Design and synthesis of C-12 dithiocarbamate andrographolide analogues as an anticancer agent

Patcharee Arsakhant; Uthaiwan Sirion; Arthit Chairoungdua; Kanoknetr Suksen; Pawinee Piyachaturawat; Apichart Suksamrarn; Rungnapha Saeeng

doi:10.1016/j.bmcl.2020.127263

Design and synthesis of C-12 dithiocarbamate andrographolide analogues as an anticancer agent

Patcharee Arsakhant, Uthaiwan Sirion, Arthit Chairoungdua, Kanoknetr Suksen, Pawinee Piyachaturawat, Apichart Suksamrarn, Rungnapha Saeeng

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

22 Citations (Scopus)

Abstract

A series of 21 new analogues of C-12 dithiocarbamate andrographolide was designed and synthesized from natural andrographolide isolated from a common Thai plant, Andrographis paniculata. The reaction used to manipulate the andrographolide scaffold was conducted in one pot under mild reaction conditions. This avoided toxic catalysts and gave nearly quantitative yields of new analogues, generally without by-products and can be easily scaled -up for industrial processing. All new analogues were evaluated against nine cancer cell lines, some analogues exhibited greater selective cytotoxic activity to MCF-7 cancer cell than that of the parent andrographolide and cancer drugs.

Original language	English
Article number	127263
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	30
Issue number	14
DOIs	https://doi.org/10.1016/j.bmcl.2020.127263
Publication status	Published - 15 Jul 2020
Externally published	Yes

Keywords

Andrographis paniculata
Andrographolide
Cytotoxic activity
Dithiocarbamate

UN SDGs

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

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10.1016/j.bmcl.2020.127263

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abstract = "A series of 21 new analogues of C-12 dithiocarbamate andrographolide was designed and synthesized from natural andrographolide isolated from a common Thai plant, Andrographis paniculata. The reaction used to manipulate the andrographolide scaffold was conducted in one pot under mild reaction conditions. This avoided toxic catalysts and gave nearly quantitative yields of new analogues, generally without by-products and can be easily scaled -up for industrial processing. All new analogues were evaluated against nine cancer cell lines, some analogues exhibited greater selective cytotoxic activity to MCF-7 cancer cell than that of the parent andrographolide and cancer drugs.",

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AU - Arsakhant, Patcharee

AU - Sirion, Uthaiwan

AU - Chairoungdua, Arthit

AU - Suksen, Kanoknetr

AU - Piyachaturawat, Pawinee

AU - Suksamrarn, Apichart

AU - Saeeng, Rungnapha

PY - 2020/7/15

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AB - A series of 21 new analogues of C-12 dithiocarbamate andrographolide was designed and synthesized from natural andrographolide isolated from a common Thai plant, Andrographis paniculata. The reaction used to manipulate the andrographolide scaffold was conducted in one pot under mild reaction conditions. This avoided toxic catalysts and gave nearly quantitative yields of new analogues, generally without by-products and can be easily scaled -up for industrial processing. All new analogues were evaluated against nine cancer cell lines, some analogues exhibited greater selective cytotoxic activity to MCF-7 cancer cell than that of the parent andrographolide and cancer drugs.

KW - Andrographis paniculata

KW - Andrographolide

KW - Cytotoxic activity

KW - Dithiocarbamate

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Design and synthesis of C-12 dithiocarbamate andrographolide analogues as an anticancer agent

Abstract

Keywords

UN SDGs

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