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Research Project: Discovery and Development of Natural Products for Pharmaceutical and Agrochemical Applications II

Location: Natural Products Utilization Research

Title: Potent antitrypanosomal triterpenoid saponins from Mussaenda luteola

item MOHAMED, SHAYMAA - University Of Mississippi
item BACHKEET, ENAAM - University Of Mississippi
item BAYOUMI, SOAD - University Of Mississippi
item JAIN, SURENDRA - University Of Mississippi
item CUTLER, STEPHEN - University Of Mississippi
item TEKWANI, BABU - University Of Mississippi
item ROSS, SAMIR - University Of Mississippi

Submitted to: Fitoterapia
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 10/29/2015
Publication Date: 10/30/2015
Citation: Mohamed, S.M., Bachkeet, E.Y., Bayoumi, S.A., Jain, S., Cutler, S., Tekwani, B.L., Ross, S.A. 2015. Potent antitrypanosomal triterpenoid saponins from Mussaenda luteola. Fitoterapia. 107:114-121.

Interpretive Summary: Five new triterpenoidal saponins were isolated from aerial parts of Mussaenda luteola Delile (family Rubiaceae). Structural elucidation was based on the analysis of spectroscopic data (1D and 2D NMR) and HR-ESIMS. Four compounds showed potent antitrypanosomal activity with IC50 values much higher than the positive control (DMFO).

Technical Abstract: Five new triterpenoid saponins, heinsiagenin A 3-O-[a-L-rhamnopyranosyl-(1->2)-Beta-D-glucopyranosyl-(1->2)]-B-D-glucopyranoside (1), heinsiagenin A 3-O-[a-L-rhamnopyranosyl-(1->2)-B-D-glucopyranosyl- (1->2)]-[B-D-glucopyranosyl-(1-4)]-B-D-glucopyranoside (2). 2a-hydroxyheinsiagenin A 3-o-[a-L-rhamnopyranosyl-(1->2)-B-D-glucopyranosyl-(1->2)]-B-D-glucopyranoside (4) and N-(2S, 3R, 4R-3-methyl-4-pentanolid-2pyl)-18-hydroxylanosta-8 (9), 22E, 24E-trien-27-amide-3-O-[a-L-rhamnopyranosyl-(1->2)]-[B-D-glucopyranosyl-(1->2)]-[B-D-glucopyranosyl-(1->4)]-B-D-glucopyranoside (5) were isolated from the aerial parts of Mussaenda luteola Delile (Rubiaceae).Structural elucidation was based on the analysis of spectroscopic data (1D and 2D NMR) and HR-ESI-MS. Compound 1 showed potentantitrypanosomal activity with IC50 values ranging between (2.57-2.84um) and IC90 values ranging between (3.36-4.35um) which are 5 fold greater than the positive control DFMO (IC50 and IC90 values of 13.06 and 28.99 um, respectively). Compounds 1 and 2 showed moderate affinity to u-opiod receptors with Ki values of 9.936 um and 0.872 um, respectively compared to a Ki value of 1.958 nm for the positive control, naloxone HCI.