Isolation and Characterizations of a Pentacyclic Glycoside from Methanolic Fraction of Allium sativum (Purple Garlic)  Bulbs

Authors

Keywords:

Medicinal plant; Allium sativum; chromatography; isolation; spectroscopy

Abstract

This study reports the isolation and structural elucidation of a novel pentacyclic glycoside from the methanolic extract of air-dried cloves of Allium sativum (purple garlic), a medicinal plant extensively utilized in traditional medicine for the management of inflammation, gastrointestinal disturbances, respiratory tract infections, asthma, hay fever, and related ailments. The compound, identified as a derivative of a pentacyclic triterpenoid, bears the IUPAC name (2R,3R,4R,5R,6R)-6’-(hydroxymethyl)-1-methyl-(20-(tert-pentyl)-19 -(m-tolyl)-7,8,9,10,11,12,13,14,15, 16, 17, 18, 19,  20, 21, 22-hexadecahydropicenyl) oxy)tetrahydro-2H-pyran-2,3,4-triol. Its isolation was achieved through chromatographic techniques, and its structural features were characterized using a comprehensive suite of spectroscopic methods, including FTIR, ^1H and ^13C NMR, HSQC, and LC-MS. Spectral data revealed characteristic signals for methine, hydroxymethine, glycosidic, aromatic, and aliphatic functional groups, with HSQC establishing clear carbon-proton connectivity. FTIR analysis confirmed the presence of hydroxyl, ether, and aromatic functionalities, while mass spectrometry indicated a molecular ion peak consistent with the molecular formula C₃₂H₅₄O₇ and a molecular weight of 546.5 g/mol. This is the first report of the isolation of this glycosylated oleanane derivative from Allium sativum, further enriching the phytochemical knowledge of the plant and supporting its traditional therapeutic applications.

Author Biographies

  • Chinwendu Olive Ozoeze, Michael Okpara University of Agriculture, Umudike, P.M. B. 7267. Umuahia, Abia State.

    Department of Chemistry

  • Okenwa Uchenna Igwe, Michael Okpara University of Agriculture, Umudike, P.M. B. 7267. Umuahia, Abia State.

    Department of Chemistry

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Published

2025-03-14

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