Chemical constituents of Stereospermum acuminatissimum and their urease and α-chymotrypsin inhibitions

Abstract: Phytochemical investigation of the stem bark of Stereospermum acuminatissimum K. Schum. resulted in the isolation of 21 compounds, including two new guanine derivatives, 1,3,7-trimethylguanin-1/3-ium (1) and 3,7-dimethylguanin-1/3-ium (2), and one new phenolic long chain ester, 2-(4-hydrox...

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Bibliographic Details
Published in:Fitoterapia Vol. 83; no. 1; pp. 204 - 209
Main Authors: Ramsay, Kamdem Soup T., Wafo, Pascal, Ali, Zulfiqar, Khan, Ajmal, Oluyemisi, Ogbole O., Marasini, Bishnu P., Khan, Ikhlas A., Bonaventure, Ngadjui T., Choudhary, M. Iqbal, Atta-ur-Rahman
Format: research Journal Article
Published: Elsevier B.V. Jan2012
Online Access:View this record in EBSCOhost
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Summary:Abstract: Phytochemical investigation of the stem bark of Stereospermum acuminatissimum K. Schum. resulted in the isolation of 21 compounds, including two new guanine derivatives, 1,3,7-trimethylguanin-1/3-ium (1) and 3,7-dimethylguanin-1/3-ium (2), and one new phenolic long chain ester, 2-(4-hydroxyphenyl)ethyl hentriacontanoate (3). The known compounds were identified as sterequinones A, F, and H (4, 5, and 6), zenkequinones A-B (7–8), p-coumaric acid (9), methyl caffeate (10), caffeic acid (11), psilalic acid (12), syringaldehyde (13), norviburtinal (14), specioside (15), verminoside (16), tyrosol (17), eutigoside A (18), ellagic acid (19), atranorin (20), and ursolic acid (21). The metabolites were screened for their potential against urease and α-chymotrypsin enzymes, as urease is targeted in peptic ulcer while α-chymotrypsin is used to remove protein debris in ulcer. Compound 20 was found to be excellent urease inhibitor with IC50 value of 18.2±0.03μM. Compounds 13 and 18–20 are reported for the first time from the genus Stereospermum. The chemotaxonomic significance of the isolated compounds was also described.