Abstract
The structure previously assigned to the phenolic noraporphine alkaloid, (-)-norannuradhapurine has been confirmed by a total synthesis of the racemic alkaloid in which the key step involved the formation of the C ring by a radical-initiated cyclization. although inactive against Staphylococcus aureus ATCC25932, Escherichia coli ATCC10536 and Candida albicans ATCC90028, (±)-norannuradhapurine inhibits the production of NO, PGE2, TNF-a, IL-1b and IL-6 and the expression of iNOS and COX-2 in RAW 264.7 macrophages stimulated with LPS in vitro.
Highlights
(-)-norannuradhapurine has been confirmed by a total synthesis of the racemic alkaloid in which the key step involved the formation of the C ring by a radical-initiated cyclization
(-)-norannuradhapurine has exhibited a broad spectrum of growth inhibitory activities against murine and human leukemic cells with IC50 values around 3mM and it has strong inhibitory effects on DNA, RNA and protein biosynthesis [4]
The strategy employed for the synthesis of (±)-norannuradhapurine (1a) was based on the construction of ring C by a radical-initiated cyclization which has proved successful in the syntheses of other aporphine alkaloids [5,6,7,8] (Scheme 1)
Summary
(-)-norannuradhapurine has been confirmed by a total synthesis of the racemic alkaloid in which the key step involved the formation of the C ring by a radical-initiated cyclization. (±)-Norannuradhapurine (1–5 mg/mL) inhibited the production of PEG2 in RAW 264.7 cells stimulated with LPS in a concentration-dependent manner (Figure 2).
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
