 During the long period in which King Henry VIII sought to have his marriage to Catherine of Aragon annulled, the Duchess remained staunchly loyal to Queen Catherine and antagonistic towards her husband's niece, Anne Boleyn, with whom the King was infatuated.Late in 1530 it was noted that the Duchess was secretly conveying letters to Queen Catherine from Italy concealed in oranges, which the Queen passed on to the Imperial ambassador, Eustace Chapuys, and at one time the Duchess told Chapuys that her husband, the Duke, had confided in her that Anne would be 'the ruin of all her family'.In 1531 the Duchess was exiled from court at Anne Boleyn's request for too freely declaring her loyalty to Catherine.