Cytotoxic activities of sesquiterpenoids from the aerial parts of Petasites japonicus against cancer stem cells

From the methanolic extract of the aerial parts of Petasites japonicus , six new eremophilane-type sesquiterpenoids, petasitesterpenes I–VI were isolated together with eight known compounds including S -japonin and eremophilenolide. The chemical structures of the isolated new compounds were elucidat...

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Bibliographic Details
Published in:Journal of natural medicines 2020-09, Vol.74 (4), p.689-701
Main Authors: Matsumoto, Takahiro, Imahori, Daisuke, Saito, Youhei, Zhang, Wei, Ohta, Tomoe, Yoshida, Tatsusada, Nakayama, Yuji, Ashihara, Eishi, Watanabe, Tetsushi
Format: Article
Language:English
Subjects:
Astrocytoma
Biomedical and Life Sciences
Biomedicine
Breast cancer
Cancer
Circular dichroism
Complementary & Alternative Medicine
Cytotoxicity
Humans
Medicinal Chemistry
Molecular Structure
Neoplastic Stem Cells - chemistry
Original Paper
Petasites - chemistry
Petasites japonicus
Pharmacology/Toxicology
Pharmacy
Plant Sciences
Plants, Medicinal - chemistry
Sesquiterpenes - chemistry
Sesquiterpenoids
Stem cells
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Summary:From the methanolic extract of the aerial parts of Petasites japonicus , six new eremophilane-type sesquiterpenoids, petasitesterpenes I–VI were isolated together with eight known compounds including S -japonin and eremophilenolide. The chemical structures of the isolated new compounds were elucidated based on chemical/physicochemical evidence. For petasitesterpenes I and II, the absolute configurations were established by comparison of experimental and predicted electronic circular dichroism (ECD) data. Among the isolated compounds, petasitesterpenes I, II, VI, and S -japonin showed cytotoxic activity against both human astrocytoma U-251MG cancer cells (non-CSCs) and their cancer stem cells (CSCs) isolated by sphere formation. In addition, cytotoxic activities of these compounds against breast cancer MDA-MB-231 were evaluated, supporting that petasitesterpene II has more effective than other isolated compounds. Graphic abstract
ISSN:1340-3443
1861-0293
DOI:10.1007/s11418-020-01420-x