA-2 and GLA-2 showed significant antidepressant activity. Drug likelinesss and comparative bioactive analysis for the analogues are done using Qik.Prop 3.4.

Original language	English (US)
Pages (from-to)	1605-1616
Number of pages	12
Journal	Medicinal Chemistry Research
Volume	24
Issue number	4
DOIs	https://doi.org/10.1007/s00044-014-1235-2
State	Published - Apr 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2014 Springer Science+Business Media New York.

Keywords

ADMET studies
Antidepressant
Fatty acid
Molecular docking

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10.1007/s00044-014-1235-2

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abstract = "The present study deals with the optimization of some novel heterocyclic compounds containing two biological scaffolds such as long alkyl/alkenyl side chain of fatty acids and five-membered azoles named as 1,3,4-oxadiazole, 1,2,4-triazole and 1,3,4-thiadiazoles as antidepressant agents. In-silico docking studies have been carried out for the tested compounds into the crystal structure of human mono amine oxidase-B using GLIDE integrated Maestro (9.3) version. Five analogues exhibited higher XP G-Scores than selegeline. Also, it was verified by in vivo antidepressant screening, where two of the compounds PA-2 and GLA-2 showed significant antidepressant activity. Drug likelinesss and comparative bioactive analysis for the analogues are done using Qik.Prop 3.4.",

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author = "Selvaraj Jubie and Palaniswamy Dhanabal and Azam, {Mohammed Afzal} and Kumar, {Natarajan Satish} and Nilesh Ambhore and Rajagopal Kalirajan",

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AU - Jubie, Selvaraj

AU - Dhanabal, Palaniswamy

AU - Azam, Mohammed Afzal

AU - Kumar, Natarajan Satish

AU - Ambhore, Nilesh

AU - Kalirajan, Rajagopal

PY - 2015/4

Y1 - 2015/4

N2 - The present study deals with the optimization of some novel heterocyclic compounds containing two biological scaffolds such as long alkyl/alkenyl side chain of fatty acids and five-membered azoles named as 1,3,4-oxadiazole, 1,2,4-triazole and 1,3,4-thiadiazoles as antidepressant agents. In-silico docking studies have been carried out for the tested compounds into the crystal structure of human mono amine oxidase-B using GLIDE integrated Maestro (9.3) version. Five analogues exhibited higher XP G-Scores than selegeline. Also, it was verified by in vivo antidepressant screening, where two of the compounds PA-2 and GLA-2 showed significant antidepressant activity. Drug likelinesss and comparative bioactive analysis for the analogues are done using Qik.Prop 3.4.

AB - The present study deals with the optimization of some novel heterocyclic compounds containing two biological scaffolds such as long alkyl/alkenyl side chain of fatty acids and five-membered azoles named as 1,3,4-oxadiazole, 1,2,4-triazole and 1,3,4-thiadiazoles as antidepressant agents. In-silico docking studies have been carried out for the tested compounds into the crystal structure of human mono amine oxidase-B using GLIDE integrated Maestro (9.3) version. Five analogues exhibited higher XP G-Scores than selegeline. Also, it was verified by in vivo antidepressant screening, where two of the compounds PA-2 and GLA-2 showed significant antidepressant activity. Drug likelinesss and comparative bioactive analysis for the analogues are done using Qik.Prop 3.4.

KW - ADMET studies

KW - Antidepressant

KW - Fatty acid

KW - Molecular docking

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Design, synthesis and antidepressant activities of some novel fatty acid analogues

Abstract

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