Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii
N-Phenethyl-1-phenyl-pentan-3-amine (1) is a new compound synthesised as a simplified analogue of schwarzinicine A (2), a natural compound extracted from Ficus schwarzii. Compound 1 differs from compound 2 due to its structural simplification, featuring two phenyl rings without methoxy substitution,...
Saved in:
Main Authors: | , , , , , , , , |
---|---|
Format: | Article |
Published: |
Elsevier
2024
|
Subjects: | |
Online Access: | http://eprints.um.edu.my/44247/ https://doi.org/10.1016/j.phytol.2023.11.007 |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
id |
my.um.eprints.44247 |
---|---|
record_format |
eprints |
spelling |
my.um.eprints.442472024-06-27T05:14:03Z http://eprints.um.edu.my/44247/ Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii Govindaraju, Kayatri Mak, Yin Ying Lee, Fong Kai Bauer, Claudia C. Lim, Kuan Hon Bon, Robin S. Kong, Cin Then, Sue Mian Ting, Kang Nee R Medicine RS Pharmacy and materia medica N-Phenethyl-1-phenyl-pentan-3-amine (1) is a new compound synthesised as a simplified analogue of schwarzinicine A (2), a natural compound extracted from Ficus schwarzii. Compound 1 differs from compound 2 due to its structural simplification, featuring two phenyl rings without methoxy substitution, as opposed to compound 2, which possesses three 3,4-dimethoxy aromatic rings. Our previous research findings highlighted the calciuminhibitory effects of compound 2, but the mechanism of action for compound 1 remains unexplored, serving as the primary focus of this study. Building upon our earlier research, this study aimed to elucidate compound 1's calcium-modulating potential by using rat-isolated aortae in an organ bath set-up and HEK cells expressing hTRPC channels with the fluorometric assay to measure calcium influx. Compound 1 elicited a vasorelaxation response (Emax 111.4%) similar to its parent compound 2 (Emax 123.1%), and inhibited hTRPC3-, hTRPC4-, hTRPC5-, and hTRPC6-mediated calcium influx into HEK cells with IC50 values of 6, 2, 2, 5 mu M, respectively. Compound 1 has a similar pharmacological profile as its parent compound 2, whereby it exerts a vasorelaxant effect by attenuating calcium influx and inhibits multiple TRPC channels. Elsevier 2024-02 Article PeerReviewed Govindaraju, Kayatri and Mak, Yin Ying and Lee, Fong Kai and Bauer, Claudia C. and Lim, Kuan Hon and Bon, Robin S. and Kong, Cin and Then, Sue Mian and Ting, Kang Nee (2024) Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii. Phytochemistry Letters, 59. pp. 24-35. ISSN 1874-3900, DOI https://doi.org/10.1016/j.phytol.2023.11.007 <https://doi.org/10.1016/j.phytol.2023.11.007>. https://doi.org/10.1016/j.phytol.2023.11.007 10.1016/j.phytol.2023.11.007 |
institution |
Universiti Malaya |
building |
UM Library |
collection |
Institutional Repository |
continent |
Asia |
country |
Malaysia |
content_provider |
Universiti Malaya |
content_source |
UM Research Repository |
url_provider |
http://eprints.um.edu.my/ |
topic |
R Medicine RS Pharmacy and materia medica |
spellingShingle |
R Medicine RS Pharmacy and materia medica Govindaraju, Kayatri Mak, Yin Ying Lee, Fong Kai Bauer, Claudia C. Lim, Kuan Hon Bon, Robin S. Kong, Cin Then, Sue Mian Ting, Kang Nee Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii |
description |
N-Phenethyl-1-phenyl-pentan-3-amine (1) is a new compound synthesised as a simplified analogue of schwarzinicine A (2), a natural compound extracted from Ficus schwarzii. Compound 1 differs from compound 2 due to its structural simplification, featuring two phenyl rings without methoxy substitution, as opposed to compound 2, which possesses three 3,4-dimethoxy aromatic rings. Our previous research findings highlighted the calciuminhibitory effects of compound 2, but the mechanism of action for compound 1 remains unexplored, serving as the primary focus of this study. Building upon our earlier research, this study aimed to elucidate compound 1's calcium-modulating potential by using rat-isolated aortae in an organ bath set-up and HEK cells expressing hTRPC channels with the fluorometric assay to measure calcium influx. Compound 1 elicited a vasorelaxation response (Emax 111.4%) similar to its parent compound 2 (Emax 123.1%), and inhibited hTRPC3-, hTRPC4-, hTRPC5-, and hTRPC6-mediated calcium influx into HEK cells with IC50 values of 6, 2, 2, 5 mu M, respectively. Compound 1 has a similar pharmacological profile as its parent compound 2, whereby it exerts a vasorelaxant effect by attenuating calcium influx and inhibits multiple TRPC channels. |
format |
Article |
author |
Govindaraju, Kayatri Mak, Yin Ying Lee, Fong Kai Bauer, Claudia C. Lim, Kuan Hon Bon, Robin S. Kong, Cin Then, Sue Mian Ting, Kang Nee |
author_facet |
Govindaraju, Kayatri Mak, Yin Ying Lee, Fong Kai Bauer, Claudia C. Lim, Kuan Hon Bon, Robin S. Kong, Cin Then, Sue Mian Ting, Kang Nee |
author_sort |
Govindaraju, Kayatri |
title |
Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii |
title_short |
Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii |
title_full |
Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii |
title_fullStr |
Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii |
title_full_unstemmed |
Vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine A an alkaloid isolated from the leaves of Ficus schwarzii |
title_sort |
vasorelaxant effect of a phenylethylamine analogue based on schwarzinicine a an alkaloid isolated from the leaves of ficus schwarzii |
publisher |
Elsevier |
publishDate |
2024 |
url |
http://eprints.um.edu.my/44247/ https://doi.org/10.1016/j.phytol.2023.11.007 |
_version_ |
1805881143734566912 |
score |
13.19449 |