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The genus Cinnamomum

The genus Cinnamomum

The genus Cinnamomum

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R<br />

OH<br />

4<br />

HO<br />

O<br />

O<br />

O<br />

OH<br />

Chemistry of Cinnamon and Cassia 109<br />

I II<br />

OH<br />

Cinncassiol C1<br />

R = OH<br />

Cinncassiol C1 glucoside<br />

R = O Glu<br />

HO<br />

HO<br />

6<br />

HO<br />

8<br />

HO<br />

O<br />

O<br />

O<br />

Cinncassiol C 3<br />

O H<br />

Cinncassiol D3<br />

OH<br />

OH<br />

OH<br />

OH<br />

19<br />

OH<br />

O<br />

Cinnamon bark also contains large amounts of condensed tannins. Morimoto et al.<br />

(1986a,b) suggested that condensed tannin is the main component responsible for the<br />

medicinal effect of cinnamon bark. Tannins form a large group of poly-phenolic<br />

compounds, and are generally classified into two groups – (1) hydrolysable tannins<br />

which are esters composed of polyphenolic acids (eg: gallic acid and hexahydroxydiphenic<br />

acid) and glucose (or some other sugar or polyalcohol); and (2) condensed<br />

tannins, which are condensates of flavan units, such as ()-catechin and ()-epicatechin.<br />

Cinnamon and cassia barks contain condensed tannins, which are also known as<br />

OR′<br />

18<br />

20<br />

RO<br />

13<br />

17<br />

O<br />

HO<br />

HO<br />

7<br />

OH<br />

OH<br />

OH<br />

HO<br />

5 Cinncassiol C2<br />

R = H<br />

Cinncassiol C2 glucoside<br />

R = Glu<br />

HO<br />

H<br />

O H<br />

R<br />

Cinncassiol D 1<br />

R, R′ = H<br />

Cinncassiol D1 glucoside<br />

R = H , R′ = glu<br />

Cinncassiol D2<br />

R = OH , R′ = H<br />

Cinncassiol D 2 glucoside<br />

R = OH, R′ = glu<br />

HO<br />

OH<br />

11<br />

12<br />

14<br />

7<br />

8<br />

OH<br />

O<br />

6<br />

10<br />

9<br />

16<br />

Cinncassiol E I<br />

Figure 3A.2 Secondary metabolites from barks of cinnamon and cassia (see text for explanation).<br />

9<br />

5<br />

OH<br />

4<br />

OH<br />

1<br />

OH<br />

15<br />

OH<br />

2<br />

3

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