Bibliographic Details
| Title: |
Antiallergic Activity of 3-O-Dodecyl-l-ascorbic Acid |
| Authors: |
Takeru Koga, Naoaki Kawahara, Mei Aburada, Asako Ono, Shiori Mae, Aina Yoshida, Yuji Iwaoka, Hideyuki Ito, Akihiro Tai |
| Source: |
Molecules, Vol 29, Iss 1, p 69 (2023) |
| Publisher Information: |
MDPI AG, 2023. |
| Publication Year: |
2023 |
| Collection: |
LCC:Organic chemistry |
| Subject Terms: |
ascorbic acid derivatives, degranulation inhibitory activity, passive cutaneous anaphylaxis (PCA) reaction, RBL-2H3 cells, Organic chemistry, QD241-441 |
| More Details: |
2-O-Alkyl-l-ascorbic acids and 3-O-alkyl-l-ascorbic acids were synthesized, and their degranulation inhibitory activities were evaluated. Among ascorbic acid derivatives with butyl, octyl, dodecyl, hexadecyl, and octadecyl groups introduced at the C-2 or C-3 positions, an AA derivative with a dodecyl group introduced at the C-3 position, 3-O-dodecyl-l-ascorbic acid (compound 8), showed the strongest inhibitory activity against antigen-stimulated degranulation. Compound 8 also inhibited calcium ionophore-stimulated degranulation. Compound 11, in which the hydroxyl group at the C-6 position of compound 8 was substituted with an amino group, and compound 12, in which the dodecyloxy group at the C-3 position of compound 8 was exchanged with a dodecylamino group, were synthesized, and these derivatives showed weaker inhibitory activity against antigen-stimulated degranulation than that of compound 8. In addition, orally administered compound 8 inhibited passive cutaneous anaphylaxis reactions in mice with a potency equal to that of oxatomide, an antiallergic agent. These results suggest that compound 8 may be a candidate for antiallergic treatment. |
| Document Type: |
article |
| File Description: |
electronic resource |
| Language: |
English |
| ISSN: |
1420-3049 |
| Relation: |
https://www.mdpi.com/1420-3049/29/1/69; https://doaj.org/toc/1420-3049 |
| DOI: |
10.3390/molecules29010069 |
| Access URL: |
https://doaj.org/article/9a22bb2fa1d54289b1fc6338bc69a30b |
| Accession Number: |
edsdoj.9a22bb2fa1d54289b1fc6338bc69a30b |
| Database: |
Directory of Open Access Journals |
