Chemistry:Melitidin

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Melitidin
Melitidin.svg
Names
IUPAC name
5-[[(2R,3S,4S,5R,6S)-3,4-Dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
Identifiers
3D model (JSmol)
ChemSpider
Properties
C33H40O18
Molar mass 724.665 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Melitidin is a flavanone glycoside. Melitidin was discovered in bergamot orange juice and exhibits statin-like properties in preclinical research.[1][2][3][4][5]

See also

References

  1. Di Donna, Leonardo; De Luca, Giuseppina; Mazzotti, Fabio; Napoli, Anna; Salerno, Raffaele; Taverna, Domenico; Sindona, Giovanni (2009). "Statin-like Principles of Bergamot Fruit: Isolation of 3-Hydroxymethylglutaryl Flavonoid Glycosides". Journal of Natural Products 72 (7): 1352–1354. doi:10.1021/np900096w. PMID 19572741. 
  2. Di Donna, Leonardo; Gallucci, Giselda; Malaj, Naim; Romano, Elvira; Tagarelli, Antonio; Sindona, Giovanni (2011). "Recycling of industrial essential oil waste: Brutieridin and Melitidin, two anticholesterolaemic active principles from bergamot albedo". Food Chemistry 125 (2): 438–441. doi:10.1016/j.foodchem.2010.09.025. ISSN 0308-8146. 
  3. Natalizia Miceli; M. R. Mondello; M. T. Monforte; V. Sdrafkakis; P. Dugo; M. L. Crupi; M. F. Taviano; R. De Pasquale et al. (2007). "Hypolipidemic Effects of Citrus bergamia Risso et Poiteau Juice in Rats Fed a Hypercholesterolemic Diet". J. Agric. Food Chem. 55 (27): 10671–10677. doi:10.1021/jf071772i. PMID 18038978. 
  4. Monica Leopoldini; N. Malaj; M. Toscano; G. Sindona; N. Russo (2010). "On the Inhibitor Effects of Bergamot Juice Flavonoids Binding to the 3-Hydroxy-3-methylglutaryl-CoA Reductase (HMGR) Enzyme". J. Agric. Food Chem. 58 (19): 10768–10773. doi:10.1021/jf102576j. PMID 20843083. 
  5. Vincenzo Mollace; I. Sacco; E. Janda; C. Malara; D. Ventrice; C. Colica; V. Visalli; S. Muscoli et al. (2011). "Hypolipemic and hypoglycaemic activity of bergamot polyphenols: From animal models to human studies". Fitoterapia 82 (3): 309–316. doi:10.1016/j.fitote.2010.10.014. PMID 21056640.  PDF

Bibliography

  • Zou, W; Wang Y; Liu H; Luo Y; Chen S; Su W (2013). "Melitidin: a flavanone glycoside from Citrus grandis 'Tomentosa'". Nat Prod Commun 8 (4): 457–458. PMID 23738451. 
  • Mencherini, Teresa; Campone, Luca; Piccinelli, Anna Lisa; García Mesa, Milagros; Sánchez, Dulce María; Aquino, Rita Patrizia; Rastrelli, Luca (2013). "HPLC-PDA-MS and NMR Characterization of a Hydroalcoholic Extract of Citrus aurantium L. var.amara Peel with Antiedematogenic Activity". Journal of Agricultural and Food Chemistry 61 (8): 1686–1693. doi:10.1021/jf302815t. ISSN 0021-8561. PMID 22957519. 
  • Barreca, Davide; Bellocco, Ersilia; Caristi, Corrado; Leuzzi, Ugo; Gattuso, Giuseppe (2011). "Distribution of C- and O-glycosyl flavonoids, (3-hydroxy-3-methylglutaryl)glycosyl flavanones and furocoumarins in Citrus aurantium L. juice". Food Chemistry 124 (2): 576–582. doi:10.1016/j.foodchem.2010.06.076. ISSN 0308-8146. 
  • Di Donna, Leonardo; Taverna, Domenico; Mazzotti, Fabio; Benabdelkamel, Hicham; Attya, Mohamed; Napoli, Anna; Sindona, Giovanni (2013). "Comprehensive assay of flavanones in citrus juices and beverages by UHPLC–ESI-MS/MS and derivatization chemistry". Food Chemistry 141 (3): 2328–2333. doi:10.1016/j.foodchem.2013.05.034. ISSN 0308-8146. PMID 23870965. 

External links