Volume 5, Issue 7 p. 2317-2321
Full Paper

Isopropylpyrone and Phenylpyrones from the Leaves of Hypericum monogynum

Prof. Dr. Ying-Ying Li

Prof. Dr. Ying-Ying Li

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, P. R. China

International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education (MOE), School of Pharmacy, Jinan University, Guangzhou, 510632, P. R. China

These authors contributed equally to this work.

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Dr. Yu−Bo Zhang

Dr. Yu−Bo Zhang

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, P. R. China

Department of Pharmacology, School of Medicine, Jinan University, Guangzhou, 510632, P. R. China

These authors contributed equally to this work.

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Wen Li

Wen Li

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, P. R. China

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Zhong-Nan Wu

Zhong-Nan Wu

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, P. R. China

International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education (MOE), School of Pharmacy, Jinan University, Guangzhou, 510632, P. R. China

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Neng-Hua Chen

Neng-Hua Chen

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, P. R. China

International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education (MOE), School of Pharmacy, Jinan University, Guangzhou, 510632, P. R. China

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Dr. Guo-Cai Wang

Corresponding Author

Dr. Guo-Cai Wang

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, P. R. China

International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education (MOE), School of Pharmacy, Jinan University, Guangzhou, 510632, P. R. China

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Yao-Lan Li

Corresponding Author

Yao-Lan Li

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, and Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou, 510632, P. R. China

International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education (MOE), School of Pharmacy, Jinan University, Guangzhou, 510632, P. R. China

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First published: 19 February 2020
Citations: 3

Graphical Abstract

A new isopropylpyrone, (±)-hypemonone F, and a new phenylpyrone, (±)-hypemonone G, along with five known phenylpyrone derivatives were isolated from the leaves of Hypericum monogynum. In addition, all isolated compounds were evaluated for their cytotoxic activities on tumor cells (HeLa and HepG2).

Abstract

A new isopropylpyrone, hypemonone F (1), and a new phenylpyrone, hypemonone G (2), along with five known phenylpyrones, peplidiforone B (3), hypemonone C (4), hypemonone B (5), 3-(1,1-dimethyl-2-propen-1-yl)-4-methoxy-6-phenyl-2H-pyran-2-one (6), hyperenone A (7) were isolated from the leaves of Hypericum monogynum. Their structures were identified on the basis of the spectral data (IR, UV, HRESIMS, and NMR). The absolute configurations of 14 were determined by electronic circular dichroism and single crystal X-ray analyses. All isolated compounds (17) were evaluated for their cytotoxic activities on tumor cells (HeLa and HepG2). Compounds 17 showed cytotoxic activities against HeLa cells with IC50 values of 28.27 ± 2.65 to 89.02 ± 2.30 μM, and compounds 2, 3, 6, 7 showed cytotoxic activities against HepG2 cells with IC50 values of 68.44 ± 1.45 to 80.7 ± 1.66 μM.

Conflict of interest

The authors declare no conflict of interest.