Coumarin derivatives from Ainsliaea fragrans and their anticoagulant activity

Scientific Reports
Liang LeiYong-Hui Zhang

Abstract

Coumarin derivatives are an important class of C6-C3 plant metabolites that show a variety of bioactivities. Currently, most clinical anticoagulant agents are coumarins, such as warfarin, dicoumarol and acenocoumarol, and patients taking these drugs must be monitored for adverse reactions. In a search for safe and effective anticoagulant compounds from Chinese herbal medicine, a screening procedure on the whole plant of Ainsliaea fragrans was performed. The phytochemical investigation of this plant afforded five new coumarin derivatives, including a pair of natural 4-hydroxycoumarin enantiomers (1), a pair of coumarin enantiomers with a rare polycyclic pyrano[3-2c] carbon skeleton (2) and a 7-hydroxycoumarin derivative (3), together with 5 known biogenetically related compounds (4-8). Enantioseparation of 1 and 2 produced optically pure compounds 1a, 1b, 2a and 2b. The absolute configurations of the new compounds were confirmed by single-crystal X-ray diffraction analysis. In addition, we evaluated the anticoagulant activity of all isolates via activated partial thromboplastin time (APTT), thrombin time (TT) and prothrombin time (PT) assays in vitro and in vivo. Of note, compound 3 displayed potent anticoagulant activity and no...Continue Reading

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Citations

Mar 10, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lili Qiao, Shuanghong Hao
Jan 11, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yan WeiShuang-Hong Hao
May 30, 2019·Future Medicinal Chemistry·José Cjmds Menezes, Marc Diederich
Mar 7, 2020·Luminescence : the Journal of Biological and Chemical Luminescence·Kalpana SharmaKishor Kumar Sadasivuni
Mar 28, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Kinga KasperkiewiczElżbieta Budzisz
Sep 26, 2019·Mini Reviews in Medicinal Chemistry·Tadesse Bekele TafesseMohsen Amini
Jan 23, 2020·Journal of Fluorescence·Duygu Tan, Akin Akdag
Jul 3, 2020·International Journal of Molecular Sciences·Francesca AnnunziataAndrea Pinto
May 16, 2020·Current Pharmaceutical Design·Yordan MartínezXinghua Ding
Dec 31, 2020·Polymers·Ines CazinSandra Schlögl
Dec 15, 2020·Journal of Thrombosis and Haemostasis : JTH·Xuejie ChenJian-Ke Tie
Dec 19, 2020·Comprehensive Reviews in Food Science and Food Safety·Ana Sanches SilvaSeyed Mohammad Nabavi
Aug 6, 2021·Fitoterapia·Leilei GaoDong Liu

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Methods Mentioned

BETA
NMR
X-ray
dissection
column chromatography

Software Mentioned

SHELXTL
SPSS
Bruker APEX2
ORTEP

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