ISOLATION AND ANTIDIABETIC ACTIVITY OF NEW LANOSTENOIDS FROM THE LEAVES OF PSIDIUM GUAJAVA L.
Objective: Diabetes mellitus is a chronic metabolic disease which affects our body's ability to use the energy found in food. Our study was planned to isolate chemical constituents from the leaves of Psidium guajava L. (Myrtaceae), to characterize their structures and to investigate their antidiabetic activity.
Methods: The air-dried leaf powder was exhaustively extracted with methanol in a Soxhlet apparatus. The concentrated leaf extact was adsorbed on silica gel (60-120 mesh) for the preparation of a slurry. The dried slurry was chromatographed over silica gel column packed in petroleum ether. The column was eluted with petroleum ether, chloroform and methanol, successively, in order of increasing polarity to isolate the compounds. These natural constituents were tested for the antidiabetic activity in STZ-induced diabetic models.
Results: Six new lanosterol-type triterpenoids characterized as lanost-7-en-3Î²-ol-26-oic acid (2), lanost-7-en-3Î², 12Î²-diol-26-oic acid (3), lanost-7-en-3Î², 12Î², 29-triol-26-oic acid (4), lanost-cis-1,7,23-trien-3Î², 12Î², 18, 22Î±-tetraol-26-oic acid (5), lanosteryl-3Î²-O-D-xylopyranosyl-2â€²-p-benzaldehyde (7) and lanost-7-en-3Î²-ol-26-oic acid-3Î²-D-glucopyranoside (8) along with the known compounds arachidic acid (1) and Î²-sitosterol xylopyranoside (6) were isolated from the leaves. The compounds 2, 3, 4 and 8 exhibited significant antidiabetic activity against streptozotocin-induced diabetic rats.
Conclusion: The leaves of P. guajava possessed antidiabetic lanostene-type triterpenoids.
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