Eleven new resin glycosides, ipoalbins XI–XXI, from Ipomoea alba seeds

Ipomoea alba L. (Convolvulaceae), an annual vine native to tropical America, is primarily cultivated for ornamental purposes. The seeds are traditionally used as laxatives in herbal medicine, and young shoots are consumed as a food source. In this study, 11 new resin glycosides, ipoalbins XI (1)-XXI (11), were isolated from the seeds of I. alba. Their structures were elucidated using spectroscopic analyses. All the compounds comprised macrolactone (jalapin-type) structures with sugar moieties that were partially acylated by organic acids, including acetic, (E)-2-methylbut-2-enoic, and 2S-methyl-3S-hydroxybutyric (2S,3S-nilic) acids. Furthermore, the cytotoxic activity of 1-11 against HL-60 human promyelocytic leukemia cells was evaluated. All tested compounds exhibited cytotoxicity; notably, three compounds (3, 7, and 11) exhibited stronger activity, with IC<sub>50</sub> values approximately two-thirds that of the positive control (cisplatin). The observed activity may vary depending on the position at which the organic acids are attached to the sugar moiety and the type of monosaccharide present.

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Publication Details

Journal
Fitoterapia
Published
2025-08-08
DOI
https://doi.org/10.1016/j.fitote.2025.106787
Citations
3
Primary Topic
Traditional and Medicinal Uses of Annonaceae
Type
article
Field-Weighted Citation Impact
3.34

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article

Eleven new resin glycosides, ipoalbins XI–XXI, from Ipomoea alba seeds

Hiroyuki Miyashita, Hirotaka Nishikawa, Masafumi Okawa, Shin Yasuda et al.
3 citations
Fitoterapia
Traditional and Medicinal Uses of Annonaceae
3.34
article

Eleven new resin glycosides, ipoalbins XI–XXI, from Ipomoea alba seeds

Hiroyuki Miyashita, Hirotaka Nishikawa, Masafumi Okawa, Shin Yasuda, Ryota Tsuchihashi, Nodoka Misuda, Masateru Ono, Riko Kawabe
article en
3 citations

Abstract

Ipomoea alba L. (Convolvulaceae), an annual vine native to tropical America, is primarily cultivated for ornamental purposes. The seeds are traditionally used as laxatives in herbal medicine, and young shoots are consumed as a food source. In this study, 11 new resin glycosides, ipoalbins XI (1)-XXI (11), were isolated from the seeds of I. alba. Their structures were elucidated using spectroscopic analyses. All the compounds comprised macrolactone (jalapin-type) structures with sugar moieties that were partially acylated by organic acids, including acetic, (E)-2-methylbut-2-enoic, and 2S-methyl-3S-hydroxybutyric (2S,3S-nilic) acids. Furthermore, the cytotoxic activity of 1-11 against HL-60 human promyelocytic leukemia cells was evaluated. All tested compounds exhibited cytotoxicity; notably, three compounds (3, 7, and 11) exhibited stronger activity, with IC<sub>50</sub> values approximately two-thirds that of the positive control (cisplatin). The observed activity may vary depending on the position at which the organic acids are attached to the sugar moiety and the type of monosaccharide present.

FitoterapiaVol. 186
Sojo University (JP), Fukuoka University (JP), Kyushu Tokai University (JP)
Japan Society for the Promotion of Science London
Openalex Percentile: Top 8%
Traditional and Medicinal Uses of Annonaceae
3.34
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Eleven new resin glycosides, ipoalbins XI–XXI, from Ipomoea alba seeds — Hiroyuki Miyashita, Hirotaka Nishikawa, et al. · Fitoterapia (2025) | TGRS Research Map | TGRS