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Planta Med 2020; 86(16): 1216-1224
DOI: 10.1055/a-1203-0623
Biological and Pharmacological Activity
Original Papers

Salazinic Acid-Derived Depsidones and Diphenylethers with α-Glucosidase Inhibitory Activity from the Lichen Parmotrema dilatatum

Asshaima Paramita Devi   *
1   Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Pathumwan, Bangkok, Thailand
2   Program in Biotechnology, Faculty of Science, Chulalongkorn University, Pathumwan, Bangkok, Thailand
,
Thuc-Huy Duong   *
3   Department of Chemistry, Ho Chi Minh City University of Education, Ho Chi Minh City, Vietnam
,
Solenn Ferron
4   Université Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes) – UMR 6226, Rennes, France
,
Mehdi A. Beniddir
5   Équipe «Pharmacognosie-Chimie des Substances Naturelles», BioCIS, Université Paris-Sud, CNRS, Université Paris-Saclay, Châtenay-Malabry, France
,
Minh-Hiep Dinh
6   Management Board of Ho Chi Minh City Agricultural Hi-Tech Park, Binh Thanh, Ho Chi Minh City, Vietnam
,
Van-Kieu Nguyen
7   Institute of Fundamental and Applied Sciences, Duy Tan University, Ho Chi Minh City, Vietnam
8   Faculty of Natural Sciences, Duy Tan University, Da Nang, Vietnam
,
Nguyen-Kim-Tuyen Pham
9   Faculty of Environmental Science, Sai Gon University, Vietnam
,
Dinh-Hung Mac
10   Department of Organic Chemistry, VNU University of Science, Hoan Kiem, Hanoi, Vietnam
,
Joël Boustie
4   Université Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes) – UMR 6226, Rennes, France
,
Warinthorn Chavasiri   **
1   Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Pathumwan, Bangkok, Thailand
,
Pierre Le Pogam    **
5   Équipe «Pharmacognosie-Chimie des Substances Naturelles», BioCIS, Université Paris-Sud, CNRS, Université Paris-Saclay, Châtenay-Malabry, France
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Abstract

Three new depsidones, parmosidones F – G (1 – 2), and 8′-O-methylsalazinic acid (3), and 3 new diphenylethers, parmetherines A – C (4 – 6), together with 2 known congeners were isolated from the whole thalli of Parmotrema dilatatum, a foliose chlorolichen. Their structures were unambiguously determined by extensive spectroscopic analyses and comparison with literature data. The isolated polyphenolics were assayed for their α-glucosidase inhibitory activities. Newly reported benzylated depsidones 1 and 2 in particular inhibited α-glucosidase with IC50 values of 2.2 and 4.3 µM, respectively, and are thus more potent than the positive control, acarbose.

Key words

depsidones - Diphenylethers - α-glucosidase - Lichens - Polyphenolics - Parmotrema dilatatum

* These authors contributed equally to this work (co-first authors).


** These authors contributed equally to this work (co-last authors).


Supporting Information

    The HRMS and 1D (1H and 13C) and 2D NMR spectra for compounds 1–6, and concentration-response curves of extracts and compounds are available as Supporting Information.

  • Supporting Information


Publication History

Received: 24 February 2020

Accepted after revision: 12 June 2020

Article published online:
20 August 2020

© 2020. Thieme. All rights reserved.

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