Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents

Ruei Yu Wang; Cai Wei Li; Shu Tse Cho; Chun Hao Chang; Jih Jung Chen; Tzenge Lien Shih

doi:10.1002/ardp.202100448

Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents

Ruei Yu Wang, Cai Wei Li, Shu Tse Cho, Chun Hao Chang, Jih Jung Chen^*, Tzenge Lien Shih^*

^*Corresponding author for this work

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

6 Scopus citations

Abstract

We synthesized multiple cinnamils and quinoxalines to evaluate their anticancer activity. Cinnamils were used as precursors for quinoxalines via condensation with 1,2-diaminobenzene. Among the 26 synthesized compounds reported in this article, we found that cinnamil 3l exhibited its inhibitory effect with an IC₅₀ value of 1.45 ± 0.98 μM, significantly higher than doxorubicin (8.5 ± 0.85 μM) against pancreatic cancer cells (PANC-1). Additionally, cinnamil 3l (IC₅₀ 10.98 ± 3.63 μM) showed less cytotoxicity than doxorubicin to Hs68 cells (0.92 ± 1.11 μM). The colony formation assay demonstrated that 3l obviously decreased the PANC-1 cell viability, and Western blot assays confirmed that 3l markedly induced apoptosis of PANC-1 cells through Bax, Bcl-2, and caspase 3 signaling cascades. These results demonstrate that cinnamil 3l has great potential to be further developed as a promising chemotherapeutic agent for pancreatic cancer.

Original language	English
Article number	2100448
Journal	Archiv der Pharmazie
Volume	355
Issue number	5
DOIs	https://doi.org/10.1002/ardp.202100448
State	Published - 05 2022
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2022 Deutsche Pharmazeutische Gesellschaft.

Keywords

cinnamil
pancreatic cancer
quinoxaline

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/ardp.202100448

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@article{308879b78fcc47bf915b972a3c7a610a,

title = "Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents",

abstract = "We synthesized multiple cinnamils and quinoxalines to evaluate their anticancer activity. Cinnamils were used as precursors for quinoxalines via condensation with 1,2-diaminobenzene. Among the 26 synthesized compounds reported in this article, we found that cinnamil 3l exhibited its inhibitory effect with an IC50 value of 1.45 ± 0.98 μM, significantly higher than doxorubicin (8.5 ± 0.85 μM) against pancreatic cancer cells (PANC-1). Additionally, cinnamil 3l (IC50 10.98 ± 3.63 μM) showed less cytotoxicity than doxorubicin to Hs68 cells (0.92 ± 1.11 μM). The colony formation assay demonstrated that 3l obviously decreased the PANC-1 cell viability, and Western blot assays confirmed that 3l markedly induced apoptosis of PANC-1 cells through Bax, Bcl-2, and caspase 3 signaling cascades. These results demonstrate that cinnamil 3l has great potential to be further developed as a promising chemotherapeutic agent for pancreatic cancer.",

keywords = "cinnamil, pancreatic cancer, quinoxaline",

author = "Wang, {Ruei Yu} and Li, {Cai Wei} and Cho, {Shu Tse} and Chang, {Chun Hao} and Chen, {Jih Jung} and Shih, {Tzenge Lien}",

note = "Publisher Copyright: {\textcopyright} 2022 Deutsche Pharmazeutische Gesellschaft.",

year = "2022",

month = may,

doi = "10.1002/ardp.202100448",

language = "英语",

volume = "355",

journal = "Archiv der Pharmazie",

issn = "0365-6233",

publisher = "Wiley-VCH Verlag",

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TY - JOUR

T1 - Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents

AU - Wang, Ruei Yu

AU - Li, Cai Wei

AU - Cho, Shu Tse

AU - Chang, Chun Hao

AU - Chen, Jih Jung

AU - Shih, Tzenge Lien

PY - 2022/5

Y1 - 2022/5

N2 - We synthesized multiple cinnamils and quinoxalines to evaluate their anticancer activity. Cinnamils were used as precursors for quinoxalines via condensation with 1,2-diaminobenzene. Among the 26 synthesized compounds reported in this article, we found that cinnamil 3l exhibited its inhibitory effect with an IC50 value of 1.45 ± 0.98 μM, significantly higher than doxorubicin (8.5 ± 0.85 μM) against pancreatic cancer cells (PANC-1). Additionally, cinnamil 3l (IC50 10.98 ± 3.63 μM) showed less cytotoxicity than doxorubicin to Hs68 cells (0.92 ± 1.11 μM). The colony formation assay demonstrated that 3l obviously decreased the PANC-1 cell viability, and Western blot assays confirmed that 3l markedly induced apoptosis of PANC-1 cells through Bax, Bcl-2, and caspase 3 signaling cascades. These results demonstrate that cinnamil 3l has great potential to be further developed as a promising chemotherapeutic agent for pancreatic cancer.

AB - We synthesized multiple cinnamils and quinoxalines to evaluate their anticancer activity. Cinnamils were used as precursors for quinoxalines via condensation with 1,2-diaminobenzene. Among the 26 synthesized compounds reported in this article, we found that cinnamil 3l exhibited its inhibitory effect with an IC50 value of 1.45 ± 0.98 μM, significantly higher than doxorubicin (8.5 ± 0.85 μM) against pancreatic cancer cells (PANC-1). Additionally, cinnamil 3l (IC50 10.98 ± 3.63 μM) showed less cytotoxicity than doxorubicin to Hs68 cells (0.92 ± 1.11 μM). The colony formation assay demonstrated that 3l obviously decreased the PANC-1 cell viability, and Western blot assays confirmed that 3l markedly induced apoptosis of PANC-1 cells through Bax, Bcl-2, and caspase 3 signaling cascades. These results demonstrate that cinnamil 3l has great potential to be further developed as a promising chemotherapeutic agent for pancreatic cancer.

KW - cinnamil

KW - pancreatic cancer

KW - quinoxaline

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U2 - 10.1002/ardp.202100448

DO - 10.1002/ardp.202100448

M3 - 文章

AN - SCOPUS:85124724655

SN - 0365-6233

VL - 355

JO - Archiv der Pharmazie

JF - Archiv der Pharmazie

IS - 5

M1 - 2100448

ER -

Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents

Abstract

Bibliographical note

Keywords

UN SDGs

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