Title

Parvifloranines A and B, Two 11-Carbon Alkaloids from Geijera parviflora

Document Type

Article

Publication details

Shou, Q, Banbury, LK, Renshaw, DE, Smith, JE, He, X, Dowell, A, Griesser, HJ, Heinrich, M & Wohlmuth, H 2013, 'Parvifloranines A and B, Two 11-Carbon Alkaloids from Geijera parviflora', Journal of Natural Products, vol. 76, no. 7, pp. 1384-1387.

Published version available from:

http://dx.doi.org/10.1021/np400376r

Peer Reviewed

Peer-Reviewed

Abstract

Two novel alkaloids (parvifloranines A and B), possessing an unusual 11-carbon skeleton linked with amino acids, were isolated from Geijera parviflora, an endemic Australian Rutaceae. Their structures were elucidated by extensive spectroscopic measurements including 2D NMR analyses. Parvifloranine A was found to be a mixture of two enantiomers, (S)-1 and (R)-1, in a ratio of 1:4, based on their separation using a chiral column. Parvifloranine B is also believed to be a mixture of enantiomers. Proposed biosynthetic pathways are discussed. Parvifloranine A inhibited the synthesis of nitric oxide in LPS-stimulated RAW 264.7 macrophages with an IC50 value of 23.4 μM.