Linaburiosides A-D, acylated iridoid glucosides from Linaria buriatica.


Journal

Phytochemistry
ISSN: 1873-3700
Titre abrégé: Phytochemistry
Pays: England
ID NLM: 0151434

Informations de publication

Date de publication:
Mar 2020
Historique:
received: 28 08 2019
revised: 21 12 2019
accepted: 21 12 2019
pubmed: 14 1 2020
medline: 17 3 2020
entrez: 14 1 2020
Statut: ppublish

Résumé

Four previously undescribed acylated iridoid glucosides, linaburiosides A‒D, one undescribed iridoid, 7-deoxyiridolactonic acid, and one known acylated iridoid glucoside, iridolinarin C, were isolated from the aerial parts of a Mongolian traditional herbal medicine, Linaria buriatica. Linaburiosides A‒D had an acyl moiety corresponding to 7-deoxyiridolactonic acid. Detailed spectroscopic analyses of linaburiosides A‒D and 7-deoxyiridolactonic acid led to the assignment of their structures. The absolute configuration of 7-deoxyiridolactonic acid was elucidated by application of the PGME method; those of linaburiosides A‒D were assigned on the basis of chemical conversions, as well as application of the modified Mosher's method. The absolute configuration of iridolinarin C was also elucidated in this study. Anti-inflammatory and antiproliferative activities of isolated compounds and their derivatives were evaluated.

Identifiants

pubmed: 31927201
pii: S0031-9422(19)30838-6
doi: 10.1016/j.phytochem.2019.112247
pii:
doi:

Substances chimiques

Anti-Inflammatory Agents 0
Glucosides 0
Interleukin-1beta 0
Iridoids 0
Lipopolysaccharides 0
Phytochemicals 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

112247

Informations de copyright

Copyright © 2019 Elsevier Ltd. All rights reserved.

Auteurs

Kanji Niwa (K)

Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima, 770-8505, Japan.

Ren Yi (R)

Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima, 770-8505, Japan.

Naonobu Tanaka (N)

Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima, 770-8505, Japan.

Shindai Kitaguchi (S)

Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima, 770-8505, Japan.

Daisuke Tsuji (D)

Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima, 770-8505, Japan.

Sang-Yong Kim (SY)

Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Tobetsu, 061-0293, Japan.

Ariuntuya Tsogtbaatar (A)

School of Pharmaceutical Biomedical Sciences, Mongolian National University of Medicinal Sciences, Ulaanbaatar, 14210, Mongolia.

Perleidulam Bunddulam (P)

School of Pharmaceutical Biomedical Sciences, Mongolian National University of Medicinal Sciences, Ulaanbaatar, 14210, Mongolia.

Kazuyoshi Kawazoe (K)

School of Pharmacy, Showa University, Shinagawa, 142-8555, Japan.

Mareshige Kojoma (M)

Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Tobetsu, 061-0293, Japan.

Davaadagva Damdinjav (D)

School of Pharmaceutical Biomedical Sciences, Mongolian National University of Medicinal Sciences, Ulaanbaatar, 14210, Mongolia.

Kohji Itoh (K)

Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima, 770-8505, Japan.

Yoshiki Kashiwada (Y)

Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima, 770-8505, Japan. Electronic address: kasiwada@tokuhima-u.ac.jp.

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Classifications MeSH