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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

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Volume 73, Issue 8

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Longiflorol, a bergenin α-d-apioside from the stem bark of Diospyros longiflora, and its antioxidant activity

Jean de dieu Dongmo
  • Department of Chemistry, Faculty of Science, University of Douala, P.O. Box 24157, Douala, Cameroon
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/ Carine Mvot Akak
  • Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon
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/ Michel Feussi Tala
  • Institute for Organic and Biomolecular Chemistry, University of Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany
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/ Philippe Belle Ebanda Kedi
  • Department of Animal Biology and Physiology, Faculty of Science, University of Douala, P.O. Box 24157, Douala, Cameroon
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/ Anatole Guy Blaise Azebaze
  • Corresponding author
  • Department of Chemistry, Faculty of Science, University of Douala, P.O. Box 24157, Douala, Cameroon, Phone: +237 699 63 76 24
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/ Juliette Catherine Vardamides
  • Corresponding author
  • Department of Chemistry, Faculty of Science, University of Douala, P.O. Box 24157, Douala, Cameroon, Phone: +237 677 91 96 03
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/ Hartmut Laatsch
  • Institute for Organic and Biomolecular Chemistry, University of Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany
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Published Online: 2018-06-30 | DOI: https://doi.org/10.1515/znb-2018-0019

Abstract

Phytochemical investigation of the stem bark of Diospyros longiflora yielded longiflorol (1), a new bergenin α-d-apioside, together with bergenin (2) and five known compounds: lupeol (S1), betulin (S2), betulinic acid (S3), stigmasterol (S4) and stigmasterol glucoside (S5). Their structures were determined by one-dimensional (1D) and 2D nuclear magnetic resonance experiments along with electrospray ionization high-resolution mass spectrometry and extended density-functional theory calculations of chiroptical properties. Longiflorol (1) and bergenin (2) were evaluated for their DPPH (2,2-diphenyl-1-picrylhydrazyl) antioxidant activity, with the crude extract for comparison and ascorbic acid as standard. The results showed that the extract and 2 had good antioxidant activity, whereas 1 showed only moderate activity at high concentration (>2 mg mL−1).

This article offers supplementary material which is provided at the end of the article.

Keywords: antioxidant activity; Diospyros longiflora; Ebenaceae; ECD calculations; longiflorol

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About the article

Received: 2018-01-21

Accepted: 2018-04-11

Published Online: 2018-06-30

Published in Print: 2018-08-28


Citation Information: Zeitschrift für Naturforschung B, Volume 73, Issue 8, Pages 539–543, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2018-0019.

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