| RRC ID |
57978
|
| 著者 |
Iwaoka Y, Fukushima M, Ito H, Koga T, Kawahara N, Tai A.
|
| タイトル |
Synthesis of Ascorbic Acid Derivatives with Different Types of C8 Straight Acyl Chain and Their Neurite Outgrowth-Enhancing Activities.
|
| ジャーナル |
J Nutr Sci Vitaminol (Tokyo)
|
| Abstract |
We previously reported that 2-O-α-D-glucopyranosyl-6-O-octanoyl-L-ascorbic acid, having a C8 straight acyl chain, at a concentration of 100 μM remarkably enhanced nerve growth factor (NGF)-induced neurite outgrowth in PC12 cells after being metabolized to L-ascorbic acid (AA) as an active form by esterase and α-glucosidase. In this study, to examine the structure-activity relationship of 6-O-substituted AA derivatives with a C8 straight acyl chain for neurite outgrowth-promoting activity, we synthesized AA derivatives 1-4 and compared their activities for promoting NGF-induced neurite outgrowth in PC12 cells. AA derivatives 1-4 showed neurite outgrowth-enhancing activity at 100 μM, while AA derivative 2 also showed the enhancing activity at 3 μM. Furthermore, AA derivative 2 as well as AA enhanced NGF-induced neurite outgrowth after being incorporated into PC12 cells via sodium-dependent vitamin C transporter as an anion transporter. The results suggested that AA derivative 2 has neurite outgrowth-enhancing activity in its intact form at a low concentration (3 μM) and that AA derivatives 1-4 showed their activities in the form of AA, a metabolite of these derivatives, at a higher concentration (100 μM).
|
| 巻・号 |
68(3)
|
| ページ |
236-239
|
| 公開日 |
2022-1-1
|
| DOI |
10.3177/jnsv.68.236
|
| PMID |
35768255
|
| MeSH |
Animals
Ascorbic Acid* / metabolism
Ascorbic Acid* / pharmacology
Esterases / metabolism
Nerve Growth Factor* / pharmacology
Neuronal Outgrowth
Rats
alpha-Glucosidases / metabolism
|
| リソース情報 |
| ヒト・動物細胞 |
PC-12(RCB0009) |
