FLAVONOIDS AND RELATED STRUCTURES

 

This family of compounds is a large homogeneous group that accounts for many properties we all recognize: the color of flowers and the flavor of numerous juices. Many flavonoids are potent antioxidants with antiinflammatory properties; inhibition of protein kinase C has been described for apigenin [Eur J Cancer 32A: 146 (1996)] and genistein []; others (e.g, genistein, daidzein, formononetin and biochanin A) have estrogenic effects with potential as hormone substitutes. The title encompasses flavones, isoflavones, bisflavones, their reduced counterparts and bis-adducts.

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F0120: NARINGENIN

F0180: HESPERETIN

F0500:HESPERIDIN

F0800:NARINGIN

F1000: ACACETIN
5,7-Dihydroxy-4'-methoxyflavone, 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS #: 480-44-4; C16H12O5; mol wt 284.27
Appearance: Pale-yellow needles (EtOH), mp 263-265°C
Occurrence: Robinia pseudoacacia; Ammi visnaga; J Pharm Soc Japan 73: 481 (1953)

Availability: 100 mg, 1 gram
Purity: 98% by TLC

 

 

F1100: APIGENIN
4',5,7-Trihydroxyflavone; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS #: 520-36-5; C15H10O5; mol wt: 270.24;
Occurrence: parsley seed; J Chem Soc 1963: 1477
Appearance: Pale-yellow needles (EtOH), mp 362°C

Availability: 100 mg, 1 gram
Purity: 95% by TLC

 

 

F1200: APIIN
7-[(2-O-D-Apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS #: 26544-34-3; C26H28O14; mol wt: 564.50.
Occurrence: parsley seed; flowers of Anthemis nobilis; Chem Ind 1953: 85; Can J Chem 43: 2085 (1965)
Appearance: colorless crystals (EtOH); mp 236-237°C; [a]D -130 (c, 0.12 in MeOH).

Availability: 100 mg, 1 gram
Purity: 95% by TLC

 

 

F1300: COSMOSIIN
7-O-.beta.-D-glucopyranosyloxy-4',5-dihydroxyflavone
Occurrence: parsley seed; Chem Ind 1953: 85; Can J Chem 43: 2085 (1965)
CAS#: 578-74-5; C21H20O10; mol wt: 432.38;
Occurrence: flowers of Cosmos bipinnatus, and Zinnia elegans
Appearance: Yellow needles (EtOH); mp 178°C; [a]D -64 (Pyr).

Availability: 100 mg, 1 gram
Purity: 95% by TLC

 

F2800: GENISTEIN
4',5,7-Trihydroxyisoflavone; 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS #: 446-72-0; C15H10O5; mol wt: 270.24.
Occurrence: Genista spp., Lupinus & Prunus spp; common in Fabaceae and microbial sources
Appearance: colorless crystals (EtOH}; mp: 301-302°C dec.

Availability: 100 mg, 1 gram

 

 

F2810: GENISTIN
Genistein 7-glucoside, Genistoside
CAS #: 529-59-9; C21H20O10; mol wt: 432.383.
Occurrence: Genista, Lupinus and Prunus spp
Appearance: colorless crystals (EtOH}; mp 254-256°C dec; [a]D -27.7 (MeOH}

Availability: 100 mg, 1 gram
Purity: 95% by TLC

 

 

F3000:CHRYSIN DIMETHYL ETHER

F3100: ISOGINKGETIN
CAS#: 548-19-6; C32H22O10; mol wt: 566.52
Occurrence: Ginkgo biloba
Appearance: Yellow crystals (Me2CO); mp 210°C

Availability: 100 mg, 1 gram
Purity: 95% by TLC

F3200: GINKGETIN, K salt

F3500:MORIN

 

F3520:QUERCETIN

 

F3600:SINENSETIN

 

F3700:TANGERITIN

 

F3710:GARDENIN B

 

F3720:NOBILETIN

 

F3750:DEMETHYLNOBILETIN

 

F4000:DUARTIN (-)

 

F5000:BIOCHANIN A

 

F5100:DAIDZEIN

 

F5150:FORMONONETIN

 

F5800:IRIDIN

 

 

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