Chemical constituents of five Saxifraga species and their virucidal activities.

Autor: Kurosawa N; Division of Pharmacognosy, Tohoku Medical and Pharmaceutical University, Sendai, Miyagi, Japan., Takeda Y; Department of Veterinary Medicine, Obihiro University of Agriculture and Veterinary Medicine, Obihiro, Hokkaido, Japan; Research Center for Global Agromedicine, Obihiro University of Agriculture and Veterinary Medicine, Obihiro, Hokkaido, Japan. Electronic address: ytakeda@obihiro.ac.jp., Ichimaru Y; Faculty of Pharmaceutical Sciences, Shonan University of Medical Sciences, 16-10 Kamishinano, Totsuka-ku, Yoko-hama 244-0806, Japan., Jamsransuren D; Research Center for Global Agromedicine, Obihiro University of Agriculture and Veterinary Medicine, Obihiro, Hokkaido, Japan., Matsuda S; Research Center for Global Agromedicine, Obihiro University of Agriculture and Veterinary Medicine, Obihiro, Hokkaido, Japan., Ishikawa Y; Faculty of Pharmaceutical Sciences, Shonan University of Medical Sciences, 16-10 Kamishinano, Totsuka-ku, Yoko-hama 244-0806, Japan., Yamaguchi M; Division of Pharmacognosy, Tohoku Medical and Pharmaceutical University, Sendai, Miyagi, Japan., Ogawa H; Department of Veterinary Medicine, Obihiro University of Agriculture and Veterinary Medicine, Obihiro, Hokkaido, Japan., Sasaki K; Division of Pharmacognosy, Tohoku Medical and Pharmaceutical University, Sendai, Miyagi, Japan., Murata T; Division of Pharmacognosy, Tohoku Medical and Pharmaceutical University, Sendai, Miyagi, Japan. Electronic address: murata-t@tohoku-mpu.ac.jp.
Jazyk: angličtina
Zdroj: Fitoterapia [Fitoterapia] 2024 Dec; Vol. 179, pp. 106215. Date of Electronic Publication: 2024 Sep 14.
DOI: 10.1016/j.fitote.2024.106215
Abstrakt: The chemical constituents of Saxifraga stolonifera, S. fortunei, S. nipponica, S. cortusifolia, and S. rebunshirensis were investigated for structure and virucidal activity. In addition to the Saxifraga species-derived tannins, 30 compounds (1-30) were isolated from the five species. 5-Hydroxy-4-methoxy-3-O-(6-O-caffeoyl)-β-D-glucopyranosyl benzoic acid (1) and kaempferol 3-O-β-d-xylopyranosyl-(1 → 2)-β-D-xylopyranoside (2) were identified as undescribed compounds. Although 1 was isolated as the (E)-isomer of its caffeoyl moiety, under light it became over time a mixture of the (Z)-isomer (1a) and (E)-isomer (1). Kaempferol 3-O-β-d-xylopyranosyl-(1 → 2)-β-D-glucopyranoside (3) was an analog of 2 and a known compound, whose NMR assignment was reconsidered and described. 6-Isopropyl-5,5-dimethyldihydropyrimidine-2,4(1H,3H)-dione (30) was expected to be a racemic mixture based on its optical rotation and X-ray crystallography data. The virucidal activities of the isolated compounds (1-30) against influenza A virus, severe acute respiratory syndrome coronavirus 2, feline calicivirus, and murine norovirus were evaluated to identify the presence of compounds other than the Saxifraga species-derived tannins, which exhibited virucidal activities. Although the isolated compound activities were relatively weak compared to those of Saxifraga species-derived tannins, the potential virucidal activity of the compounds with galloyl groups was confirmed.
Competing Interests: Declaration of competing interest The authors indicate that there is no conflict of interest.
(Copyright © 2024. Published by Elsevier B.V.)
Databáze: MEDLINE
Externí odkaz: