Planta Medica International Open 2017; 4(S 01): S1-S202
DOI: 10.1055/s-0037-1608029
Lecture Session – Bioactive Natural Products I
Georg Thieme Verlag KG Stuttgart · New York

Flavonoids from Friesodielsia desmoides and their NO production inhibitory

S Laphookhieo
1   Natural Products Research Laboratory, School of Science, Mae Fah Luang University, Chiang Rai, Thailand
,
P Meesakul
1   Natural Products Research Laboratory, School of Science, Mae Fah Luang University, Chiang Rai, Thailand
,
K Pudhom
2   Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand
,
S Pyne
3   School of Chemistry, University of Wollongong, Wollongong, Wollongong, Australia
› Author Affiliations
Further Information

Publication History

Publication Date:
24 October 2017 (online)

 

Friesodielsia is a small genus belonging to the Annonaceae family which is distributed in Africa and Asia. Many types of secondary metabolites are produced from this genus including flavonoids, chalcones, alkaloids, benzyl benzoate derivatives and sesquiterpenes [1,2]. Some of these compounds show interesting biological properties, such as antiplasmodial and cytotoxicity activities. F. desmoides (Craib) Steenis is a small tree or shrub which is grown as an ornamental plant in Thailand. To the best of our knowledge, this is the first report of phytochemical investigations of this plant. The crude extracts of the leaves and twigs of F. desmoides were separated by column chromatography using various stationary phases to yield three new flavan-flavanone hybrids, friesodielsones A-C (1-3), along with 18 known compounds [3]. The structures of compounds 1-3 were elucidated by intensive analysis of spectroscopic data and their absolute configurations were determined by CD spectroscopy and biosynthesis considerations. Two compounds significantly exhibited NO production with the IC50 values of 10.21 ± 0.074 and 7.56 ± 0.087µM, two others were moderate inhibitors (IC50= 28.14 – 37.21µM).

[1] Prawat U, Phupornprasert D, Butsuri A, Salae AW, Boonsri S, Tuntiwachwuttikul P. Phytochemitry Lett 2012; 5, 809 – 813.

[2] Fleischer TC, Waigh RD, Waterman PG. Phytochemistry 1997; 44, 315 – 318.

[3] Meesakul P, Pudhom K, Pyne SG, Laphookhieo S. RSC Adv 2017; 7, 17545 – 17550.