A new anthraquinone from seed of Cassia obtusifolia

Abstract

Seeds of Cassia obtusifolia L. are known as homology of medicine and food material, which is a commonly consumed beverage in China. One new compound, 8-hydroxy-1,7-dimethoxy-3-methylanthracene-9,10-dione-2-O-β-d-glucoside (1), together with 11 known compounds, including seven anthraquinones (2-8), was isolated from the seeds. The 2D NMR data of compound 2 are reported for the first time. The structures of the compounds were established on the basis of 1D and 2D NMR, IR and HR-ESI-MS spectra. The cytotoxic activities of all the compounds against five cell lines (LO2, HCT-116, A549, HepG2 and SGC7901) were evaluated by using CCK8 methods. Compounds 1, 3 and 7 show moderate cytotoxicity towards HCT-116 cells compared with oxaliplatin.

The Renaissance of Plant Mucilage in Health Promotion and Industrial Applications: A Review

“…Due to its yellow flowers, Cassia is often cultivated as an ornamental plant. Species of Cassia are found in India (Cassia tora, Cassia obtusifolia, Cassia uniflora), China (Cassia obtusifolia, Cassia fistula), Korea (Cassia obtusifolia), and Japan (Cassia obtusifolia) [14,19,163,164]. Cassia has small diamond-shaped seeds (2-4 mm long), which are yellow-brown to dark brown in color [19].…”

Online extraction and enrichment coupling with high‐speed counter‐current chromatography for effective and target isolation of antitumor anthraquinones from seeds of Cassia obtusifolia

“…Shi et al. have purified eight anthraquinones from C. obtusifolia by repeated silica column chromatography and found three of them showed moderate antitumor activities [28]. Here, crude extract of C. obtusifolia showed potent antitumor activity against HepG2 cells with an IC 50 value at 943.7 ± 16.2 μg/mL (Table S1), which indicated the existence of antitumor compounds.…”

“…The complex characteristics of natural products made bioactivity‐guided isolation and purification a laborious work. And sometimes, most focus was paid on the investigation of non‐active compounds [28]. Notably, live cell extraction methods have attracted more attentions because of the simplicity, efficiency, specificity, and reliability [3].…”

Phytochemistry, Ethnopharmacological Uses, Biological Activities, and Therapeutic Applications of Cassia obtusifolia L.: A Comprehensive Review

“…obtusifolia and exhibited significant cytotoxicity against a human hepatoblastoma cell line, with IC 50 values of 4.6, 5.0, and 4.3 µg/mL, respectively [ 62 ]. In addition, 12 compounds were isolated from seeds of obtusifolia and their anticancer activities evaluated in multiple cancer cell lines [ 52 ]. 8-Hydroxy-1,7-dimethoxy-3-methylanthracene-9,10-dione-2- O -β- d -glucoside was active against HCT-116, A549, HepG2, SGC7901, and LO2 cell lines, with IC 50 values of 4.5, 7.6, 22.8, 20.7, and 18.1 µg/mL, respectively.…”

“…Chryso-obtusin-2-O-β- d -glucopyranoside was selectively cytotoxic against HCT-116, A549, HepG2, SGC7901, and LO2 cell lines, with IC 50 values of 5.8 to 14.6 µg/mL. Finally, aurantio-obtusin-6-O-β- d -glucopyranoside was weakly cytotoxic against HCT-116 and SGC7901, with IC 50 values of 31.1 and 23.3 µg/mL, respectively [ 52 ].…”