ISOLATION AND ANTIDIABETIC ACTIVITY OF NEW LANOSTENOIDS FROM THE LEAVES OF PSIDIUM GUAJAVA L.
DOI:
https://doi.org/10.22159//ijpps.2016.v8i9.10425Keywords:
Psidium guajava, Leaves, Lanostenoids, Structural elucidation, Antidiabetic activityAbstract
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-3β-ol-26-oic acid (2), lanost-7-en-3β, 12β-diol-26-oic acid (3), lanost-7-en-3β, 12β, 29-triol-26-oic acid (4), lanost-cis-1,7,23-trien-3β, 12β, 18, 22α-tetraol-26-oic acid (5), lanosteryl-3β-O-D-xylopyranosyl-2′-p-benzaldehyde (7) and lanost-7-en-3β-ol-26-oic acid-3β-D-glucopyranoside (8) along with the known compounds arachidic acid (1) and β-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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References
Joshi SK, Shrestha S. Diabetes mellitus a review of its associations with different environmental factors. Kathmandu University Med J 2010;8:109-15.
Patel K, Srinivasan K. Plant foods in the management of diabetes mellitus: vegetables as potential hypoglycemic agents. Nahrung 1997;41:68–74.
Marles RJ, Farnsworth NR. Antidiabetic plants and their active constituents. Phytomedicine 1995;2:137–89.
Jung M, Park M, Lee HC, Kang Y, Kang ES, Kim SK. Antidiabetic agents from medicinal plants. Curr Med Chem 2006;13:1203–18.
Shruthi SD, Roshan A, Sharma S, Timilsina SS, Sunita S. A review on the medicinal plant Psidium guajava Linn. (Myrtaceae). J Drug Delivery Ther 2013;3:162-8.
Lucky O Okunrobo, Kate E Imafidon, Adeyemi A Alabi. Phytochemical, proximate and metal content analysis of the leaves of Psidium guajava Linn (Myrtaceae). Int J Health Res 2010;3:217-21.
El-Mahmood MA. The use of Psidium guajava Linn. in treating wound, skin and soft tissue infections. Sci Res Essay 2009;4:605-11.
Anonymous. The Wealth of India. A Dictionary of Indian Raw material and Industrial products, National Institute of Science Communication and information Resources, CSIR, New Delhi; 2003. p. 286-93.
Leonti M, Vibrans H, Stiche O, Heinrich M. Ethnopharmacology of the popoluca, mexico: an evaluation. J Pharm Pharmacol 2001;53:1653-69.
Batick MJ. Ethnobotany of palms in the neotropics. In: Prance GT, Kallunki JA. editors. Advances in Economic Botany: Ethnobotany in the Neotropics. New York, USA: New York Botanical Garden; 1984. p. 9–23.
Khan MLH, Ahmad J. A pharmacognostic study of Psidium guajava L. Int J Crude Drug Res 1985;23:95–103.
Nadkarni KM, Nadkarni AK. Indian Materia Medica-with Ayurvedic, Unani-Tibbi, Siddha, Allopathic, Homeopathic, Naturopathic and Home remedies. Popular Prakashan Private Ltd., Bombay, India; 1991. p. 142-9.
Begum S, Hassan SI, Ali SN, Siddiqui BS. Chemical constituents from the leaves of Psidium guajava. Nat Prod Res 2004;18:135-40.
Latza S, Ganber D, Berger RG. Carbohydrate esters of cinnamic acid from fruits of Physalis peruviana, Psidium guajava and Vaccinium vitis-idaea. Phytochemistry 1996;43:481-5.
Matsuo NH, Koyoko SY, Nakamura, Tomita I. Identification of (+) gallocatechin as a bio-antimutagenic compound in Psidium guajava leaves. Phytochemistry 1994:36:1027-9.
Jimenez-Escrig M, Rincon M, Pulido R, Saura-Calixto F. Guava fruit (Psidium guajava L.) as a new source of antioxidant dietary fiber. J Agric Food Chem 2001;49:5489–93.
Alam S, Ali M, Alam P, Shuaib M. Phytochemical investigation of the seeds of Butea monosperma. Chem Nat Compds 2010;46:44-8.
Ali M. Techniques in terpenoid identification, Birla Publications. Delhi; 2001. p. 352-60.
Khan MA, Ali M, Alam P. Phytochemical investigation of the fruit peels of Citrus reticulata Blanco. Nat Prod Res 2010;24:610-20.
Chung IM, Ali M, Yang YM, Peebles CAM, Chun SC, Lee SJ, et al. Identification of new compounds from Catharanthus roseus hairy root culture. Bull Korean Chem Soc 2007;28:1294-8.
Szkudelski T. The mechanism of alloxan and streptozotocin action in B cells of the rat pancreas. Physiol Res 2001;50:537-46.
Upadhyay P, Pandit JK, Sukirti Upadhyay S, Ghosh AK. Studies on formulation and optimization of gastro retentive multi-particulates of glibenclamide and metformin hydrochloride for the treatment of type II diabetes mellitus using gelucire: a review. J Pharm Sci Res 2010;2:351-4.
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