Cytotoxic Stilbenes and Canthinone Alkaloids from Brucea antidysenterica (Simaroubaceae)

Abstract

A phytochemical study of the root and bark of Brucea antidysenterica J. F. Mill. (Simaroubaceae) afforded three new compounds, including a stilbene glycoside bruceanoside A (1), and two canthinone alkaloids bruceacanthinones A (3) and B (4), along with ten known secondary metabolites, rhaponticin (2), 1,11-dimethoxycanthin-6-one (5), canthin-6-one (6), 1-methoxycanthin-6-one (7), 2-methoxycanthin-6-one (8), 2-hydroxy-1,11-dimethoxycanthin-6-one (9), β-carboline-1-propionic acid (10), cleomiscosin C (11), cleomiscosin A (12), and hydnocarpin (13). The structures of all the compounds were determined using spectrometric and spectroscopic methods including 1D and 2D NMR, and HRSEIMS. The identities of the known compounds were further confirmed by comparison of their data with those reported in the literature. The root and bark methanolic extracts, the dichloromethane and ethyl acetate soluble fractions, and the isolated compounds (3–13), were assessed for their cytotoxicity against the cancer cell lines A-549, MCF-7, and PC-3. The results suggested that compounds in the extracts might possess a synergic action in their cytotoxicity.

Bioassay-Guided Interpretation of Antimicrobial Compounds in Kumu, a TCM Preparation From Picrasma quassioides’ Stem via UHPLC-Orbitrap-Ion Trap Mass Spectrometry Combined With Fragmentation and Retention Time Calculation

“…C6 and C7 were reported for their cytotoxicity, anti-inflammatory, and antivirus activities (Ohmoto and Koike, 1988;Han et al, 2001;Chen et al, 2009b;Lee et al, 2009;Liu P. et al, 2019); their antibacterial activity is reported here for the first time. C8 showed anticancer, antimalarial, anti-inflammatory, antidiabetic, anti-plasmodium, antiprotozoal, antibacterial, antifungal, and antivirus activities (Lagoutte et al, 2008;Ross et al, 2008;Almeida et al, 2011;Arias et al, 2011;Cebrian-Torrejon et al, 2011;Agrawal et al, 2013;Rashed et al, 2013;Amanulla et al, 2017;Cho et al, 2018;Makong et al, 2019); it was active against S. aureus (of inhibition zone diameter of 6.1 mm), but no activity against E. coli was observed (Casciaro et al, 2019), which is the same as our result. C9 showed cytotoxicity against HepG2 and 3B cells, but there are no reports thus far about its antimicrobial activity.…”

Cytotoxicity of the methanol extracts and compounds of Brucea antidysenterica (Simaroubaceae) towards multifactorial drug-resistant human cancer cell lines

“…Brucea antidysenterica is traditionally used to treat cancer, dysentery, malaria, diarrhea, stomach aches, helminthic infections, fever, and asthma [ 27 – 29 ]. Its root and bark extracts earlier displayed the cytotoxic effects against PC-3 (prostate), A-549 (lung), and MCF-7 (breast) cancer cell lines [ 30 ]. However, the present study reports for the first time the antiproliferative activities of this plant on various models of drug-resistant cancer cells.…”

Lignans From Leaves of Amesiodendron Chinense and Their Cytotoxic Activity

“…These results showed lignans, 1-4, possessing weak cytotoxic activity with IC 50 values ranging from 32.61-95.18 µg/mL. The results agreed to published researches on cytotoxic activity of (+)-aptosimon (1, IC 50 >10 µg/mL for MCF7) [15], (+)-isolariciresinol (2, IC 50 > 100 µg/mL for KB, MCF7, HepG2, and Lu) [16], (-)-cleomiscosin A (3, IC 50 = 132 ± 112 µg/mL) and (-)-cleomiscosin C (4, IC 50 > 250 µg/mL) for MCF7) [17].…”