Abstract
Three new compounds, 15-acetoxy-12-hydroxy-16-methyl-labda-8(17),13E-diene (1), ent-labda-8(17),13-dien-15,16-olid-19-oic acid methyl ester (2), and 12-hydroxy-labda-8(17),13-dien-15,16-olide (3), together with two known compounds, 19-acetoxy-ent-labda-8(17),13-dien-15,16-olide (4), and 16-acetoxy-12,15-epoxy-15ß-hydroxy-labda-8(17),13(16)-diene (5) were isolated from the stem bark of Turraeanthus mannii (Meliaceae). The structures of compounds 1 - 3 were elucidated by analysis of the spectroscopic data. The crude methanol extract
and compound 5 exhibited weak antibacterial and antifungal activity.
Key words
Turraeanthus mannii
- Meliaceae - antibacterial activity - antifungal activity - diterpenes - labdanes
References
- 1 Letouzey R. Manuel de botanique forestier. Afrique Tropicale, Tome 2B. Familles
(2eme partie). Nogent-sur-Marne; Centre Technique Forestier Tropical 1972.
- 2 Données Statistiques des Produits Non-Ligneux au Cameroun: Available at http://www.fao.org/DOCREP/003/X6699F02.htm
. Accessed in 2006.
- 3 Bevan C WL, Ekong D EU, Halsall T G, Toft P. The structure of turraeanthin, an oxygenated
tetracyclic triterpene monoacetate. J Chem Soc (C) 1967: 820-8.
- 4
Vardamides J C, Dongmo A B, Meyer M, Ndom J C, Azebaze A GB, Zounda M RS. et al .
Alkaloids from the stem bark of Turraeanthus africanus (Meliaceae).
Chem Pharm Bull.
2006;
54
1034-6.
- 5
Tane P, Akam M T, Tsopmo A, Ndi P C, Sterner O.
Two labdane diterpenoids and a seco-tetranortriterpenoid from Turraeanthus africanus
.
Phytochemistry.
2004;
65
3083-7.
- 6
Tatsimo S JN, Tane P, Srinivas P V, Sondengam B L, Melissa J, Okunji O C. et al .
Novel antimicrobial diterpenoids from Turraeanthus africanus
.
Planta Med.
2005;
71
1145-51.
- 7
Zdero C, Bohlmann F, King R M.
Ent-labdanes, manoyloxide and helipterol derivatives from Chrysocephalum ambiguum
.
Phytochemistry.
1992;
31
1631-8.
- 8
Tayman F S, Atsu Barku V Y, Opoku-Boahen Y, Seifert K, Grote D.
Isolation of ent-labdane (+)-12,15-epoxylabda-8(17),12,14-trien-16-yl acetate from the seeds of Turraeanthus africanus and its cytostatic/effect on the growth of cancer cells in vitro
.
Chem Nat Comp.
2006;
42
46-8.
- 9
Sethi A, Khare A, Khare M P.
A labdane diterpene and its glycoside from Melodinus monogynus
.
Phytochemistry.
1988;
27
2255-9.
- 10
Ahmed M, Ahmed A A.
Terpenoids from Conyza stricta
.
Phytochemistry.
1990;
29
2715-6.
- 11
Barrero A F, Herrador M M, Arteaga P, Rosas-Romero A, Arteaga J F.
Antioxidant activity of diterpenes and polyphenols from Ophryosporus heptanthus
.
J Agric Food Chem.
2006;
54
2537-42.
- 12
Zdero C, Bohlmann F.
Macrolide diterpenes and other ent-labdanes from Corymbium villosum
.
Phytochemistry.
1988;
27
227-31.
- 13
Cangiano T, Della Greca M, Fiorentino A, Isidori M, Monaco P, Zarrelli A.
Lactone diterpenes from the aquqtic plant Potamogeton natans
.
Phytochemistry.
2001;
56
469-73.
- 14
O’Mathúna P D, Doskotch R W.
Five new labdane diterpenes from Amphiachyris amoena
.
J Nat Prod.
1994;
57
1382-90.
- 15
Zdero C, Ahmed A A, Bohlmann F, Mungai G M.
Diterpenes and sesquiterpene xylosides from east African Conyza species.
Phytochemistry.
1990;
29
3167-72.
Juliette Catherine Vardamides
Department of Organic Chemistry
University of Douala
P.O. Box 24157
Douala
Cameroon
Telefon: +237-791-9603
Fax: +237-340-7569
eMail: jucthmas@yahoo.fr