4.4 Article

Phloroglucinol derivatives and a chromone glucoside from the leaves of Myrtus communis

Journal

TETRAHEDRON
Volume 74, Issue 1, Pages 117-123

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2017.11.044

Keywords

Phloroglucinol derivative; Myrtucommunin; Myrtus communis; Myrtaceae

Funding

  1. JSPS KAKENHI [JP17K08337]
  2. Grants-in-Aid for Scientific Research [17K08337, 17K10028, 15K19181] Funding Source: KAKEN

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Seven new phloroglucinol derivatives, myrtucommunins A D (1-4), 6-methylisomyrtucommulone B (5), 4-methylmyrtucommulone B (6), and 2-isobutyryl-4-methylphloroglucinol 1-O-beta-D-glucopyranoside (7), and one new chromone derivative, undulatoside A 6'-O-gallate (8), were isolated from the leaves of Myrtus communis (Myrtaceae). Myrtucommunins A D (1-4) were conjugates of polymethylated acylphloroglucinol and flavonol rhamnoside. The absolute configurations of the rhamnosyl moieties for 1-4 were confirmed to be L in each case by HPLC analyses, while those of the aglycones were assigned by comparisons of the experimental and TDDFI' calculated ECD spectra. 6-Methylisomyrtucommulone B (5) and 4-methylmyrtucommulone B (6) were assigned as 616/6 tricyclic acylphloroglucinol derivatives with a racemic nature. Antimicrobial activities of 1-8 and related known compounds were evaluated. (C) 2017 Elsevier Ltd. All rights reserved.

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