title: Potent antitrypanosomal triterpenoid saponins from Mussaenda luteola.
abstract: Five new triterpenoid saponins, heinsiagenin A 3-O-[α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl-(1→2)]-β-d-glucopyranoside (1), heinsiagenin A 3-O-[α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl-(1→2)]-[β-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside (2), 2α-hydroxyheinsiagenin A 3-O-[α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl-(1→2)]-β-d-glucopyranoside (3), 2α-hydroxyheinsiagenin A 3-O-[β-d-glucopyranosyl-(1→2)]-[β-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside (4) and N-(2S, 3R, 4R-3-methyl-4-pentanolid-2-yl)-18-hydroxylanosta-8 (9), 22E, 24E-trien-27-amide-3-O-[α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl-(1→2)]-[β-d-glucopyranosyl-(1→4)]-β-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 potent antitrypanosomal activity with an IC50 value of 8.80μM. Compounds 2-4 showed highly potent antitrypanosomal activity with IC50 values ranging between (2.57-2.84μM) and IC90 values ranging between (3.36-4.35μM), which are 5 fold greater than the positive control DFMO (IC50 and IC90 values of 13.06 and 28.99μM, respectively). Compounds 1 and 2 showed moderate affinity to μ-opioid receptors with Ki values of 9.936μM and 0.872μM, respectively compared to a Ki value of 1.958nM for the positive control, naloxone HCl.
authors.affiliation: National Center for Natural Products Research, The University of Mississippi, University, MS 38677, United States; Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut, Egypt.
authors.forename: Shaymaa M
authors.initials: SM
authors.lastname: Mohamed
authors.affiliation: Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut, Egypt.
authors.forename: Enaam Y
authors.initials: EY
authors.lastname: Bachkeet
authors.affiliation: Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut, Egypt.
authors.forename: Soad A
authors.initials: SA
authors.lastname: Bayoumi
authors.affiliation: National Center for Natural Products Research, The University of Mississippi, University, MS 38677, United States; Department of BioMolecular Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, United States.
authors.forename: Surendra
authors.initials: S
authors.lastname: Jain
authors.affiliation: National Center for Natural Products Research, The University of Mississippi, University, MS 38677, United States; Department of BioMolecular Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, United States.
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Cutler
authors.affiliation: National Center for Natural Products Research, The University of Mississippi, University, MS 38677, United States; Department of BioMolecular Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, United States.
authors.forename: Babu L
authors.initials: BL
authors.lastname: Tekwani
authors.affiliation: National Center for Natural Products Research, The University of Mississippi, University, MS 38677, United States; Department of BioMolecular Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, United States. Electronic address: sross@olemiss.edu.
authors.forename: Samir A
authors.initials: SA
authors.lastname: Ross
mesh_terms: D000981:Antiprotozoal Agents / Q000737:chemistry* / Q000302:isolation & purification; D007893:Leishmania donovani / Q000187:drug effects; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D019666:Rubiaceae / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification; D014346:Trypanosoma brucei brucei / Q000187:drug effects
chemical_list: D000981:Antiprotozoal Agents; D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes
keywords: Antitrypanosomal; Mussaenda luteola; Rubiaceae; Triterpenoid saponins; μ-Opioid receptor binding