Identifying the Structural Components Responsible for the Antiproliferative Properties of Hydroxychavicol

Betel leaves are widely used as herbal medicine in Asia due to their antimicrobial properties. These properties have been attributed to the phenolic compound eugenol and its derivative, hydroxychavicol. Hydroxychavicol has also been shown to inhibit cancer cell proliferation. The main objective of t...

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Main Authors: Joshua Jackson, Gerome M. Romero, Diana Hawkins, Richard G. Cornwall, Georgi L. Lukov
Format: Article
Language:English
Published: MDPI AG 2023-10-01
Series:Compounds
Subjects:
Online Access:https://www.mdpi.com/2673-6918/3/4/39
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author Joshua Jackson
Gerome M. Romero
Diana Hawkins
Richard G. Cornwall
Georgi L. Lukov
author_facet Joshua Jackson
Gerome M. Romero
Diana Hawkins
Richard G. Cornwall
Georgi L. Lukov
author_sort Joshua Jackson
collection DOAJ
description Betel leaves are widely used as herbal medicine in Asia due to their antimicrobial properties. These properties have been attributed to the phenolic compound eugenol and its derivative, hydroxychavicol. Hydroxychavicol has also been shown to inhibit cancer cell proliferation. The main objective of this study was to investigate which structural components of hydroxychavicol are responsible for the antiproliferative property of this compound. Jurkat-E6 cells (JE6) were treated with increasing concentrations (5, 15, and 45 µM) of hydroxychavicol and structural variants of it for 48 h. The results of this study demonstrate that the catechol structure in hydroxychavicol is the structural component that exhibits the highest antiproliferative effect. More specifically, the data show that the six-carbon ring must be aromatic with the two hydroxyl groups attached in an ortho position. Furthermore, this study establishes that the oxygen in the hydroxyl groups has a vital role in the antiproliferative properties of catechol and hydroxychavicol.
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spelling doaj.art-a3b2a03add064731aebdb24bcd8a9b8b2023-12-22T14:01:14ZengMDPI AGCompounds2673-69182023-10-013455256010.3390/compounds3040039Identifying the Structural Components Responsible for the Antiproliferative Properties of HydroxychavicolJoshua Jackson0Gerome M. Romero1Diana Hawkins2Richard G. Cornwall3Georgi L. Lukov4Faculty of Science, Brigham Young University–Hawaii, Laie, HI 96762, USAFaculty of Science, Brigham Young University–Hawaii, Laie, HI 96762, USAFaculty of Science, Brigham Young University–Hawaii, Laie, HI 96762, USAFaculty of Science, Brigham Young University–Hawaii, Laie, HI 96762, USAFaculty of Science, Brigham Young University–Hawaii, Laie, HI 96762, USABetel leaves are widely used as herbal medicine in Asia due to their antimicrobial properties. These properties have been attributed to the phenolic compound eugenol and its derivative, hydroxychavicol. Hydroxychavicol has also been shown to inhibit cancer cell proliferation. The main objective of this study was to investigate which structural components of hydroxychavicol are responsible for the antiproliferative property of this compound. Jurkat-E6 cells (JE6) were treated with increasing concentrations (5, 15, and 45 µM) of hydroxychavicol and structural variants of it for 48 h. The results of this study demonstrate that the catechol structure in hydroxychavicol is the structural component that exhibits the highest antiproliferative effect. More specifically, the data show that the six-carbon ring must be aromatic with the two hydroxyl groups attached in an ortho position. Furthermore, this study establishes that the oxygen in the hydroxyl groups has a vital role in the antiproliferative properties of catechol and hydroxychavicol.https://www.mdpi.com/2673-6918/3/4/39hydroxychavicoleugenolcatecholcancerchemotherapyproliferation
spellingShingle Joshua Jackson
Gerome M. Romero
Diana Hawkins
Richard G. Cornwall
Georgi L. Lukov
Identifying the Structural Components Responsible for the Antiproliferative Properties of Hydroxychavicol
Compounds
hydroxychavicol
eugenol
catechol
cancer
chemotherapy
proliferation
title Identifying the Structural Components Responsible for the Antiproliferative Properties of Hydroxychavicol
title_full Identifying the Structural Components Responsible for the Antiproliferative Properties of Hydroxychavicol
title_fullStr Identifying the Structural Components Responsible for the Antiproliferative Properties of Hydroxychavicol
title_full_unstemmed Identifying the Structural Components Responsible for the Antiproliferative Properties of Hydroxychavicol
title_short Identifying the Structural Components Responsible for the Antiproliferative Properties of Hydroxychavicol
title_sort identifying the structural components responsible for the antiproliferative properties of hydroxychavicol
topic hydroxychavicol
eugenol
catechol
cancer
chemotherapy
proliferation
url https://www.mdpi.com/2673-6918/3/4/39
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