Diosmin

• Catalog No.: Bio-0841
• CAS Number: 520-27-4
• M. F.: C28H32O15
• M. W.: 608.54468

SYNONYMS

• IUPAC name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
• Synonyms: Daflon; Barosmin;; Diosmetin 7-rutinoside; Ven-Detrex; Salinigricoflavonoloside

DATABASE IDS

• CAS Number: 520-27-4

PROPERTIES

• Application(s): Bioflavonoid
• Application(s): Antihaemorrhagic
• Application(s): Venotonic
• Biological Source: Isol. from Zanthoxylum avicennae, Diosma crenulata and others, first isol. from parsley
• Mechanism of Action: Reduces the expression of endothelial adhesion molecules (ICAM1, VCAM1), and inhibits the adhesion, migration, and activation of leukocytes at the capillary level.
• Mechanism of Action: This leads to a reduction in the release of inflammatory mediators, principally oxygen free radicals and prostaglandins (PGE2, PGF2a).

REFERENCES

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 98C, (ir)
• Lovecy, A. et al., J.C.S., 1930, 817, (synth)
• Arthur, H.R. et al., J.C.S., 1956, 632, (Diosmin)
• Horowitz, R.M. et al., J.O.C., 1956, 21, 1184, (isol)
• Booth, A.N. et al., J. Biol. Chem., 1958, 230, 661, (metab)
• Rsler, H. et al., J.O.C., 1965, 30, 4346, (pmr)
• Plouvier, V., C. R. Hebd. Seances Acad. Sci. Ser. D, 1966, 263, 439, (isol, struct)
• Brieskorn, C.H. et al., Arch. Pharm. (Weinheim, Ger.), 1971, 304, 557, (isol)
• Wagner, H. et al., Tet. Lett., 1976, 1799, (cmr)
• Oustrin, J. et al., Arzneim.-Forsch., 1977, 27, 1688, (pharmacol)
• Le Quesne, P.W. et al., J.C.S. Perkin 1, 1978, 1572, (isol, uv, pmr)
• Itokawa, H. et al., Chem. Lett., 1982, 1, 49, (ms)
• Fujita, M. et al., Chem. Pharm. Bull., 1982, 30, 1151, (cmr)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 12667
• Voigtlnder, H.W. et al., Arch. Pharm. (Weinheim, Ger.), 1983, 316, 219, (synth)
• Voirin, B., Phytochemistry, 1983, 22, 2107, (uv)
• Rashid, M.A. et al., Fitoterapia, 1995, 66, 471, (Diosmin, pmr, cmr)
• Bergan, J.J. et al., Angiology, 2001, 52, S43-S47, (diosmin, rev)
• Garner, R.C. et al., J. Pharm. Sci., 2002, 91, 32-40, (diosmin, pharmacol)