By Andrew G. Mercader, Alicia B. Pomilio
Biflavonoids include a bunch of the flavonoid relatives that own numerous buildings and organic actions of excessive relevance, akin to anticancer, antibacterial, antifungal, antiviral, anti inflammatory, antinociceptive, antioxidant, vasodilator and anticlotting. The chemistry of biflavonoids is essential in lots of fields of analysis, in particular simply because those compounds are structurally assorted bioactive molecules with power for biomedical purposes. This e-book highlights the structural biflavonoid variability, rearrangements and varied stereochemistry via approximately 470 constructions allotted in a few species of Angiosperms, Gymnosperms, ferns and mosses.
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Additional info for Biflavonoids: Occurrence, Structural Features and Bioactivity
Pomilio 36 (I-5′,II-5′)-Biflavanonol OH O OH H O HO 5' O OH II 5' O I OH OH H O OH O OH (I-5′,II-5′)-Bis-I-2,3,II-2,3-dihydroquercetin (214) (I-3′,II-3)-Flavone-Flavanone OH OH H O 3' O HO 3 I II O OH H OH O HO Lanceolatin A (215) (I-3′,II-7)-Flavononol-flavone OH HO O 3' I OH O 7 II OH OH O OH O Lophirone M (216) (I-3′,O,II-7)-Flavone-isoflavone OH HO 3' O O I HO O 7 HO II O O OH Lophirone L (217) (I-3′,O,II-4′)-Biflavones Biflavonoid Structures R O 37 OH 3' O O I 4' OH O O II O O R1 Ochnaflavone I-4′-O-Methylochnaflavone II-7-O-Methylochnaflavone OH (218) (219) (220) R H Me H R1 H H Me (I-3′,O,II-4′)-Flavanone-flavone dimers R O O 3' O R1 O I 4' R3 OH O O II O O R2 I-2,3-Dihydroochnaflavone I-6,II-6-Dimethyl-I-2,3-dihydroochnaflavone I-7-O-Methyl-I-2,3-dihydroochnaflavone I-7,I-4′,II-7-Tri-O-Methyl-I-2,3dihydroochnaflavone OH R3 (221) (222) (223) (224) R H H Me Me R1 H H H Me R2 H H H Me R3 H Me H H 38 Andrew G.
I-3′,II-3′)-Flavanone-flavone / Flavanonol-flavonol dimers O OH HO 3' O II 3' O I R OH R1 OH HO OH O I-2,3-Dihydro-(I-3′,II-3′)-biapigenin Hypnogenol B1 (209) (210) R H OH R1 H OH (I-3′,II-3′)-Biflavanone / Biflavanonol / Flavanonol-flavanone dimer O OH OH R1 HO 3' O II 3' O I R OH HO OH O (I-3′,II-3′)-Binaringenin Hypnogenol B Hypnogenol A (211) (212) (213) R H OH OH R1 H H OH Figure 10. SIMPLE BIFLAVONOIDS: (I-3′,II-3′)-Flavanone-flavone / Flavanonolflavonol dimers, (I-3′,II-3′)-Biflavanone / Biflavanonol / Flavanonol-flavanone dimer.
The Methylene-linked bidihydrochalcone series includes a (I-5’,CH2,II-5’)-bidihydrochalcone (304); a (I-3’, CH2,II-8)307, 308) and (I-3’,CH2,II-8)dihydrochalcone-flavonol (305, dihydrochalcone-II-3-methoxyflavone dimers (306, 309). Biflavonoid Structures 55 (I-5’,II-3)-Chalcone-dihydrochalcone dimer OH O I HO OH 5' 3 HO OH II O OH Rhuschalcone V (298) (I-3’,II-3’)-Bidihydrochalcone HO OH O OH O II 3' 3' I O OH OH HO O (I-3’,II-3’)-Bis-2',4',6'-trihydroxy-4-methoxy-α,β-dihydrochalcone (299) (I-α,II-α)-Bidihydrochalcone HO OH I α OH O O α HO OH II OH Brackenin (300) Andrew G.