Hydrangenol
 | |
| Names | |
|---|---|
| Preferred IUPAC name
8-Hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one | |
| Identifiers | |
3D model (JSmol) |
|
| ChEBI | |
| ChemSpider | |
| KEGG | |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C15H12O4 | |
| Molar mass | 256.25 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Hydrangenol is a dihydroisocoumarin. It can be found in Hydrangea macrophylla, as well as its 8-O-glucoside.[1] (−)-Hydrangenol 4′-O-glucoside[2] and (+)-hydrangenol 4′-O-glucoside[3] can be found in Hydrangeae Dulcis Folium, the processed leaves of H. macrophylla var. thunbergii. It has been shown to suppress production of several inflammatory signalling molecules including MMP-1, MMP-3, COX-2 and IL-6.[4]
References
[edit]- ↑ Matsuda, Hisashi; Simoda, Hiroshi; Yamahara, Johji; Yoshikawa, Masayuki (1999). "Effects of phyllodulcin, hydrangenol, and their 8-O-glucosides, and thunberginols A and F from Hydrangea macrophylla Seringe var. thunbergii Makino on passive cutaneous anaphylaxis reaction in rats". Biological & Pharmaceutical Bulletin. 22 (8): 870–872. doi:10.1248/bpb.22.870. PMID 10480329. INIST 1959604.
- ↑ Yoshikawa, M; Uchida, E; Chatani, N; Kobayashi, H; Naitoh, Y; Okuno, Y; Matsuda, H; Yamahara, J; Murakami, N (1992). "Thunberginols C, D, and E, new antiallergic and antimicrobial dihydroisocoumarins, and thunberginol G 3′-O-glucoside and (−)-hydrangenol 4′-O-glucoside, new dihydroisocoumarin glycosides, from Hydrangeae Dulcis Folium". Chemical & Pharmaceutical Bulletin. 40 (12): 3352–3354. doi:10.1248/cpb.40.3352. PMID 1363465.
- ↑ Yoshikawa, M; Matsuda, H; Shimoda, H; Shimada, H; Harada, E; Naitoh, Y; Miki, A; Yamahara, J; Murakami, N (1996). "Development of bioactive functions in Hydrangeae Dulcis Folium. V. On the antiallergic and antimicrobial principles of Hydrangeae Dulcis Folium. (2). Thunberginols C, D, and E, thunberginol G 3′-O-glucoside, (−)-hydrangenol 4′-O-glucoside, and (+)-hydrangenol 4′-O-glucoside". Chemical & Pharmaceutical Bulletin. 44 (8): 1440–1447. doi:10.1248/cpb.44.1440. PMID 8795265. INIST 3226693.
- ↑ Myung DB, Han HS, Shin JS, Park JY, Hwang HJ, Kim HJ, Ahn HS, Lee SH, Lee KT. Hydrangenol Isolated from the Leaves of Hydrangea serrata Attenuates Wrinkle Formation and Repairs Skin Moisture in UVB-Irradiated Hairless Mice. Nutrients. 2019 Oct 2;11(10):2354. doi:10.3390/nu11102354
{{doi}}: unflagged free DOI (link) PMID 31581754
 | This article about an aromatic compound is a stub. You can help Wikipedia by adding missing information. |