2. Academic Validation
  3. Acylated iridoid glycosides with hyaluronidase inhibitory activity from the rhizomes of Picrorhiza kurroa Royle ex Benth

Acylated iridoid glycosides with hyaluronidase inhibitory activity from the rhizomes of Picrorhiza kurroa Royle ex Benth

  • Phytochemistry. 2020 Jan;169:112185. doi: 10.1016/j.phytochem.2019.112185.
Toshio Morikawa 1,  Yusuke Nakanishi 2,  Naoki Inoue 2,  Yoshiaki Manse 2,  Hideyuki Matsuura 2,  Shinya Hamasaki 2,  Masayuki Yoshikawa 2,  Osamu Muraoka 3,  Kiyofumi Ninomiya 3
Affiliations

Affiliations

  • 1 Pharmaceutical Research and Technology Institute, 3-4-1 Kowakae, Higashi-osaka, Osaka, 577-8502, Japan; Antiaging Center, Kindai University, 3-4-1 Kowakae, Higashi-osaka, Osaka, 577-8502, Japan. Electronic address: morikawa@kindai.ac.jp.
  • 2 Pharmaceutical Research and Technology Institute, 3-4-1 Kowakae, Higashi-osaka, Osaka, 577-8502, Japan.
  • 3 Pharmaceutical Research and Technology Institute, 3-4-1 Kowakae, Higashi-osaka, Osaka, 577-8502, Japan; Antiaging Center, Kindai University, 3-4-1 Kowakae, Higashi-osaka, Osaka, 577-8502, Japan.
PMID: 31678786 DOI: 10.1016/j.phytochem.2019.112185
Abstract

Seven new acylated iridoid glycosides, picrorhizaosides A-G (1-7), were isolated from the methanol extract of the rhizomes of Picrorhiza kurroa Royle ex Benth. (Plantaginaceae), in addition to six known iridoid glycosides (8-13). The structures of these new Iridoids, including their stereochemistry, were determined based on chemical and physicochemical evidence derived from NMR and MS analysis. Of the isolates, picrorhizaosides D (4, IC50 = 43.4 μM) and E (5, 35.8 μM); picrosides I (8, 60.7 μM), II (9, 22.3 μM), and IV (11, 59.2 μM); and minecoside (13, 57.2 μM), exhibited a similar or stronger hyaluronidase inhibitory activity than those of the antiallergic medicines disodium cromoglycate (64.8 μM), ketotifen fumarate (76.5 μM), and tranilast (227 μM).

Keywords

Hyaluronidase inhibitors; Iridoids; Picrorhiza kurroa Royle ex Benth.; Picrorhizaosides; Plantaginaceae.

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