Back to Search Start Over

Four new resin glycosides from Ipomoea muricata seeds: muricatins XIV–XVII.

Authors :
Ono, Masateru
Tenmaya, Daiki
Tarumi, Maki
Satou, Syouri
Tsuji, Kotone
Nishikawa, Hirotaka
Yasuda, Shin
Miyashita, Hiroyuki
Zhou, Jian-Rong
Yokomizo, Kazumi
Yoshimitsu, Hitoshi
Tsuchihashi, Ryota
Okawa, Masafumi
Kinjo, Junei
Source :
Journal of Natural Medicines; Jun2024, Vol. 78 Issue 3, p525-536, 12p
Publication Year :
2024

Abstract

Ipomoea muricata (L.) Jacq. seeds (Convolvulaceae) are used as a traditional laxative and carminative medicine. Muricatins XIV (1), XV (2), XVI (3), and XVII (4), were isolated from I. muricata seeds as four new resin glycosides, along with seven known compounds, three of which were isolated for the first time as natural products; their structures were determined using MS and NMR spectroscopy. Compounds 1–4 are macrolactones (jalapins); the sugar moieties of 1, 2, and 4 are partially acylated with 2S-methylbutyric acid, while that of 3 is esterified with 2S-methylbutyric and 2S-methyl-3S-hydroxybutyric acids. In addition, the antiviral activities of the seven compounds obtained in this study, together with five known compounds obtained in our previous study into resin glycosides from I. muricata seeds, were evaluated against herpes simplex virus type 1 (HSV-1); their cytotoxicities against HL-60 human promyelocytic leukemia cells were also investigated. All examined jalapins exhibited similar or slightly weaker anti-HSV-1 activities than acyclovir, the positive control; however, the glycosidic acid of 4 was inactive, while its methyl ester was weakly active. On the other hand, cytotoxicity testing against HL-60 cells showed similar results to those observed during anti-HSV-1 activity testing, with the exception that one jalapin was less active. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
13403443
Volume :
78
Issue :
3
Database :
Complementary Index
Journal :
Journal of Natural Medicines
Publication Type :
Academic Journal
Accession number :
177312043
Full Text :
https://doi.org/10.1007/s11418-024-01787-1