Affiliations 

  • 1 Department of Physical Science, Faculty of Applied Sciences, Tunku Abdul Rahman University College, Kuala Lumpur, Malaysia
  • 2 Faculty of Applied Sciences, Tunku Abdul Rahman University College, Kuala Lumpur, Malaysia
  • 3 Chemistry Division, Centre for Foundation Studies in Science, Universiti Malaya, Kuala Lumpur, Malaysia
  • 4 Department of Chemistry, Faculty of Science and Mathematics, Universiti Pendidikan Sultan Idris, Tanjong Malim, Perak, Malaysia
Planta Med, 2023 Jan;89(1):79-85.
PMID: 35288885 DOI: 10.1055/a-1797-0548

Abstract

A phytochemical study has been carried out on CH2Cl2 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 µg/mL; pIC50 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 µg/mL; pIC50 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.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.