Potent antitrypanosomal triterpenoid saponins from Mussaenda luteola

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• 作者：Shaymaa M. Mohamed^a ; ^b ; Enaam Y. Bachkeet^b ; Soad A. Bayoumi^b ; Surendra Jain^a ; ^c ; Stephen J. Cutler^a ; ^c ; Babu L. Tekwani^a ; ^c ; Samir A. Ross^a ; ^c ; ^{sross@olemiss.edu" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Mussaenda luteola ; Rubiaceae ; Triterpenoid saponins ; Antitrypanosomal ; μ-Opioid receptor binding
• 刊名：Fitoterapia
• 出版年：2015
• 出版时间：December 2015
• 年：2015
• 卷：107
• 期：Complete
• 页码：114-121
• 全文大小：620 K

文摘

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 8.80 μM. Compounds 2–4 showed highly potent antitrypanosomal activity with IC₅₀ values ranging between (2.57–2.84 μM) and IC₉₀ values ranging between (3.36–4.35 μM), which are 5 fold greater than the positive control DFMO (IC₅₀ and IC₉₀ values of 13.06 and 28.99 μM, respectively). Compounds 1 and 2 showed moderate affinity to μ-opioid receptors with K_i values of 9.936 μM and 0.872 μM, respectively compared to a K_i value of 1.958 nM for the positive control, naloxone HCl.