Discovery of Polyoxypregnane Derivatives From Aspidopterys obcordata With Their Potential Antitumor Activity

Abstract

The bioassay-guided phytochemical study of an ethnic medicinal plant Aspidopterys obcorda ta Hemsl. var. obcordata results in the isolation of eight new polyoxypregnane derivatives, named aspidatasides A–H (1–8), along with ten known analogs (9–18). The series polyoxypregnane derivatives were screened for their cytoxic activity against HL-60 cells, and compound 2 showed the highest potency with an IC50 8.03 μM. Preliminary structure–activity relationship studies displayed that the sugar chain and double bond could notably impact their biological activity.

Five New Polyoxypregnane Glycosides from the Vines of Aspidopterysobcordata and Their Antinephrolithiasis Activity

“…Subsequently, the NOE correlations ( Figure 3 ) between H-1 α and H-3 and H-9, between H-12 and H-17 and H-9, between H 3 -19 and H-11 and H-1 β , between H 3 -18 and 8-OH, and between H 3 -21 and H 3 -18 and 14-OH indicate that H-3/H-9/H-12/H-17 are α -oriented, and H-11/8-OH/14-OH/H 3 -18/H 3 -19 are β -oriented. Considering the polyoxypregnane glycosides previously reported for A. obcordata [ 18 , 24 ], the absolute configuration of 1 was established. Finally, the whole structure of 1 was identified and named obcordata J.…”

“…To date, about 60 compounds, including 17 polyoxypregnane glycosides, have been isolated from A. obcordata . Interestingly, the glycoside obcordata A was reported to exert its antinephrolithiasis activity through the NOX4/ROS/P38 MAPK pathway [ 18 , 22 , 23 , 24 , 28 ]. In sum, polyoxypregnane glycosides might be the material basis of the A. obcordata antinephrolithiasis effect, which deserves in-depth study.…”

“…In the last few years, many pregnane glycosides have attracted considerable attention from pharmacologists on account of their remarkable cancer inhibitory or anticarcinogenic activities [11][12][13][14][15]. To date, hundreds of different pregnane glycosides have been found in the plants of Malpighiaceae, Asclepiadaceae, Apocynaceae, Ranunculaceaem and Zygophyllaceae [3,[16][17][18][19][20].…”