Cytotoxycity and antiplasmodial activity of phenolic derivatives from Albizia zygia (DC.) J.F. Macbr. (Mimosaceae)

Abstract

Background: The proliferation and resistance of microorganisms area serious threat against humankind and the search for new therapeutics is needed. The present report describes the antiplasmodial and anticancer activities of samples isolated from the methanol extract of Albizia zygia (Mimosaseae). Material: The plant extract was prepared by maceration in methanol. Standard chromatographic, HPLC and spectroscopic methods were used to isolate and identify six compounds (1-6). The acetylated derivatives (7-10) were prepared by modifying 2-O-β-D-glucopyranosyl-4-hydroxyphenylacetic acid and quercetin 3-O-α-Lrhamnopyranoside, previously isolated from A. zygia (Mimosaceae). A twofold serial micro-dilution method was used to determine the IC 50s against five tumor cell lines and Plasmodium falciparum. Results: In general, compounds showed moderate activity against the human pancreatic carcinoma cell line MiaPaca-2 (10 < IC 50 < 20 μM) and weak activity against other tumor cell lines such as lung (A-549), hepatocarcinoma (HepG2) and human breast adenocarcinoma (MCF-7and A2058) (IC 50 > 20 μM). Additionally, the two semi-synthetic derivatives of quercetin 3-O-α-L-rhamnopyranoside exhibited significant activity against P. falciparum with IC 50 of 7.47 ± 0.25 μM for compound 9 and 6.77 ± 0.25 μM for compound 10, higher than that of their natural precursor (IC 50 25.1 ± 0.25 μM). Conclusion: The results of this study clearly suggest that, the appropriate introduction of acetyl groups into some flavonoids could lead to more useful derivatives for the development of an antiplasmodial agent.

Phytochemical, Antiplasmodial, Cytotoxic and Antimicrobial Evaluation of a Southeast Brazilian Brown Propolis Produced by Apis mellifera Bees

“…The isolated compounds 1‐ O ,2‐ O ‐digalloyl‐6‐ O ‐ trans‐p ‐coumaroyl‐β‐D‐glucopyranoside presented a potent activity against P. falciparum . Glucopyranosides polyphenolic compounds isolated from Albizia zygia (Mimosaceae) exhibited significant activity against P. falciparum [48] . The results suggest the application of this class of compounds as antiplasmodial agents.…”

“…Several polyphenolic compounds have been reported to exert a moderate antiplasmodial activity in some different P. falciparum strains [48] . The isolated compounds 1‐ O ,2‐ O ‐digalloyl‐6‐ O ‐ trans‐p ‐coumaroyl‐β‐D‐glucopyranoside presented a potent activity against P. falciparum .…”

Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae

“…The cell viability of five different human cancer cell lines was studied based on the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay [ 33 ]: A549 (lung carcinoma), A2058 (metastatic melanoma), MCF7 (breast adenocarcinoma), MIA PaCa-2 (pancreatic carcinoma), and HepG2 (hepatocyte carcinoma). IC 50 of 1 was determined as previously described [ 34 ]. The isolated compound was tested as a 12-point dose–response curve (½ serial dilutions) starting at a concentration of 50 µM in triplicate.…”

Dermacozine N, the First Natural Linear Pentacyclic Oxazinophenazine with UV–Vis Absorption Maxima in the Near Infrared Region, along with Dermacozines O and P Isolated from the Mariana Trench Sediment Strain Dermacoccus abyssi MT 1.1T

“…The cytotoxic activity of dermacozines N (1) and O (2) against five different human cancer cell lines, namely A549 (lung carcinoma), A2058 (metastatic melanoma), MCF7 (breast adenocarcinoma), MIA PaCa-2 (pancreatic carcinoma), and HepG2 (hepatocyte carcinoma) (obtained from ATCC, Manasas, V [50] was studied based on the MTT (3-(4,5dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay [51]. The compounds were tested as a 10-point dose-response curve ( 1 2 serial dilutions) starting at a concentration of 20 µg/mL in triplicate.…”

“…The compounds were tested as a 10-point dose-response curve ( 1 2 serial dilutions) starting at a concentration of 20 µg/mL in triplicate. IC 50 values were determined as previously described [50]. Dermacozine P (3) was not tested against cancer cell lines.…”