Morphinan alkaloids from the leaves of Alphonsea cylindrica and their antibacterial properties
Document Type
Article
Publication Date
1-1-2023
Abstract
A phytochemical study has been carried out on CH (2) Cl (2) extract of Alphonsea cylindrica leaves, resulting in the isolation of three new morphinan alkaloids. They are kinomenine ( 1 ), N -methylkinomenine ( 2 ), and hydroxymethylkinomenine ( 3 ). The structures of these compounds were elucidated by extensive spectroscopic analysis (1D and 2D NMR, IR, UV, HRESIMS) and comparison with the data reported in literature for similar alkaloids. Kinomenine ( 1 ) and N -methylkinomenine ( 2 ) showed weak inhibition against S. aureus (MIC values of 1 and 2 = 500 mu g/mL; pIC (50) values in 95% C. I. of: 1 = 2.9 to 3.0; 2 = 2.9 to 3.1), while kinomenine ( 1 ) also showed weak inhibition against E. coli (MIC values of 1 = 500 mu g/mL; pIC (50) value in 95% C. I. of: 1 = 2.9) by broth microdilution method. The results obtained can be used as future referencefor the discovery of morphinans and the potential of A. cylindrica as an antibacterial source.
Keywords
Annonaceae, Alphonsea cylindrica, Morphinan alkaloids, Kinomenine, Antibacterial properties
Divisions
chemistry,cenar
Funders
Tunku Abdul Rahman University College Internal Research Grant (Grant No: UC/I/G2017-00022),Universiti Malaya Research Grant (Grant No: GPF039A-2020)
Publication Title
Planta Medica
Volume
89
Issue
01
Publisher
Georg Thieme Verlag KG
Publisher Location
RUDIGERSTR 14, D-70469 STUTTGART, GERMANY