Supplementary Materialsmolecules-25-02372-s001

Supplementary Materialsmolecules-25-02372-s001. exerting powerful anti-inflammatory [8,9] and cytotoxic activities [10,11] have also been identified in several members of the family. Such constituents are scarcely distributed in the herb kingdom and have mainly been reported in the Orchidaceae [11] and the Combretacae families [12,13]. Regarding Juncaceae, a lot of the chemical substance studies centered on the genus resulting in the identification greater than 100 phenanthrenoids [1]. If a big selection of phenanthrenoids have already been referred to Also, many of them have a very phenanthrene or a 9,10-dihydrophenanthrene backbone, substituted at positions 2 frequently, 5 and 7 with hydroxyl, methyl, or vinyl fabric groups. A vinyl fabric group at placement 5 in the phenanthrene skeleton could possibly be regarded as a chemotaxonomic marker for types [11]. To your knowledge, not a lot of investigations have already been reported in the types specifically on (appears to include phenanthrenoids [1,15]. This course of substances may different have natural properties such as for example antitumor, anxiolytic, antimicrobial, anti-inflammatory and spasmolytic activities [11]. Considering the solid chemotaxonomical and natural passions of phenanthrenoids, today’s study aimed to research the chemical substance composition of the methanolic remove from aerial parts concentrating particularly PSI-7977 supplier upon this chemical substance class. Furthermore, antiproliferative and anti-inflammatory properties from the studied extract and its own isolated materials were evaluated. 2. Dialogue and Outcomes A methanolic remove, prepared through the aerial elements of was partitioned using increasing polarity liquid-liquid extraction. The five fractions (( 0.05 compared with Control. All results are expressed as a percentage, with control (i.e., cells with PMA but without extract) normalized as 100%. Further purifications were performed around PSI-7977 supplier the 247.1127 (calcd 247.1128) corresponding to a molecular formula of C18H16O. The 1H NMR data showed the presence of three vinylic protons, six aromatic methine protons, two methyl groups and a hydroxyl group. A comparison of the NMR data of compound 4 with those obtained for juncunol and the HRESIMS data, suggested the presence of a phenanthrene backbone. The 13C NMR data confirm the presence of the vinylic function (265.1242 corresponding to a molecular formula of C18H18O2 (calculated 265.1234). Comparison with the 1H and the 13C NMR spectra of compound 3 suggested that compound 5 possesses ICAM3 a 9,10-dihydrophenanthrene backbone with a vinyl group located PSI-7977 supplier at C-5, a methyl group at C-7 and a hydroxyl group at C-2. The 1H and 13C data established the presence of a hydroxylmethyl group (263.1426, [M + H ? H2O]+; calculated 263.1430) as well as the presence of a hydroxyl group. The chemical shift of a methine at 251.1077 (calcd 251.1078) corresponding to a molecular formula of C17H16O2. As the 1H and13C NMR data were PSI-7977 supplier strongly similar to compound 3 NMR data, we could identify compound 9 as a 9,10-dihydrophenanthrene backbone possessing three substituents, two methyl groups at C-1 and C-7, and a hydroxyl group at C-2. The 1H and 13C NMR data showed the presence an aldehyde function with the corresponding carbon at 0.05 compared with Control. All results are expressed as a percentage, with control (i.e., cells with PMA but without extract) normalized as 100%. In addition to their anti-inflammatory activity, phenanthrenes were known to exhibit promising in vitro antiproliferative activities on various malignancy cell lines [9,31,32]. Thus, the cytotoxicity of the isolated compounds was evaluated with a resazurin assay on THP-1, a monocytic leukemia cell line. Table 1 summarized the IC50 values obtained for each compound. With exception of compounds 1 and 9, all components revealed a strong cytotoxic activity, with IC50 below 15 M. The most effective compounds.