Isolation and biological evaluation of prenylated flavonoids from Maclura pomifera

Samir Anis Ross, Y Orazbekov, R Srivedavyasasri, Serzhan Mombekov, Ubaidilla Datkhayev, B Makhatov

2017

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DOI 10.1055/s-0037-1608111
Data confidence 70 medium
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Abstract

Maclura pomifera (Moraceae), is native to Southwestern United States, and known as Osage orange. Various Maclura species are worldwide used in folkloric medicine [1]. M. pomifera and its components possess several biological activities including cytotoxic, antitumor, antibacterial, estrogenic, antifungal, antiviral and antimalarial activities [2 – 4]. Several prenylated flavonoids with potent pharmacological effects were previously reported from M. pomifera . Herein, we report the isolation, characterization, and biological evaluation of four new ( I - IV ) and nine known compounds: warangalone, auriculasin, osajin, pomiferin, artocarpesin, tonkinensisol, corchoionoside B, stigmasterol and β -sitosterol from the fruits of M. pomifera growing in Kazakhstan. The total extract showed significant activity towards cannabinoid receptors (CB1 – 103.4, CB2 – 68.8%displacement) and possibly allosteric towards δ and µ opioid receptors (-49.7, and -53.8%displacement, respectively). Compound I exhibited possible allosteric activity in κ and µ opioiod receptors (-88.4, -27.2% displacement, respectively), and showed moderate activity (60.5%displacement) towards CB1 receptor. Fig. 1 The project was supported by Kazakhstan government and National Center for Natural Product Research, USA. We would like to acknowledge Award Number P20GM104932 from the National Institute of General Medical Sciences, USA for bioassay results. [1] Bourdy G, de Michel LRC, Roca-Coulhard A. J. Ethnopharmacol. 2004; 91: 189 – 208. [2] Bunyapraphatsara N, Dechsree S, Yoosook C, Herunsalee A, Panpisutchai Y. Phytomedicine 2000; 6: 421 – 424. [3] Peterson CF, Brockemeyer EW. Am. J. Pharm. Sci. Suppl. Pub. Hlth. 1953; 125: 303 – 310 [4] Jones JM, Soderberg F. Cell Immunol. 1979; 42: 319 – 326.