Side chain derivatized 15-oxygenated sterols- methods of using them and a process for preparing them

Simple item page
dc.contributor.assigneeRice Universityen_US
dc.contributor.publisherUnited States Patent and Trademark Officeen_US
dc.creatorSchroepfer, George J., Jr.en_US
dc.creatorHerz, Josef E.en_US
dc.creatorSwaminathan, Shankaren_US
dc.creatorWilson, William K.en_US
dc.date.accessioned2015-05-04T19:05:28Zen_US
dc.date.available2015-05-04T19:05:28Zen_US
dc.date.filed1992-08-03en_US
dc.date.issued1994-12-06en_US
dc.description.abstractPharmaceutical compositions are provided for lowering the activity of HMG-CoA reductase and/or lowering serum cholesterol, comprising an amount effective to lower the activity of HMG-CoA reductase and/or lower serum cholesterol of a side chain derivatized 15-oxygenated sterol having the formula (I): ##STR1## the basic ring structure being saturated or unsaturated, wherein R1 is --OH, O, --OR7, ##STR2## a sulfate group, a sugar moiety, or a Mg, Na, or K salt of a sulfate group; R2 is --H, --OH, O, mono- or di-halogen, or a C1 to C6 alkyl group, which may be unsaturated or substituted with halogen; R3 is --H, --OH, halogen, or a C1 to C6 alkyl group, which may be unsaturated or substituted with halogen; R4 is nonexistent when there is a double bond between the 8 and 14 carbons or αH, βH, or an αC1 to C6 alkyl group; R5 is --OH, O, NOH, or ##STR3## R6 is --CH2 CH(CH3)2 or CH2 N(CH3)2, in which one or more of the hydrogen atoms is replaced by OH or halogen; R7 is a C1 to C6 alkyl group; R8 is a C1 to C20 aliphatic group, which may be substituted or unsubstituted, or a phenyl group; and n is an integer of from 2 to 6; andoptionally a pharmaceutically acceptable carrier or excipient, with the proviso that R6 is not --CH2 CH(CH3)(CH2 OH). Methods of using the pharmaceutical compositions containing the side chain derivatized 15-oxygenated sterols are also provided.A new process is also provided for preparing side chain derivatized 15-oxygenated sterols. This process includes oxidative cleavage of the saturated side chain of the sterol with trifluoroperacetic acid to give a side chain trifluoroacetate and subsequent hydrolysis of this ester. The resultant side chain alcohol is a valuable and advanced intermediate for the preparation of side chain derivatives of 15-oxygenated sterols.en_US
dc.digitization.specificationsThis patent information was downloaded from the US Patent and Trademark website (http://www.uspto.gov/) as image-PDFs. The PDFs were OCRed for access purposes.en_US
dc.format.extent13 ppen_US
dc.identifier.citationSchroepfer, George J., Jr., Herz, Josef E., Swaminathan, Shankar and Wilson, William K., "Side chain derivatized 15-oxygenated sterols- methods of using them and a process for preparing them." Patent US5371077A. issued 1994-12-06. Retrieved from https://hdl.handle.net/1911/79823.en_US
dc.identifier.patentIDUS5371077Aen_US
dc.identifier.urihttps://hdl.handle.net/1911/79823en_US
dc.language.isoengen_US
dc.titleSide chain derivatized 15-oxygenated sterols- methods of using them and a process for preparing themen_US
dc.typeUtility patenten_US
dc.type.dcmiTexten_US
dc.type.genrepatentsen_US
Files
Original bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
US5371077A.pdf
Size:
1.6 MB
Format:
Adobe Portable Document Format
Download
Collections
Rice Patents