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Anti-inflammatory activity of caffeic acid derivatives isolated from the roots of Salvia miltiorrhiza Bunge

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Abstract

Ten caffeic acid derivatives (1–10) were isolated from the roots of Salvia miltiorrhiza by using various chromatographic methods and their chemical structures were spectroscopically elucidated. The absolute configurations of chiral centers were determined by comparison with reported coupling constants, optical rotation values, and CD techniques. Anti-inflammatory activities were evaluated using nitric oxide (NO), inducible nitric oxide synthase (iNOS), cyclooxygenase (COX)-2 inhibition assays, and by determining the expression of heme oxygenase (HO)-1. Two new caffeic acid derivatives, 8-epiblechnic acid 9-methyl ester (4) and 8-epiblechnic acid 9′-methyl ester (5), and eight known derivatives, caffeic acid methyl ester (1), shimobashiric acid B (2), rosmarinic acid methyl ester (3), salvianolic acid C (6), methyl salvianolate C (7), lithospermic acid monomethyl ester (8), lithospermic acid dimethyl ester (9), and dimethyl lithospermate B (10), were isolated from the ethyl acetate fraction of S. miltiorrhiza. All caffeic acid derivatives were evaluated for their inhibitory effect on NO production. Compounds 2 and 3 inhibited NO production with IC50 values of 1.4 and 0.6 μM, respectively. These compounds also strongly inhibited the production of iNOS and COX-2. In addition, compound 3 induced the expression HO-1 in a concentration-dependent manner at 0.1, 0.3, and 1.0 μM.

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  • 19 November 2018

    The author would like to include conflict of interest statement of the online published article. The correct conflict of interest statement should read as:

    Conflict of interest

    The authors declare no conflict of interest.

  • 19 November 2018

    The author would like to include conflict of interest statement of the online published article. The correct conflict of interest statement should read as:

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Acknowledgements

This research was supported by the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT, and Future Planning (NRF-2015M3A9A5031271).

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Authors and Affiliations

  1. College of Pharmacy, Research Institute of Pharmaceutical Sciences, Kyungpook National University, Taegu, 41566, Republic of Korea

    Hyun Gyu Choi & Jeong Ah Kim

  2. College of Natural Sciences, Kangwon National University, Chuncheon, 24341, Republic of Korea

    Phuong Thao Tran & Jeong-Hyung Lee

  3. College of Pharmacy, Drug Research and Development Center, Daegu Catholic University, Gyeongsan, 38430, Republic of Korea

    Byung Sun Min

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  1. Hyun Gyu Choi
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  2. Phuong Thao Tran
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  3. Jeong-Hyung Lee
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Correspondence to Jeong Ah Kim.

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Choi, H.G., Tran, P.T., Lee, JH. et al. Anti-inflammatory activity of caffeic acid derivatives isolated from the roots of Salvia miltiorrhiza Bunge. Arch. Pharm. Res. 41, 64–70 (2018). https://doi.org/10.1007/s12272-017-0983-1

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