4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate

Mardi Santoso; Egar Pamela; Ersya Yanu Ramadhani; Yan Alamanda Ilfahmi; Nur Pasca Aijijiyah; Adi Setyo Purnomo; Surya Rosa Putra

doi:10.3390/M1519

4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate

Mardi Santoso^*, Egar Pamela, Ersya Yanu Ramadhani, Yan Alamanda Ilfahmi, Nur Pasca Aijijiyah, Adi Setyo Purnomo, Surya Rosa Putra

^*Corresponding author for this work

Institut Teknologi Sepuluh Nopember

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

1 Citation (Scopus)

Abstract

4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was obtained in a good yield by the reaction of 2-methylcinnamic acid, 4-methoxyphenethyl alcohol, 2-methyl-6-nitrobenzoic anhydride, 4-dimethylaminopyridine, and triethylamine at room temperature for 40 min. The structure of 4-methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was established by FTIR, NMR, and the high resolution of mass spectroscopies. 4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) showed higher α-glucosidase inhibition activity than standard drug acarbose. The molecular docking study exhibited that the title compound 1 had a good affinity for α-glucosidase (PDB ID: 3W37) and formed some interactions with the α-glucosidase active site residue.

Original language	English
Article number	M1519
Journal	MolBank
Volume	2022
Issue number	4
DOIs	https://doi.org/10.3390/M1519
Publication status	Published - Dec 2022

Keywords

cinnamic acid ester
disease
molecular docking
synthesis
α-glucosidase inhibition

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title = "4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate",

abstract = "4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was obtained in a good yield by the reaction of 2-methylcinnamic acid, 4-methoxyphenethyl alcohol, 2-methyl-6-nitrobenzoic anhydride, 4-dimethylaminopyridine, and triethylamine at room temperature for 40 min. The structure of 4-methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was established by FTIR, NMR, and the high resolution of mass spectroscopies. 4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) showed higher α-glucosidase inhibition activity than standard drug acarbose. The molecular docking study exhibited that the title compound 1 had a good affinity for α-glucosidase (PDB ID: 3W37) and formed some interactions with the α-glucosidase active site residue.",

keywords = "cinnamic acid ester, disease, molecular docking, synthesis, α-glucosidase inhibition",

author = "Mardi Santoso and Egar Pamela and Ramadhani, {Ersya Yanu} and Ilfahmi, {Yan Alamanda} and Aijijiyah, {Nur Pasca} and Purnomo, {Adi Setyo} and Putra, {Surya Rosa}",

note = "Publisher Copyright: {\textcopyright} 2022 by the authors.",

year = "2022",

month = dec,

doi = "10.3390/M1519",

language = "English",

volume = "2022",

journal = "MolBank",

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T1 - 4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate

AU - Santoso, Mardi

AU - Pamela, Egar

AU - Ramadhani, Ersya Yanu

AU - Ilfahmi, Yan Alamanda

AU - Aijijiyah, Nur Pasca

AU - Purnomo, Adi Setyo

AU - Putra, Surya Rosa

PY - 2022/12

Y1 - 2022/12

N2 - 4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was obtained in a good yield by the reaction of 2-methylcinnamic acid, 4-methoxyphenethyl alcohol, 2-methyl-6-nitrobenzoic anhydride, 4-dimethylaminopyridine, and triethylamine at room temperature for 40 min. The structure of 4-methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was established by FTIR, NMR, and the high resolution of mass spectroscopies. 4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) showed higher α-glucosidase inhibition activity than standard drug acarbose. The molecular docking study exhibited that the title compound 1 had a good affinity for α-glucosidase (PDB ID: 3W37) and formed some interactions with the α-glucosidase active site residue.

AB - 4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was obtained in a good yield by the reaction of 2-methylcinnamic acid, 4-methoxyphenethyl alcohol, 2-methyl-6-nitrobenzoic anhydride, 4-dimethylaminopyridine, and triethylamine at room temperature for 40 min. The structure of 4-methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) was established by FTIR, NMR, and the high resolution of mass spectroscopies. 4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate (1) showed higher α-glucosidase inhibition activity than standard drug acarbose. The molecular docking study exhibited that the title compound 1 had a good affinity for α-glucosidase (PDB ID: 3W37) and formed some interactions with the α-glucosidase active site residue.

KW - cinnamic acid ester

KW - disease

KW - molecular docking

KW - synthesis

KW - α-glucosidase inhibition

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U2 - 10.3390/M1519

DO - 10.3390/M1519

M3 - Article

AN - SCOPUS:85144665633

SN - 1422-8599

VL - 2022

JO - MolBank

JF - MolBank

IS - 4

M1 - M1519

ER -

4-Methoxyphenethyl (E)-3-(o-tolyl)acrylate

Abstract

Keywords

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