Thunberginol A

Last updated
Thunberginol A
Thunberginol A.svg
Names
Preferred IUPAC name
3-(3,4-Dihydroxyphenyl)-8-hydroxy-1H-2-benzopyran-1-one
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C15H10O5/c16-10-5-4-8(6-12(10)18)13-7-9-2-1-3-11(17)14(9)15(19)20-13/h1-7,16-18H
    Key: WHZXJVJVGGWZQI-UHFFFAOYSA-N
  • C1=CC2=C(C(=C1)O)C(=O)OC(=C2)C3=CC(=C(C=C3)O)O
Properties
C15H10O5
Molar mass 270.240 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Thunberginol A is an isocoumarin found in Hydrangea macrophylla [1] and the herbal preparation hydrangeae dulcis folium which is produced from its leaves. [2] [3]

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Hydrangea, common names hydrangea or hortensia, is a genus of over 75 species of flowering plants native to Asia and the Americas. By far the greatest species diversity is in eastern Asia, notably China, Korea, and Japan. Most are shrubs 1–3 m tall, but some are small trees, and others lianas reaching up to 30 m (100 ft) by climbing up trees. They can be either deciduous or evergreen, though the widely cultivated temperate species are all deciduous.

<i>Hydrangea macrophylla</i> Species of flowering plant in the family Hydrangeaceae

Hydrangea macrophylla is a species of flowering plant in the family Hydrangeaceae, native to Japan. It is a deciduous shrub growing to 2 m (7 ft) tall by 2.5 m (8 ft) broad with large heads of pink or blue flowers in summer and autumn. Common names include bigleaf hydrangea, French hydrangea, lacecap hydrangea, mophead hydrangea, penny mac and hortensia. It is widely cultivated in many parts of the world in many climates. It is not to be confused with H. aspera 'Macrophylla'.

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Matrine Chemical compound

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Hydrangenol Chemical compound

Hydrangenol is a dihydroisocoumarin. It can be found in Hydrangea macrophylla, as well as its 8-O-glucoside. (−)-Hydrangenol 4′-O-glucoside and (+)-hydrangenol 4′-O-glucoside can be found in Hydrangeae Dulcis Folium, the processed leaves of H. macrophylla var. thunbergii.

Phyllodulcin Chemical compound

Phyllodulcin is a dihydroisocoumarin found in Hydrangea macrophylla and Hydrangea serrata. It is a sweetener 400–800 times sweeter than sugar.

Thunberginol B Chemical compound

Thunberginol B is an isocoumarin found in Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla var. thunbergii.

Thunberginol C Chemical compound

Thunberginol C is a dihydroisocoumarin found in Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla var. thunbergii.

Thunberginol D Chemical compound

Thunberginol D is a dihydroisocoumarin found in Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla var. thunbergii.

Thunberginol E Chemical compound

Thunberginol E is a dihydroisocoumarin found in Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla var. thunbergii.

Thunberginol F Chemical compound

Thunberginol F is a phthalide found in Hydrangea macrophylla.

Thunberginol G Chemical compound

Thunberginol G is a dihydroisocoumarin found in Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla var. thunbergii.

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Hydrangeic acid Chemical compound

Hydrangeic acid is a stilbenoid found in the leaves of Hydrangea macrophylla.

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References

  1. ↑ Matsuda, H.; Shimoda, H.; Yamahara, J.; Yoshikawa, M. (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.
  2. ↑ Yamahara, J.; Matsuda, H.; Shimoda, H.; Wariishi, N.; Yagi, N.; Murakami, N.; Yoshikawa, M. (1995). "Effects of thunberginol a contained in Hydrangeae dulcis forium on types I-IV allergies". Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica (in Japanese). 105 (5): 365–379. doi: 10.1254/fpj.105.365 . PMID   7628785.
  3. ↑ Matsuda, H.; Shimoda, H.; Yamahara, J.; Yoshikawa, M. (1998). "Immunomodulatory activity of thunberginol a and related compounds isolated from hydrangeae dulcis folium on splenocyte proliferation activated by mitogens". Bioorganic & Medicinal Chemistry Letters. 8 (3): 215–20. doi:10.1016/S0960-894X(97)10221-9. PMID   9871657.


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