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Natural Product Research
Formerly Natural Product Letters
Volume 38, 2024 - Issue 12
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Research Articles

Semi-synthesis of phenolic-amides and their cytotoxicity against THP-1, HeLa, HepG2 and MCF-7 cell lines

Jaggaiah N. Gorantlaa Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;b School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandCorrespondence[email protected]
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Sunaree Choknuda Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;b School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Eko Suyantoa Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;b School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Htun-Htun Wina Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;c School of Biotechnology, Institute of Agricultural Technology, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Yanling Huaa Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;d Center for Scientific and Technological Equipment, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Maniganda Santhia Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;b School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Sirilak Wangngaeb School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Anyanee Kamkaewb School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Mariena Ketudat-Cairnsa Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;c School of Biotechnology, Institute of Agricultural Technology, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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Lalida Rojanathammaneee School of Sports Science, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandView further author information
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James R. Ketudat Cairnsa Center for Biomolecular Structure, Function and Application, Suranaree University of Technology, Nakhon Ratchasima, Thailand;b School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, ThailandCorrespondence[email protected]
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Pages 2069-2077 | Received 03 Apr 2023, Accepted 19 Jul 2023, Published online: 01 Aug 2023
 
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Abstract

In the present study, we derivatized several hydroxycinnamic and hydroxybenzoic acids to phenolic amides (PAMs) via one step BOP mediated amide coupling reactions. Fifteen PAMs were synthesized in >40% yields and were screened for their cytotoxic activities against four cancer cell lines: THP-1 (leukaemia), HeLa (cervical), HepG2 (liver), and MCF-7 (breast), in comparison to 5-flurouracil (5-FU). Four amides showed IC50 ranging from 5 to 55 µM against all four cell lines. In contrast, tetradecyl-gallic-amide (13) affected only THP-1 leukaemia cells with IC50 of 3.08 µM. The activities of these compounds support the promise of phenolic amides as anticancer agents.

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Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

Financial support from the Thailand Research Fund (IRN62W0004) and National Research Council of Thailand (NRCT) and Suranaree University of Technology (SUT), Thailand Science Research and Innovation (TSRI), and the National Science Research and Innovation Fund (NSRF), Grant No. 90464 are gratefully acknowledged.

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