Antibacterial 5α-Spirostane Saponins from the Fruit of Cordyline manners-suttoniae

J Nat Prod. 2019 Oct 25;82(10):2809-2817. doi: 10.1021/acs.jnatprod.9b00502.

Trong D Tran ¹, Malin A Olsson ², Md Abu Choudhury ² ³, David J McMillan ², Jason K Cullen ⁴, Peter G Parsons ⁴, Paul V Bernhardt ⁵, Paul W Reddell ⁶, Steven M Ogbourne ¹

Affiliations

1 GeneCology Research Centre , University of the Sunshine Coast , Maroochydore DC , Queensland 4558 , Australia.
2 School of Health and Sports Sciences , University of the Sunshine Coast , Maroochydore DC , Queensland 4558 , Australia.
3 The University of Queensland , UQ Centre for Clinical Research (UQCCR), Herston , Queensland 4059 , Australia.
4 QIMR Berghofer Medical Research Institute , Locked Bag 2000, PO Royal Brisbane Hospital , Brisbane , Queensland 4029 , Australia.
5 School of Chemistry and Molecular Biosciences , University of Queensland , Brisbane , Queensland 4072 , Australia.
6 QBiotics Limited , PO Box 1, Yungaburra , Queensland 4884 , Australia.

PMID: 31596585 DOI: 10.1021/acs.jnatprod.9b00502

Abstract

Antibacterial-activity-guided fractionation of a dichloromethane extract from the fruit of Cordyline manners-suttoniae and subsequent structure-activity investigations resulted in the identification of 10 new (1-10) and one known (11) 5α-spirostane saponin. The structures of the new compounds were established by 1D and 2D NMR analyses. The absolute configurations of the isolated compounds were determined by X-ray diffraction analysis or chemical derivatizations. The most active compound, suttonigenin F (6), inhibited the Gram-positive bacteria Staphylococcus aureus with MIC₇₅ values that were comparable to those of the Antibiotic chloramphenicol. Structure-activity relationships were also obtained from the assessment of Antibacterial and cytotoxic activities of the isolated saponins.

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