TY - JOUR
T1 - Estrogenic Activity of Chemical Constituents from Tephrosia candida.
AU - Hegazy, MEF
AU - Abou, El-Hamd H. Mohamed
AU - El-Halawany, Ali M.
AU - Pierre C. Djemgou,
AU - Shahat, Abdelaaty A.
AU - Pare, Paul
PY - 2011/4/21
Y1 - 2011/4/21
N2 - In a continued investigation of medicinal plants
from the genus Tephrosia, phytochemical analysis of a methylene
chloridemethanol (1:1) extract of the air-dried aerial
parts of Tephrosia candida afforded two new 8-prenylated
flavonoids, namely, tephrocandidins A (1) and B (2), a new
prenylated chalcone, candidachalcone (3), a new sesquiterpene
(4), and a previously reported pea flavonoid phytoalexin, pisatin
(5). The structures of 14 were established by spectroscopic
methods, including HREIMS, and 1H, 13C, DEPT, HMQC, and HMBC NMR experiments. The most potent estrogenic activity of
these isolated natural products in an estrogen receptor (ERR) competitive-binding assay was for 3, which exhibited an IC50 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 ERR crystal structure.
AB - In a continued investigation of medicinal plants
from the genus Tephrosia, phytochemical analysis of a methylene
chloridemethanol (1:1) extract of the air-dried aerial
parts of Tephrosia candida afforded two new 8-prenylated
flavonoids, namely, tephrocandidins A (1) and B (2), a new
prenylated chalcone, candidachalcone (3), a new sesquiterpene
(4), and a previously reported pea flavonoid phytoalexin, pisatin
(5). The structures of 14 were established by spectroscopic
methods, including HREIMS, and 1H, 13C, DEPT, HMQC, and HMBC NMR experiments. The most potent estrogenic activity of
these isolated natural products in an estrogen receptor (ERR) competitive-binding assay was for 3, which exhibited an IC50 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 ERR crystal structure.
U2 - 10.1021/np100378d
DO - 10.1021/np100378d
M3 - Article
SP - 937
EP - 942
JO - Journal Natural Products
JF - Journal Natural Products
ER -