TY - JOUR
T1 - Isolation, characterization, and anthelminthic activities of a novel dichapetalin and other constituents of Dichapetalum filicaule
AU - Chama, Mary Anti
AU - Dziwornu, Godwin Akpeko
AU - Waibel, Reiner
AU - Osei-Safo, Dorcas
AU - Addae-Mensah, Ivan
AU - Otchere, Joseph
AU - Wilson, Michael
N1 - Publisher Copyright:
© 2015 Informa Healthcare USA, Inc.
PY - 2016/7/2
Y1 - 2016/7/2
N2 - 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. Compounds 1, 2, and 4 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.
AB - 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. Compounds 1, 2, and 4 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.
KW - Dichapetalaceae
KW - Necator americanus
KW - dichapetalin X
KW - glycerol monostearate
KW - hookworm
KW - pomolic acid
UR - http://www.scopus.com/inward/record.url?scp=84976569949&partnerID=8YFLogxK
U2 - 10.3109/13880209.2015.1059861
DO - 10.3109/13880209.2015.1059861
M3 - Article
C2 - 26118692
AN - SCOPUS:84976569949
SN - 1388-0209
VL - 54
SP - 1179
EP - 1188
JO - Pharmaceutical Biology
JF - Pharmaceutical Biology
IS - 7
ER -