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Lignans, amides, and saponins from Haplophyllum tuberculatum and their antiprotozoal activity

Mahmoud, Abdelhalim Babiker and Danton, Ombeline and Kaiser, Marcel and Han, Sohee and Moreno, Aitor and Abd Algaffar, Shereen and Khalid, Sami and Oh, Won Keun and Hamburger, Matthias and Mäser, Pascal. (2020) Lignans, amides, and saponins from Haplophyllum tuberculatum and their antiprotozoal activity. Molecules, 25 (12). p. 2825.

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Abstract

A screening of Sudanese medicinal plants for antiprotozoal activities revealed that the chloroform and water fractions of the ethanolic root extract of; Haplophyllum tuberculatum; exhibited appreciable bioactivity against; Leishmania donovani; . The antileishmanial activity was tracked by HPLC-based activity profiling, and eight compounds were isolated from the chloroform fraction. These included lignans tetrahydrofuroguaiacin B (; 1; ), nectandrin B (; 2; ), furoguaiaoxidin (; 7; ), and 3,3'-dimethoxy-4,4'-dihydroxylignan-9-ol (; 10; ), and four cinnamoylphenethyl amides, namely dihydro-feruloyltyramine (; 5; ), (; E; )-; N; -feruloyltyramine (; 6; ),; N; ,; N; '-diferuloylputrescine (; 8; ), and 7'-ethoxy-feruloyltyramine (; 9; ). The water fraction yielded steroid saponins; 11; -; 13; . Compounds; 1; ,; 2; , and; 5; -; 13; are reported for the first time from; Haplophyllum; species and the family Rutaceae. The antiprotozoal activity of the compounds plus two stereoisomeric tetrahydrofuran lignans-fragransin B; 2; (; 3; ) and fragransin B; 1; (; 4; )-was determined against; Leishmania donovani; amastigotes,; Plasmodium falciparum,; and; Trypanosoma brucei rhodesiense; bloodstream forms, along with their cytotoxicity to rat myoblast L6 cells. Nectandrin B (; 2; ) exhibited the highest activity against; L. donovani; (IC; 50; 4.5 µM) and the highest selectivity index (25.5).
Faculties and Departments:09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH)
09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH) > Department of Medical Parasitology and Infection Biology (MPI) > Parasite Chemotherapy (Mäser)
UniBasel Contributors:Mahmoud, Abdelhalim and Kaiser, Marcel and Mäser, Pascal
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:MDPI
ISSN:1420-3049
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
edoc DOI:
Last Modified:10 Jul 2020 07:05
Deposited On:10 Jul 2020 07:05

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