Diphyllin

Modify Date: 2024-01-08 10:47:54

Diphyllin Structure
Diphyllin structure
Common Name Diphyllin
CAS Number 22055-22-7 Molecular Weight 380.34800
Density 1.445g/cm3 Boiling Point 638.8ºC at 760 mmHg
Molecular Formula C21H16O7 Melting Point 290 ºC (methanol )
MSDS N/A Flash Point 232.4ºC

 Use of Diphyllin


Diphyllin is an arylnaphthalene lignan isolated from Justicia procumbens and is a potent HIV-1 inhibitor with an IC50 of 0.38 μM. Diphyllin is active against vesicular stomatitis virus (VSV) and influenza virus[1]. Diphyllin is a vacuolar type H+-ATPase (V-ATPase) inhibitor with an IC50 value of 17 nM and inhibits lysosomal acidification in human osteoclasts[2]. Diphyllin inhibits NO production with an IC50 of 50 μM and has anticancer and anti-inflammatory activities[3].

 Names

Name 9-(1,3-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
Synonym More Synonyms

 Diphyllin Biological Activity

Description Diphyllin is an arylnaphthalene lignan isolated from Justicia procumbens and is a potent HIV-1 inhibitor with an IC50 of 0.38 μM. Diphyllin is active against vesicular stomatitis virus (VSV) and influenza virus[1]. Diphyllin is a vacuolar type H+-ATPase (V-ATPase) inhibitor with an IC50 value of 17 nM and inhibits lysosomal acidification in human osteoclasts[2]. Diphyllin inhibits NO production with an IC50 of 50 μM and has anticancer and anti-inflammatory activities[3].
Related Catalog
Target

HIV-1:0.38 μM (IC50)

Vesicular stomatitis virus (VSV)

Vacuolar type H+-ATPase:17 nM (IC50)

References

[1]. Xin-Ya Xu, et al. Anti-HIV Lignans From Justicia Procumbens. Chin J Nat Med. 2019 Dec;17(12):945-952.

[2]. Mette G Sørensen, et al. Diphyllin, a Novel and Naturally Potent V-ATPase Inhibitor, Abrogates Acidification of the Osteoclastic Resorption Lacunae and Bone Resorption. J Bone Miner Res. 2007 Oct;22(10):1640-8.

[3]. Yerra Koteswara Rao, et al. Anti-inflammatory Activities of Constituents Isolated From Phyllanthus Polyphyllus. J Ethnopharmacol. 2006 Jan 16;103(2):181-6.

 Chemical & Physical Properties

Density 1.445g/cm3
Boiling Point 638.8ºC at 760 mmHg
Melting Point 290 ºC (methanol )
Molecular Formula C21H16O7
Molecular Weight 380.34800
Flash Point 232.4ºC
Exact Mass 380.09000
PSA 83.45000
LogP 3.62870
Vapour Pressure 6.53E-17mmHg at 25°C
Index of Refraction 1.679
Storage condition 2-8℃
Water Solubility Insuluble (2.4E-3 g/L) (25 ºC)

 Synthetic Route

 Synonyms

HMS1607M09
7-hydroxyjusticidin B
Bio-0182
Diphyllin
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