Trypanocidal Activity of 2,5-Diphenyloxazoles Isolated from the Roots of Oxytropis lanata

Abstract

Eleven 2,5-diphenyloxazole derivatives (1-11), together with six known isoflavonoid derivatives, were isolated from the roots of Oxytropis lanata. The 2,5-diphenyloxazole (1) obtained proved to be identical to a standard sample used as a scintillator and liquid laser dye. The other oxazole derivatives isolated were found to have one to four hydroxy and/or O-methyl groups in their phenyl rings. Seven of the oxazole derivatives obtained are new (3-9). The inhibitory activity of the isolated compounds was evaluated against Trypanosoma congolense, the causative agent of African trypanosomosis in animals. Oxazoles with di- and trihydroxy groups showed trypanocidal activity, and 2-(2',3'-dihydroxyphenyl)-5-(2″-hydroxyphenyl)oxazole (4) exhibited the most potent inhibitory activity (IC 1.0 μM).

Biological activity evaluations of chemical constituents derived from Mongolian medicinal forage plants and their applications in combating infectious diseases and addressing health problems in humans and livestock

“…2) showed the highest activity (IC 50 1.0 μM) while compounds 2-5 (Fig. 2) had potent activities (IC 50 6.0-14.8 μM) [32]. In addition, lignans also presented as potent anti-Trypanosomal candidates.…”

Fluorescence Spectroscopic Studies on the Interaction Between 2,5‐Diphenyl Oxazole and Triton X‐100 Micelle

“…Thus, oxazoles specially having a phenyl moiety may be effective pharmaceuticals. While records on the biological effects of natural oxazole are not more, there are two reports on the antibacterial activity of texamine and texaline isolated from Amyristexana (Rutaceae) . Molecular structure of 2,5‐diphenyl oxazole(2,5‐DPO) in Figure (a) show mono‐oxygenase activity in human placental tissue .…”

“…While records on the biological effects of natural oxazole are not more, there are two reports on DOI: 10.1002/masy.201800207 the antibacterial activity of texamine and texaline isolated from Amyristexana (Rutaceae). [8] Molecular structure of 2,5diphenyl oxazole (2, in Figure 1(a) show mono-oxygenase activity in human placental tissue. [9] This compound also possesses antitubercular activity.…”

Efficient Synthesis and In Vitro Biological Evaluation of 2,5‐Diaryloxazoles as Potential Nitric Oxide Production Inhibitors

“…2,5‐Diaryloxazoles ( 1 – 5 ) under the current study are depicted in Figure . Compounds 2 and 4 were isolated from the roots of Oxytropis lanata and compound 2 displayed the most potent trypanocidal activity (IC 50 1.0 μM) whereas compounds 1 , 3 , and 5 are new synthetic 2,5‐diaryloxazoles. In continuation of our research efforts directed towards the synthesis of bioactive natural products and their analogues as NO inhibitors, herein, we report an efficient synthesis and in vitro biological assessment of oxazoles 1 – 5 .…”