Diterpenoids from Azorella madreporica and Their Antibacterial Activity

Abstract

Two new diterpenoids, mulin-12-en-16-al-20-oic acid and 13-α-hydroxy-mulin-11-en-14-one-20-oic acid, were isolated from Azorella madreporica. Their structures were identified on the basis of one-dimensional and two-dimensional NMR experiments. Their antibacterial activity was also tested.

Key words

Azorella madreporica - Apiaceae - diterpenoids - mulinane - antibacterial activity

References

• 1 Wächter G A, Franzblau S G, Montenegro G, Suarez E, Fortunato R H, Saavedra E, Timmermann B N. A new antitubercular mulinane diterpenoid from Azorella madreporica Clos.  J Nat Prod. 1998;  61 965-968
• 2 Loyola L A, Bórquez J, Morales G, San-Martin A, Manríquez V, Boys D, Darias J. Yaretol, a norditerpenoid from Azorella madreporica.  J Nat Prod. 2002;  65 1678-1680
• 3 Loyola L A, Bórquez J, Morales G, San-Martin A, Darias J. Madreporanone, a unique diterpene with a novel skeleton from Azorella madreporica.  Tetrahedron Lett. 2002;  43 6359-6362
• 4 Loyola L A, Bórquez J, Morales G, San-Martin A. Mulinolic acid, a diterpenoid from Mulinum crassifolium.  Phytochemistry. 1996;  43 165-168
• 5 Jorgensen J H, Turnidge J D, Washington J A. Antibacterial susceptibility tests. Murray PR, Baron EJ, Pfaller MA, Tenover FC, Yolken RH Manual of clinical microbiology. Washington; American Society for Microbiology 1999: 1526-1543
• 6 Loyola L A, Bórquez J, Morales G, San-Martin A. Diterpenoids from Azorella compacta.  Phytochemistry. 1997;  44 649-651
• 7 Chiaramello A I, Ardanaz C E, Garcia E E, Rossomando P C. Mulinane-type diterpenoids from Mulinum spinosum.  Phytochemistry. 2003;  63 883-886
• 8 Areche C, Loyola L A, Bórquez J, Rovirosa J, San-Martin A. Microbial transformation of the diterpene mulin-11,13-dien-20-oic acid by Mucor plumbeus.  Magn Reson Chem. 2008;  46 765-768
• 9 Wächter G A, Matooq G, Hoffmann J J, Maiese W M, Singh M P, Montenegro G, Timmermann B N. Antibacterial diterpenoid acids from Azorella compacta.  J Nat Prod. 1999;  62 1319-1321