In tigogenin [(25R)-5α-spirostan-3β-ol] biosynthesized in Digitalis lanata a 4-pro-R-proton of mevalonic acid occupies the 24-pro-S-position, which indicates that reduction of Δ24-biosynthetic intermediates occurs with trans-stereochemistry.
Stereochemistry of reduction of the 24,25-double bond in the biosynthesis of tigogenin in digitalis lanata / L. Canonica, F. Ronchetti, G. Russo. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - :0(1974), pp. 1670-1674.
Stereochemistry of reduction of the 24,25-double bond in the biosynthesis of tigogenin in digitalis lanata
F. RonchettiSecondo
;G. RussoUltimo
1974
Abstract
In tigogenin [(25R)-5α-spirostan-3β-ol] biosynthesized in Digitalis lanata a 4-pro-R-proton of mevalonic acid occupies the 24-pro-S-position, which indicates that reduction of Δ24-biosynthetic intermediates occurs with trans-stereochemistry.
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