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Saponin & các dược liệu chứa saponin by TS. Sáu Kình (2016)

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29 30<br />

29 30<br />

<br />

28<br />

HO 3<br />

12<br />

Oleanan → β-amyrin<br />

HO<br />

3<br />

24<br />

19 20 21<br />

12 18<br />

13<br />

22<br />

25 26 17<br />

1<br />

COOH<br />

15 28<br />

16<br />

27<br />

23<br />

→ acid oleanolic<br />

HO<br />

3<br />

19 20 21<br />

12 18<br />

13<br />

22<br />

25 26 17<br />

1<br />

COOH<br />

15 28<br />

16<br />

27<br />

CH 2OH<br />

24 23<br />

hederagenin<br />

23 24<br />

30<br />

19<br />

20 21<br />

12<br />

18<br />

11<br />

13<br />

22<br />

25 26 17<br />

1<br />

28<br />

9 14<br />

16<br />

2<br />

10 8 15<br />

27<br />

3 4 6<br />

5<br />

7<br />

29<br />

← Khung Lupan<br />

R = H: Lupeol →<br />

R = CH 2<br />

OH: Betulin →<br />

R = COOH: acid Betulinic →<br />

HO<br />

3<br />

A<br />

29<br />

30 20<br />

<br />

C<br />

B<br />

D<br />

E<br />

R<br />

28<br />

Ursan → α-amyrin<br />

→ acid ursolic<br />

acid quinovic<br />

All = 8 nhóm methyl<br />

29<br />

29<br />

29<br />

HO<br />

3<br />

<br />

12<br />

30<br />

28<br />

HO<br />

3<br />

1<br />

30<br />

12<br />

13<br />

25 26<br />

27<br />

19<br />

20 21<br />

15<br />

18<br />

17<br />

22<br />

COOH<br />

28<br />

16<br />

HO<br />

3<br />

1<br />

12<br />

30<br />

13<br />

19<br />

18<br />

20<br />

21<br />

22<br />

25 26 17<br />

COOH<br />

15 28<br />

16<br />

COOH<br />

27<br />

1<br />

2<br />

3 4<br />

19<br />

12<br />

18<br />

11<br />

13<br />

25 26<br />

9<br />

28<br />

10 8 15<br />

27<br />

6<br />

5<br />

7<br />

20<br />

17<br />

16<br />

30<br />

21<br />

22<br />

29<br />

←Khung Hopan<br />

Diplopten →<br />

<br />

24<br />

23<br />

24<br />

23<br />

21<br />

23 24<br />

22<br />

• Trong 5 vòng A, B, C, D, E: vòng E có thể là 6 cạnh hay 5 cạnh.<br />

• 4 vòng A-D: có 6 nhóm Me (lưu ý: gem-dimethyl ở vòng A).<br />

• E 6 cạnh: thêm 2 nhóm Me (geminal: Oleanan, vicinal: Ursan).<br />

• E 5 cạnh: thêm 2 nhóm Me / isopropyl (↑: Lupan; ↓: Hopan).<br />

• Tổng cộng: 30 C (trong đó có 8 nhóm Me; ≠ sap. steroid).<br />

30<br />

29<br />

29<br />

30<br />

20<br />

E<br />

30<br />

20<br />

E<br />

29<br />

20<br />

19 21<br />

E<br />

22<br />

19<br />

20<br />

E 21<br />

22<br />

29<br />

30<br />

Oleanan<br />

( 2 singlet x 3H)<br />

Ursan<br />

(2 doublet x 3H)<br />

Lupan<br />

(1 doublet 6H)<br />

Hopan<br />

(1 doublet 6H)<br />

23 24

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