Higher isoprenoids-XIX: Guggulsterones to dexamethasone

Swaminathan, Shankar ; Bakshi, Raman K. ; Sukh Dev, (1987) Higher isoprenoids-XIX: Guggulsterones to dexamethasone Tetrahedron, 43 (16). pp. 3827-3838. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)86868-X


Guggulsterones E- and z-pregna-4,17(20)-diene-3,16-dione, which constitute some 2% of the gum-resin from Commiphora mukul, have obvious functionality suitable for elaboration into clinically useful steroidal drugs. In an effort to demonstrate this potential, guggulsterone mixture has been converted into 21-acetoxy-17α-hydroxy-16α-methylpregn-4-ene-3, 20-dione, which has been earlier transformed into the well-known corticosteroid dexamethasone (9α-fluoro-16α-methyl-11 β ,17 α ,21-trihydroxypregna-l,4-diene-3,20-dione).

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