Biotransformation of Jervine by Cunninghamella echinulata

Abstract

Biotransformation of jervine (1) by Cunninghamella echinulata (ACCC 30369) was carried out. Four biotransformation products were obtained, and three of them, 3 -5, were identified as new compounds. On the basis of their NMR and mass-spectral data, their structures were characterized as jervinone (2), 7a-hydroxyjervine (3), 14a-hydroxyjervine (4), and 1b,7a-dihydroxyjervine (5). The X-ray diffraction structure of 1 is also reported for the first time.

Biotransformation of Oleaside A by Cunninghamella echinulata

“…2). By combination with HMBCs from Me(19) to C(1), C(5), C (9), and C(10), correlations from HÀC(7) to C(8), C (9), and C (14); from Me(18) to C(12), C(13), C (14), and C(17); from HÀC (15) to C (8) and C (14), and from HÀC(21) and HÀC(22) to C(17), the fragments a, b, and c, together with the above mentioned lactone ring moiety, enabled the construction of the oleagenin aglycone sketch. The remaining part of 2, the fragment d and one MeO group, were in accorddence with diginoside sugar moiety, which was confirmed by the HMBCs of the signal of HÀC(1') to those of C (2) and C(3), of signal of Me(6') to those of C(5') and C(4'), and signal of MeO to that of C(3').…”