Isolation, characterization, and anthelminthic activities of a novel dichapetalin and other constituents of Dichapetalum filicaule. (2nd July 2016)

• Record Type: Journal Article
• Authors: Chama, Mary Anti; Dziwornu, Godwin Akpeko; Waibel, Reiner; Osei-Safo, Dorcas; Addae-Mensah, Ivan; Otchere, Joseph; Wilson, Michael
• Is Part Of: Pharmaceutical biology. Volume 54:Number 7(2016:Jul.)
• Page Start: 1179
• Page End: 1188
• Publication Date: 2016-07-02
• Subjects: Dichapetalaceae -- dichapetalin X -- glycerol monostearate -- hookworm -- Necator americanus -- pomolic acid; Pharmacognosy -- Periodicals; Materia medica, Vegetable -- Periodicals; 615.321
• DOI: 10.3109/13880209.2015.1059861
• Languages: English
• ISSNs: 1388-0209

Abstract

Abstract: Context : Dichapetalum filicaule Breteler (Dichapetalaceae) is a rare species occurring only in Côte d'Ivoire and Ghana. Although research on several species of the genus has produced interesting bioactive compounds, particularly the Dichapetalins, a novel class of triterpenoids with antineoplastic properties, there is virtually no information on the ethnobotanical uses and chemical constituents of D. filicaule . Objective : The phytochemical and anthelminthic activities of the constituents of D. filicaule were investigated. Materials and methods : Chemical constituents of the petroleum ether, chloroform–acetone, and methanol root extracts of D. filicaule were isolated by column chromatography and characterized by their physico-chemical properties, 1-D and 2-D NMR spectroscopy and mass spectrometry. In vitro anthelminthic activity of the extracts and compounds against the human hookworm, Necator americanus, Stiles 1902 (Nematoda: Ancylostomatidae) was determined within a concentration range of 2500–250 μg/ml using the Egg Hatch Inhibition (EHI) Assay. The hookworm species were identified using a published polymerase chain reaction (PCR) method. Results : A new dichapetalin, dichapetalin X (1 ), together with the known dichapetalin A (2 ), pomolic acid (3 ), glycerol monostearate (4 ), D:A-friedooleanan-3β-ol (5 ), and D:A-friedooleanan-3-one (6 ) were isolated. Compounds1, 2, and4 exhibited EHI with IC50 values of 523.2, 162.4, and 306.0 μg/ml, respectively, against the hookworm. The positive control albendazole gave an IC50 value of 93.27 μg/ml. Discussion and conclusion : This is the first report of the phytochemical investigation of D. filicaule. The study has yielded a new dichapetalin and also demonstrated the potential anthelminthic properties of the constituents.