Synthesis of novel cinnamanilides as potential immunosuppressive agents

Lei Shi; Lu Wang; Zhi Wang; Hai Liang Zhu; Qiao Song

doi:10.1016/j.ejmech.2011.10.027

Synthesis of novel cinnamanilides as potential immunosuppressive agents

Lei Shi^*, Lu Wang, Zhi Wang, Hai Liang Zhu, Qiao Song

^*Corresponding author for this work

Biochemistry and Molecular Genetics

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

8 Scopus citations

Abstract

A series of new cinnamanilides (6-40) were synthesized and their immunosuppressive activity and cytotoxicity were evaluated. Most of the cinnamanilides showed good immunosuppressive activity. Among the synthesized compounds, (Z)-N-(4-bromophenyl)-2-methoxy-3-(4-methoxyphenyl)acrylamide (37) and (Z)-2-methoxy-3-(4-methoxyphenyl)-N-p-tolylacrylamide (38) exhibited potent immunosuppressive activity (IC ₅₀ = 1.77 ± 0.33 and 0.94 ± 0.13 μM) without significant cytotoxicity.

Original language	English (US)
Pages (from-to)	585-593
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	47
Issue number	1
DOIs	https://doi.org/10.1016/j.ejmech.2011.10.027
State	Published - Jan 2012

Keywords

Cinnamanilides
Immunosuppressive activity
Synthesis

ASJC Scopus subject areas

Pharmacology
Drug Discovery
Organic Chemistry

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10.1016/j.ejmech.2011.10.027

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title = "Synthesis of novel cinnamanilides as potential immunosuppressive agents",

abstract = "A series of new cinnamanilides (6-40) were synthesized and their immunosuppressive activity and cytotoxicity were evaluated. Most of the cinnamanilides showed good immunosuppressive activity. Among the synthesized compounds, (Z)-N-(4-bromophenyl)-2-methoxy-3-(4-methoxyphenyl)acrylamide (37) and (Z)-2-methoxy-3-(4-methoxyphenyl)-N-p-tolylacrylamide (38) exhibited potent immunosuppressive activity (IC 50 = 1.77 ± 0.33 and 0.94 ± 0.13 μM) without significant cytotoxicity.",

keywords = "Cinnamanilides, Immunosuppressive activity, Synthesis",

author = "Lei Shi and Lu Wang and Zhi Wang and Zhu, {Hai Liang} and Qiao Song",

note = "Funding Information: The work was financed by grants (Project 21102182 and 30772627 ) from National Natural Science Foundation of China . ",

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T1 - Synthesis of novel cinnamanilides as potential immunosuppressive agents

AU - Shi, Lei

AU - Wang, Lu

AU - Wang, Zhi

AU - Zhu, Hai Liang

AU - Song, Qiao

N1 - Funding Information: The work was financed by grants (Project 21102182 and 30772627 ) from National Natural Science Foundation of China .

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Y1 - 2012/1

N2 - A series of new cinnamanilides (6-40) were synthesized and their immunosuppressive activity and cytotoxicity were evaluated. Most of the cinnamanilides showed good immunosuppressive activity. Among the synthesized compounds, (Z)-N-(4-bromophenyl)-2-methoxy-3-(4-methoxyphenyl)acrylamide (37) and (Z)-2-methoxy-3-(4-methoxyphenyl)-N-p-tolylacrylamide (38) exhibited potent immunosuppressive activity (IC 50 = 1.77 ± 0.33 and 0.94 ± 0.13 μM) without significant cytotoxicity.

AB - A series of new cinnamanilides (6-40) were synthesized and their immunosuppressive activity and cytotoxicity were evaluated. Most of the cinnamanilides showed good immunosuppressive activity. Among the synthesized compounds, (Z)-N-(4-bromophenyl)-2-methoxy-3-(4-methoxyphenyl)acrylamide (37) and (Z)-2-methoxy-3-(4-methoxyphenyl)-N-p-tolylacrylamide (38) exhibited potent immunosuppressive activity (IC 50 = 1.77 ± 0.33 and 0.94 ± 0.13 μM) without significant cytotoxicity.

KW - Cinnamanilides

KW - Immunosuppressive activity

KW - Synthesis

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JO - European Journal of Medicinal Chemistry

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Synthesis of novel cinnamanilides as potential immunosuppressive agents

Abstract

Keywords

ASJC Scopus subject areas

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