The Florentine Carmelite friar and artist, Filippo Lippi (c. 1406–1469), produced several paintings of the Annunciation, two of which Leonardo da Vinci sourced for his version of the angel Gabriel appearing before the Virgin Mary with news she was to bear a son to be named Jesus.

The two Annunciation paintings by Fra Lippi which Leonardo adapted features from are: the version (c.1449–1459) housed at the National Gallery, London (above); and an earlier portrayal (c. 1435–1440 kept at the National Gallery of Art in Washington DC (below). Common to the three paintings is a reference to the image known as the Holy Face of Jesus.