anisomycin and hippuristanol

anisomycin has been researched along with hippuristanol* in 1 studies

Other Studies

1 other study(ies) available for anisomycin and hippuristanol

Article	Year
Synthesis of the antiproliferative agent hippuristanol and its analogues from hydrocortisone via Hg(II)-catalyzed spiroketalization: structure-activity relationship. Journal of medicinal chemistry, 2014, Mar-27, Volume: 57, Issue:6 An efficient synthesis of hippuristanol (1), a marine-derived highly potent antiproliferative steroidal natural product, and nine closely related analogues has been accomplished from the commercially available hydrocortisone utilizing Hg(II)-catalyzed spiroketalization of 3-alkyne-1,7-diol motif as a key strategy. This practical synthetic sequence furnished 1 in 11% overall yield from hydrocortisone in 15 linear steps. Modifications to the parent molecule 1 encompassed changing the functional groups on rings A and E. Each analogue was screened for their effects on inhibition of cap-dependent translation, and the assay results were used to establish structure-activity relationships. These results suggest that the stereochemistry and all substituents of spiroketal portion (rings E and F) and C3-α and C11-β hydroxyl functional groups on rings A and C, respectively, are critical for the inhibitory activity of natural product 1. Topics: Animals; Catalysis; Cell Line, Tumor; Cell Proliferation; DNA-Directed RNA Polymerases; Humans; Hydrocortisone; Magnetic Resonance Spectroscopy; Mercury; Stereoisomerism; Sterols; Structure-Activity Relationship	2014

Article

Year

Synthesis of the antiproliferative agent hippuristanol and its analogues from hydrocortisone via Hg(II)-catalyzed spiroketalization: structure-activity relationship.

Journal of medicinal chemistry, 2014, Mar-27, Volume: 57, Issue:6

An efficient synthesis of hippuristanol (1), a marine-derived highly potent antiproliferative steroidal natural product, and nine closely related analogues has been accomplished from the commercially available hydrocortisone utilizing Hg(II)-catalyzed spiroketalization of 3-alkyne-1,7-diol motif as a key strategy. This practical synthetic sequence furnished 1 in 11% overall yield from hydrocortisone in 15 linear steps. Modifications to the parent molecule 1 encompassed changing the functional groups on rings A and E. Each analogue was screened for their effects on inhibition of cap-dependent translation, and the assay results were used to establish structure-activity relationships. These results suggest that the stereochemistry and all substituents of spiroketal portion (rings E and F) and C3-α and C11-β hydroxyl functional groups on rings A and C, respectively, are critical for the inhibitory activity of natural product 1.

Topics: Animals; Catalysis; Cell Line, Tumor; Cell Proliferation; DNA-Directed RNA Polymerases; Humans; Hydrocortisone; Magnetic Resonance Spectroscopy; Mercury; Stereoisomerism; Sterols; Structure-Activity Relationship

2014