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Chemical Constituents of the Leaves of Butterbur (Petasites japonicus) and Their Anti-Inflammatory Effects.


ABSTRACT: Two new aryltetralin lactone lignans, petasitesins A and B were isolated from the hot water extract of the leaves of butterbur (Petasites japonicus) along with six known compounds. The chemical structures of lignans 1 and 2 were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectroscopic data, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectra. Petasitesin A and cimicifugic acid D showed significant inhibitory effects on the production of both prostaglandin E2 (PGE2) and NO in RAW264.7 macrophages. The expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) were inhibited by compound 1 in RAW264.7 cells. Furthermore, compounds 1 and 3 exhibited strong affinities with both iNOS and COX-2 enzymes in molecular docking studies.

SUBMITTER: Lee JS 

PROVIDER: S-EPMC6995602 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Chemical Constituents of the Leaves of Butterbur (<i>Petasites japonicus</i>) and Their Anti-Inflammatory Effects.

Lee Jin Su JS   Jeong Miran M   Park Sangsu S   Ryu Seung Mok SM   Lee Jun J   Song Ziteng Z   Guo Yuanqiang Y   Choi Jung-Hye JH   Lee Dongho D   Jang Dae Sik DS  

Biomolecules 20191129 12


Two new aryltetralin lactone lignans, petasitesins A and B were isolated from the hot water extract of the leaves of butterbur (<i>Petasites japonicus</i>) along with six known compounds. The chemical structures of lignans <b>1</b> and <b>2</b> were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectroscopic data, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectra. Petasitesin A and cimicifugic acid D showed significant inhibitory effects  ...[more]

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