Anti-inflammatory and Cytotoxic Triterpenes from the Rot Roots of Panax notoginseng

doi:10.1007/s13659-019-0211-4

Natural Products and Bioprospecting ›› 2019, Vol. 9 ›› Issue (4): 287-295.DOI: 10.1007/s13659-019-0211-4

• ORIGINAL ARTICLES • Previous Articles Next Articles

Anti-inflammatory and Cytotoxic Triterpenes from the Rot Roots of Panax notoginseng

Jia-Huan Shang^1,2, Guo-Wei Xu^1,2, Hong-Tao Zhu^1,3, Dong Wang^1,3, Chong-Ren Yang¹, Ying-Jun Zhang^1,3

1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China;
2 University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China;
3 Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China

Received:2019-04-12 Revised:2019-05-14 Online:2019-08-09 Published:2019-08-24
Contact: Ying-Jun Zhang
Supported by:
The authors are grateful to the members of the analytical and bioactivity screening groups at the State Key Laboratory of Phytochemistry and Plant Resources in West China, KIB, CAS, for measuring the spectroscopic data and cytotoxic assay. This work was supported by the Major Science and Technique Programs in Yunnan Province (2016ZF001-001), the Science and Technology Planning Project of Yunnan Province (2013FC008) and Yung-Chi Cheng academician workstation of Yunnan provincial academy of science and technology (2015IC017).

Anti-inflammatory and Cytotoxic Triterpenes from the Rot Roots of Panax notoginseng

Jia-Huan Shang^1,2, Guo-Wei Xu^1,2, Hong-Tao Zhu^1,3, Dong Wang^1,3, Chong-Ren Yang¹, Ying-Jun Zhang^1,3

1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China;
2 University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China;
3 Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China

通讯作者: Ying-Jun Zhang
基金资助:
The authors are grateful to the members of the analytical and bioactivity screening groups at the State Key Laboratory of Phytochemistry and Plant Resources in West China, KIB, CAS, for measuring the spectroscopic data and cytotoxic assay. This work was supported by the Major Science and Technique Programs in Yunnan Province (2016ZF001-001), the Science and Technology Planning Project of Yunnan Province (2013FC008) and Yung-Chi Cheng academician workstation of Yunnan provincial academy of science and technology (2015IC017).

Abstract

Abstract: Four new protopanaxatriol-type triterpenes (1-2) and glucosides (3-4), were isolated from the rot roots of Panax notoginseng (Burk.) Chen, along with four known ones (5-8). Their structures were elucidated on the basis of extensive spectroscopic analysis (HRESIMS, NMR, UV, IR, and OR) and acidic hydrolysis. The possible transformation pathway of these compounds were also speculated from ginsenoside Rg₁. Compound 1, with a unique α,β-unsaturated ketene in its side chain, showed significant inhibitory effects against NO production on Murine macrophage cells (IC₅₀=4.12 ±0.20 μM) and comparable cytotoxicities against five human cancer cell lines (myeloid leukemia HL-60, lung cancer A-549 cells, hepatocellular carcinoma SMMC7721, breast cancer MCF-7, and colon cancer SW480) to positive control, cisplatin (DDP).

Key words: Panax notoginseng, Rot root, Triterpenes and saponins, Inhibition on NO production, Cytotoxicity

摘要： Four new protopanaxatriol-type triterpenes (1-2) and glucosides (3-4), were isolated from the rot roots of Panax notoginseng (Burk.) Chen, along with four known ones (5-8). Their structures were elucidated on the basis of extensive spectroscopic analysis (HRESIMS, NMR, UV, IR, and OR) and acidic hydrolysis. The possible transformation pathway of these compounds were also speculated from ginsenoside Rg₁. Compound 1, with a unique α,β-unsaturated ketene in its side chain, showed significant inhibitory effects against NO production on Murine macrophage cells (IC₅₀=4.12 ±0.20 μM) and comparable cytotoxicities against five human cancer cell lines (myeloid leukemia HL-60, lung cancer A-549 cells, hepatocellular carcinoma SMMC7721, breast cancer MCF-7, and colon cancer SW480) to positive control, cisplatin (DDP).

关键词: Panax notoginseng, Rot root, Triterpenes and saponins, Inhibition on NO production, Cytotoxicity

Jia-Huan Shang, Guo-Wei Xu, Hong-Tao Zhu, Dong Wang, Chong-Ren Yang, Ying-Jun Zhang. Anti-inflammatory and Cytotoxic Triterpenes from the Rot Roots of Panax notoginseng[J]. Natural Products and Bioprospecting, 2019, 9(4): 287-295.

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Anti-inflammatory and Cytotoxic Triterpenes from the Rot Roots of Panax notoginseng

Anti-inflammatory and Cytotoxic Triterpenes from the Rot Roots of Panax notoginseng

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