Estrogenic Activity of Chemical Constituents from <i>Tephrosia candida</i> Mohamed-Elamir F. Hegazy Abou El-Hamd H. Mohamed Ali M. El-Halawany Pierre C. Djemgou Abdelaaty A. Shahat Paul W. Paré 10.1021/np100378d.s002 https://acs.figshare.com/articles/journal_contribution/Estrogenic_Activity_of_Chemical_Constituents_from_i_Tephrosia_candida_i_/2647369 In a continued investigation of medicinal plants from the genus <i>Tephrosia</i>, phytochemical analysis of a methylene chloride–methanol (1:1) extract of the air-dried aerial parts of <i>Tephrosia candida</i> afforded two new 8-prenylated flavonoids, namely, tephrocandidins A (<b>1</b>) and B (<b>2</b>), a new prenylated chalcone, candidachalcone (<b>3</b>), a new sesquiterpene (<b>4</b>), and a previously reported pea flavonoid phytoalexin, pisatin (<b>5</b>). The structures of <b>1</b>–<b>4</b> were established by spectroscopic methods, including HREIMS, and <sup>1</sup>H, <sup>13</sup>C, DEPT, HMQC, and HMBC NMR experiments. The most potent estrogenic activity of these isolated natural products in an estrogen receptor (ERα) competitive-binding assay was for <b>3</b>, which exhibited an IC<sub>50</sub> value of 80 μM, compared with 18 nM for the natural steroid 17β-estradiol. Results were interpreted via virtual docking of isolated compounds to an ERα crystal structure. 2011-05-27 00:00:00 ER α crystal structure HMBC NMR experiments pea flavonoid phytoalexin DEPT 13 C genus Tephrosia phytochemical analysis Tephrosia candida estrogen receptor HREIMS estrogenic activity Tephrosia candidaIn 80 μ M Estrogenic Activity 18 nM prenylated chalcone 1 H spectroscopic methods HMQC Chemical Constituents IC 50 value