Saponins and a lignan derivative of Terminalia tropophylla from the Madagascar Dry Forest

Abstract

A study of an EtOH extract obtained from the roots of the Madagascan plant Terminalia tropophylla H. Perrier (Combretaceae) led to the isolation of the new oleanane-type triterpenoid saponin 1, the new lignan derivative 2, and the two known saponins arjunglucoside I (3) and sericoside (4). The structures of the new compounds 1 (terminaliaside A) and 2 (4′-O-cinnamoyl cleomiscosin A) were elucidated using 1D and 2D NMR experiments and mass spectrometry. Compound 1 showed antiproliferative activity against the A2780 human ovarian cancer cell line with an IC 50 value of 1.2 μM.

Novel Bioactive Natural Products Isolated from Madagascar Plants and Marine Organisms (2009–2017)

“…As stated in their report, those three novel compounds may have been artifacts formed through spontaneous oxidation and tertiary amine quaternization during plant extraction. 7) Three novel alkaloids, isohalitulin (22) and haliclorensins B (23) and C (24), together with the three known compounds halitulin, haliclorensin, and isohalicloresin, were isolated from the chloroform (CHCl 3 )-MeOH (2 : 1) extract of the Madagascan sponge Haliclona telearensis (class Demospongiae, order Haplosclerida, family Chalinidae), collected in Salary Bay, north of Tulear, Madagascar. All three new compounds were tested for their toxicity against brine shrimp, and the results indicated that all exhibited moderate activity, with LD 50 values of 0.9, 2.2, and 2.1 µM, respectively.…”

“…None of the compounds displayed any inhibition when tested against the A2780 human ovarian cancer cell line. 22) A novel oleanane-type triterpene saponin terminaliaside A (61), together with the two known saponins arjunglucoside and sericoside, was isolated from the MeOH fraction of the roots of the Madagascan plant Terminalia tropophylla H. PERRIER (Combretaceae) following bioassay-guided fractionation. Compound 61 exhibited moderate antiproliferative activity against the A2780 human ovarian cancer cell line, with an IC 50 value of 1.2 µM.…”

“…Compound 61 exhibited moderate antiproliferative activity against the A2780 human ovarian cancer cell line, with an IC 50 value of 1.2 µM. 23) Two new oxygenated oleanane triterpene saponins, 23-hydroxylongispinogenin 3-O-β-D-glucopyranoside (62) and longispinogenin 3-O-β-D-glycopyranosyl (1->2)-β-D-gluco pyranoside (63), were isolated from the ethanol extract of the endemic Malagasy rubiaceous plant Tarenna grevei following bioassay-guided fractionation. Both compounds displayed moderate antiproliferative activity against A2780 human ovarian cancer cells, with IC 50 values of 7.6 and 4.0 µM, respectively.…”

“…Unfortunately, the novel lignin did not show significant antiproliferative activity against the A2780 human ovarian cancer cell line. 23) The novel coumarin 3-(4′-hydroxy-2′,3′-dihydropenprenyl)-4,6-dimethoxy-5-methylcoumarin, named astrotricoumarin (120), was isolated from the EtOAc faction of the stems of Astrotrichilia sp. following bioassay-guided fractionation.…”

The chemistry and bioactivity of Southern African flora I: a bioactivity versus ethnobotanical survey of alkaloid and terpenoid classes

“…153 Some metabolites isolated from Terminalia species have shown a wide range of biological activities, including antimalarial, 154 antifungal, [154][155][156] antibacterial, [155][156][157] and cytotoxic activities. 153 The compounds were tested in the A2780 assay. 153 The compounds were tested in the A2780 assay.…”