Planta Med 2015; 81(12/13): 1128-1132
DOI: 10.1055/s-0035-1546036
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Antiplasmodial Isoflavanes and Pterocarpans from Apoplanesia paniculata [*]

Qingxi Su
1   Department of Chemistry and Virginia Tech Center for Drug Discovery, Virginia Tech, Blacksburg, Virginia, United States
,
Priscilla Krai
2   Department of Biochemistry and Virginia Tech Center for Drug Discovery, Virginia Tech, Blacksburg, Virginia, United States
,
Michael Goetz
3   Natural Products Discovery Institute, Doylestown, Pennsylvania, United States
,
Maria B. Cassera
2   Department of Biochemistry and Virginia Tech Center for Drug Discovery, Virginia Tech, Blacksburg, Virginia, United States
,
David G. I. Kingston
1   Department of Chemistry and Virginia Tech Center for Drug Discovery, Virginia Tech, Blacksburg, Virginia, United States
› Author Affiliations
Further Information

Publication History

received 24 February 2015
revised 02 April 2015

accepted 07 April 2015

Publication Date:
27 May 2015 (online)

Abstract

Bioassay-guided fractionation of an EtOH extract of the roots of the plant Apoplanesia paniculata (Fabaceae) led to the isolation of the three known compounds amorphaquinone (1), pendulone (2), and melilotocarpan C (3), and the two new pterocarpans 4 and 5. Compounds 1 and 2 exhibited good antiplasmodial activity with IC50 values of 5.7 ± 1.5 and 7.0 ± 0.8 µM, respectively. Compound 3 exhibited weak antiplasmodial activity (41.8 ± 5.2 µM), while compounds 4 and 5 were inactive. Compound 6 was synthesized to confirm the structure of 5, and it showed enhanced antiplasmodial activity (15.8 ± 1.4 µM) compared to its analogues 35.

* Dedicated to Professor Dr. Dr. h. c. mult. Adolf Nahrstedt on the occasion of his 75th birthday.


Supporting Information