1.4 Esteroles

1

1.5 Colesterol

2

β-sitosterol colesterol

Behrman, E. J.; Gopalan, V. Journal of Chemical Education, 2005, 82, 1791-1793.

estigmasterol campesterol

C29-esterol

3

Medicinal Natural Products. Paul M Dewick, 2002 John Wiley & Sons, Ltd. England. 4

5 Medicinal Natural Products. Paul M Dewick, 2002 John Wiley & Sons, Ltd. England.

6 Medicinal Natural Products. Paul M Dewick, 2002 John Wiley & Sons, Ltd. England.

7

Formula Weight : 412.69Formula : C29H48O

estigmasterol

8

9

10

HPLC

11

12

13

Cañabate-Díaz, B.; Carretero, S. A.; Fernández-Gutiérrez, A.; Belmonte, V. A.; Garrido, F. A.; Martínez, V. J. L.;

Duran, M. J. Separation and determination of sterols in olive oil by HPLC-MS. Food Chemistry, 2007, 10, 593-598.

14

Formula Weight : 386.65 g/molFormula : C27H46O Formula Weight : 412.69 g/mol

Formula : C29H48O

Formula Weight : 414.71g/molFormula : C29H50O

Formula Weight : 416.72 g/molFormula : C29H52O

Formula Weight : 412.69 g/molFormula : C29H48O

Formula Weight : 442.72 g/molFormula : C30H50O2

Formula Weight : 442.72 g/molFormula : C30H50O2

colesterolestigmasterol

-sitosterol

sitostanolfucosterol eritrodiol uvaol

lanosterol

C30-esterol

15

5-avenasterol 16

ergosterol

C28-esterol

17

D2 ergocalciferol D3 cholecalciferol

ergosterol

1.6 Grupo de la vitamina D

18

19 Medicinal Natural Products. Paul M Dewick, 2002 John Wiley & Sons, Ltd. England.

D3 cholecalciferol

?

20

21

Law, M. Plant sterol and stanol margarines and health. Brit. Med. J., 2000, 320, 861–864.

22

1.7 Esteroides anabólicos

23

24

Structural modifications to the A- and B-rings of testosterone which increase

anabolic activity; substitution at C-17 confers oral or depot activity (i.m. =

intramuscular)

Steroid Analysis. Edited by H.L.J. MAKIN, D.B. GOWER. Springer Dordrecht Heidelberg London New York.

25

3: Diosgenin

4: Progesterone

5: Cortisone

6: 11α-hydroxyprogesterone

26

1.8 Cardenolides

A B

C D1

2

3

45

67

89

10

11

1218

27

28

Steroid Analysis. Makin H.L.J.; Gower, D.B. 2th Edition. Springer. 2010. UK.

R = H; digitoxin isolated from foxglove (Digitalis purpurea)

R = OH; digoxin from D. lanata; widely used treatment for heart failure

29

Convallatoxin, from lily of the valley (Convallaria majalis)

30

31

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Medicinal Natural Products. Paul M. Dewick, 2002 John Wiley & Sons, Ltd. 33

1.9 Sapogeninas

Diosgenina

iso 25R

They are found in many monocotyledon

families, especially the Dioscoreaceae (e.g.

Dioscorea), the Agavaceae (e.g. Agave,

Yucca) and the Liliaceae (e.g. Smilax,

Trillium).

Medicinal Natural Products. Paul M Dewick, 2002 John Wiley & Sons, Ltd. England. 34

Medicinal Natural Products. Paul M. Dewick, 2002 John Wiley & Sons, Ltd.

35

Agave sisalana

36 Medicinal Natural Products. Paul M. Dewick, 2002 John Wiley & Sons, Ltd.

37 Medicinal Natural Products. Paul M. Dewick, 2002 John Wiley & Sons, Ltd.

38 Medicinal Natural Products. Paul M. Dewick, 2002 John Wiley & Sons, Ltd.

39 Medicinal Natural Products. Paul M. Dewick, 2002 John Wiley & Sons, Ltd.

1.10 Alcaloides esteroidales

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42