Chemical-Microbiological Synthesis of Cryptomeridiol Derivatives by <i>Gliocladium </i><i>r</i><i>oseum</i>:  Semisynthesis of 11-Hydroxyeudesmanolides García-GranadosAndrés GutiérrezMaría C. ParraAndrés RivasFrancisco 2002 Biotransformations of 4α- and 4β-hydroxyeudesmane derivatives by the filamentous fungus <i>Gliocladium roseum</i> were achieved. Hydroxylation at C-11 was the main action of this microorganism, producing new cryptomeridiol (<b>12</b> and <b>14</b>) and 4-<i>epi</i>-cryptomeridiol derivatives (<b>6</b> and <b>7</b>), respectively, in good yields. The biotransformation activity of <i>G. roseum</i> toward 4β-hydroxyeudesmane was focused on the isopropyl moiety, but more scattered on the 4α-hydroxylated derivative, acting in both the “A” and “B” rings and the isopropyl group of the molecule. Semisyntheses of 11-hydroxyeudesmanolides from the isolated 11,12-dihydroxylated metabolites were also accomplished and used in assigning the stereochemistry of hydroxylation.