Synthesis and cytotoxic activities of hexyl-esters derivatives of gallic acid against MCF-7 cell line

Rafika Indah Paramita; Ade Arsianti; Maksum Radji

doi:10.13005/ojc/340132

Synthesis and cytotoxic activities of hexyl-esters derivatives of gallic acid against MCF-7 cell line

Rafika Indah Paramita, Ade Arsianti, Maksum Radji

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

2 Citations (Scopus)

Abstract

Gallic acid is found in many plants, fruits, and foods where the anti-cancer activity is found. However, gallic acid has a problem on the high polarity and low bio availability. So, it takes molecular modifications in order to increase its lipophilicity, which is expected to increase bio availability and cytotoxic activity of gallic acid. Hexyl esters derivatives of gallic acid were synthesized and characterized by spectrometer ¹H-NMR, ¹³C-NMR, mass spectrometry and infrared spectrophotometer (FTIR). All compounds were then evaluated for cytotoxic activity on MCF-7 cell line using MTT method. Compound cis-2′-hexenyl-3,4,5-trimethoxygallate (19) had the lowest IC50 value compared with gallic acid and other derivatives hexyl esters. IC50 value of cis-2′-hexenyl-3,4,5-trimethoxygallate (19) is 14.48 μg/ml. Compound (19) also has approached with IC50 values of gossypol as a positive control. Compound (19) is a potential compound to inhibit growth of MCF-7 cell line.

Original language	English
Pages (from-to)	295-300
Number of pages	6
Journal	Oriental Journal of Chemistry
Volume	34
Issue number	1
DOIs	https://doi.org/10.13005/ojc/340132
Publication status	Published - 2018

Keywords

Cytotoxicity assay
Gallic acid
MCF-7
Synthesis of hexyl esters gallate derivative

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title = "Synthesis and cytotoxic activities of hexyl-esters derivatives of gallic acid against MCF-7 cell line",

abstract = "Gallic acid is found in many plants, fruits, and foods where the anti-cancer activity is found. However, gallic acid has a problem on the high polarity and low bio availability. So, it takes molecular modifications in order to increase its lipophilicity, which is expected to increase bio availability and cytotoxic activity of gallic acid. Hexyl esters derivatives of gallic acid were synthesized and characterized by spectrometer 1H-NMR, 13C-NMR, mass spectrometry and infrared spectrophotometer (FTIR). All compounds were then evaluated for cytotoxic activity on MCF-7 cell line using MTT method. Compound cis-2′-hexenyl-3,4,5-trimethoxygallate (19) had the lowest IC50 value compared with gallic acid and other derivatives hexyl esters. IC50 value of cis-2′-hexenyl-3,4,5-trimethoxygallate (19) is 14.48 μg/ml. Compound (19) also has approached with IC50 values of gossypol as a positive control. Compound (19) is a potential compound to inhibit growth of MCF-7 cell line.",

keywords = "Cytotoxicity assay, Gallic acid, MCF-7, Synthesis of hexyl esters gallate derivative",

author = "Paramita, {Rafika Indah} and Ade Arsianti and Maksum Radji",

year = "2018",

doi = "10.13005/ojc/340132",

language = "English",

volume = "34",

pages = "295--300",

journal = "Oriental Journal of Chemistry",

issn = "0970-020X",

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TY - JOUR

T1 - Synthesis and cytotoxic activities of hexyl-esters derivatives of gallic acid against MCF-7 cell line

AU - Paramita, Rafika Indah

AU - Arsianti, Ade

AU - Radji, Maksum

PY - 2018

Y1 - 2018

N2 - Gallic acid is found in many plants, fruits, and foods where the anti-cancer activity is found. However, gallic acid has a problem on the high polarity and low bio availability. So, it takes molecular modifications in order to increase its lipophilicity, which is expected to increase bio availability and cytotoxic activity of gallic acid. Hexyl esters derivatives of gallic acid were synthesized and characterized by spectrometer 1H-NMR, 13C-NMR, mass spectrometry and infrared spectrophotometer (FTIR). All compounds were then evaluated for cytotoxic activity on MCF-7 cell line using MTT method. Compound cis-2′-hexenyl-3,4,5-trimethoxygallate (19) had the lowest IC50 value compared with gallic acid and other derivatives hexyl esters. IC50 value of cis-2′-hexenyl-3,4,5-trimethoxygallate (19) is 14.48 μg/ml. Compound (19) also has approached with IC50 values of gossypol as a positive control. Compound (19) is a potential compound to inhibit growth of MCF-7 cell line.

AB - Gallic acid is found in many plants, fruits, and foods where the anti-cancer activity is found. However, gallic acid has a problem on the high polarity and low bio availability. So, it takes molecular modifications in order to increase its lipophilicity, which is expected to increase bio availability and cytotoxic activity of gallic acid. Hexyl esters derivatives of gallic acid were synthesized and characterized by spectrometer 1H-NMR, 13C-NMR, mass spectrometry and infrared spectrophotometer (FTIR). All compounds were then evaluated for cytotoxic activity on MCF-7 cell line using MTT method. Compound cis-2′-hexenyl-3,4,5-trimethoxygallate (19) had the lowest IC50 value compared with gallic acid and other derivatives hexyl esters. IC50 value of cis-2′-hexenyl-3,4,5-trimethoxygallate (19) is 14.48 μg/ml. Compound (19) also has approached with IC50 values of gossypol as a positive control. Compound (19) is a potential compound to inhibit growth of MCF-7 cell line.

KW - Cytotoxicity assay

KW - Gallic acid

KW - MCF-7

KW - Synthesis of hexyl esters gallate derivative

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U2 - 10.13005/ojc/340132

DO - 10.13005/ojc/340132

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SN - 0970-020X

VL - 34

SP - 295

EP - 300

JO - Oriental Journal of Chemistry

JF - Oriental Journal of Chemistry

IS - 1

ER -

Synthesis and cytotoxic activities of hexyl-esters derivatives of gallic acid against MCF-7 cell line

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Keywords

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