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Synthesis and biological evaluation of simplified analogs of lophocladine B as potential antitumor agents

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Abstract

In this study, two series of simplified isoquinolines deriving from lophocladine B were synthesized and evaluated for their antitumor activity. Suzuki-Miyaura and Sharpelss-Fokin reactions were employed to synthesize 26 compounds. Two compounds (25 and 27) showed to be cytotoxic with IC50 values of 10 µM on hepatic cancer cells and 13 µM on cervical cancer cells, respectively. Further studies on their mechanism of action showed that compound 27 mediated cytotoxicity through apoptosis induction.

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Acknowledgments

This research was financially supported from the Office of the High Education Commission and Mahidol University under the National Research Universities and the Commission on Higher Education (grant number CHE-RG-2551-53). We would like to thank Dr. Supachoke Mangmool (Department of Pharmacology) and Dr. Jiraphun Jittikoon (Department of Biochemistry) from Mahidol University for their biological suggestion, facility support, and assistance.

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Authors and Affiliations

  1. Faculty of Pharmacy, Thammasat University, 99 Moo 18 Phahonyothin Road, Klongluang, 12120, Pathumthani, Thailand

    Sewan Theeramunkong

  2. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayuthaya Road, Rajathevi, 10400, Bangkok, Thailand

    Opa Vajragupta

  3. Faculty of Pharmacy, Mahasarakham University, Kantarawichai District, 44150, Mahasarakham, Thailand

    Chawannuch Mudjupa

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  1. Sewan Theeramunkong
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  2. Opa Vajragupta
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  3. Chawannuch Mudjupa
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Correspondence to Sewan Theeramunkong.

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Theeramunkong, S., Vajragupta, O. & Mudjupa, C. Synthesis and biological evaluation of simplified analogs of lophocladine B as potential antitumor agents. Med Chem Res 25, 2959–2964 (2016). https://doi.org/10.1007/s00044-016-1717-5

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