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Planta Med 2018; 84(16): 1174-1182
DOI: 10.1055/a-0626-7356
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Anti-inflammatory Flavanones and Flavanols from the Roots of Pongamia pinnata

Ran Wen
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, Peopleʼs Republic of China
,
Haining Lv
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, Peopleʼs Republic of China
,
Yong Jiang
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, Peopleʼs Republic of China
,
Pengfei Tu
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, Peopleʼs Republic of China
› Author Affiliations
Further Information

Publication History

received 22 November 2017
revised 16 April 2018

accepted 27 April 2018

Publication Date:
18 May 2018 (online)

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Abstract

A phytochemical study of the roots of Pongamia pinnata afforded 29 flavanones and flavanols, including 7 previously undescribed compounds. The structures of the isolated compounds were determined by 1D and 2D NMR and mass spectroscopy data. The absolute configurations of the compounds were assigned via analysis of the specific rotations and electronic circular dichroism spectra, application of Mosherʼs method, and by comparing the calculated and experimental electronic circular dichroism spectra. The isolates were evaluated for their inhibitory effects on nitric oxide production in lipopolysaccharide-stimulated BV-2 microglial cells. All of the isolated compounds exhibited inhibitory effects against nitric oxide production, and most of them showed obvious anti-inflammatory activities (IC50 < 20 µM), among which 26 was the most active compound with an IC50 of 9.6 µM.

Key words

Pongamia pinnata - Leguminosae - flavanones - flavanols - anti-inflammatory effect - nitric oxide inhibition

Supporting Information

    HRESIMS and NMR spectra of compounds 1–7 (Figs. 1S–49S), NMR data of compounds 8, 11, 22, 24, 26, 28, and 29 (Tables 1S–7S), CD spectra of compounds 4, 5, and 29 (Fig. 50S), and the dose-response column graphs of the active compounds (Fig. 51S) are available as Supporting Information.

  • Supporting Information
 

  • References

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