Leptanoine D, a New Quinoline Alkaloid from the Australian Tree Pitaviaster haplophyllus (Rutaceae)
Luke P. Robertson
A B , Vivek Makwana C , Tanja M. Voser A B , Darren C. Holland A B and Anthony R. Carroll A B D
+ Author Affiliations
- Author Affiliations
A Environmental Futures Research Institute, Griffith University, Southport, Gold Coast, Qld 4222, Australia.
B Griffith Institute for Drug Discovery, Griffith University, Nathan, Brisbane, Qld 4111, Australia.
C School of Pharmacy and Pharmacology, Griffith University, Southport, Gold Coast, Qld 4222, Australia.
D Corresponding author. Email: a.carroll@griffith.edu.au
Australian Journal of Chemistry 74(3) 173-178 https://doi.org/10.1071/CH20125
Submitted: 20 April 2020 Accepted: 28 July 2020 Published: 21 August 2020
Abstract
One new furoquinoline alkaloid, leptanoine D (1) and nine known alkaloids 2–10 were isolated from Pitaviaster haplophyllus. Leptanoine D (1) contains a typically unstable vinyl ether moiety and was structurally elucidated based on 2D NMR, (+)-HR-ESI-MS, and ECD data. The structures of the known furoquinoline alkaloids leptanoine A (11) and B (12) have also been revised. Compounds 1–10 were screened against three species of bacteria (Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli), however they showed no activity at the highest dose tested (32 µg mL−1). The compounds were also evaluated for anti-proliferative action against PC-3 and WPMY-1 cells, with 7–9 displaying weak activity at 100 μM.
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