IPC분류정보
국가/구분 |
United States(US) Patent
등록
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국제특허분류(IPC7판) |
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출원번호 |
US-0152259
(1993-11-12)
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발명자
/ 주소 |
- Tanabe Masato (Palo Alto CA) Johansson John G. (Menlo Park CA) Yasuda Dennis (Campbell CA)
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출원인 / 주소 |
- SRI International (Menlo Park CA 02)
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인용정보 |
피인용 횟수 :
2 인용 특허 :
0 |
초록
▼
A method is provided for isolating 5,7-diene-containing steroids, particularly 3bb
A method is provided for isolating 5,7-diene-containing steroids, particularly 3bb
대표청구항
▼
A method of isolating a sterol containing a 5,7-diene functionality from a mixture of yeast sterol metabolites comprising squalene, lanosterol, 4,4-dimethylzymosterol, 4-methylzymosterol, zymosterol, cholesta-7,24-diene-3-ol and cholesta-5,7,24-triene-3-ol, comprising the steps of: (a) treating said
A method of isolating a sterol containing a 5,7-diene functionality from a mixture of yeast sterol metabolites comprising squalene, lanosterol, 4,4-dimethylzymosterol, 4-methylzymosterol, zymosterol, cholesta-7,24-diene-3-ol and cholesta-5,7,24-triene-3-ol, comprising the steps of: (a) treating said mixture with (i) a dienophile having the structural formula X-R〓R-Y wherein the R\s are both N or both C-Q where the Q\s are H or together from a third bond, and wherein X and Y are selected from electron-withdrawing groups themselves independently selected from the group consisting of -COOH, -CHO, -NO2, -CN, -COOR1 and -COR1 where R1 is lower alkyl, or wherein X and Y are linked together to form a -(CO)-Z-(CO)-bridge in which Z is lower alkylene, monocyclic arylene of 5 to 7 carbon atoms with up to 4 ring substituents, or -NR2-wherein R2 is H, lower alkyl or monocyclic aryl of 5 to 7 carbon atoms and up to 5 ring substituents, wherein the ring substituents are selected from the group consisting of -(CH2)n-NH2, -(CH2)n-COOH, -NO2, halogen and lower alkyl, where n is an integer in the range of 0 to 6 inclusive, thereby converting the sterol containing the 5,7-diene functionality to a Diels-Alder adduct; (b) optionally conducting further chemical conversion of the Diels-Alder adduct to provide a modified Diels-Alder adduct; and (c) removing the Diels-Alder adduct or the modified Diels-Alder adduct from the mixture, wherein the 5,7-diene-containing sterol has the structural formula [Figure] wherein R3 is selected from the group consisting of H and R1CO-wherein R1 is lower alkyl or monocyclic aryl of 5 to 7 carbon atoms, and R4, R5 and R6 are independently selected from the group consisting of H, hydroxyl and lower alkyl.
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