Thank you, George, for sharing this very useful information (I have Medeiros in my line). Would you share the source of this information - is it all from Guill or multiple sources. The reason I ask is that I work at NYU and the library has a decent number of books on Portugal that I can access. I currently have all 4 volumes of Saudade da Terra. The lovely thing about it is I can renew the books 4 or 5 times over for 3 months each time.
I have the index here at home and the rest of the volumes in my office at school. I looked up Medeiros and found multiple references to Rui Vaz and some of the other names you list including Jordão, João, Rafael, etc. I will look them up when I return to work tomorrow. I also have a book called Capitães dos Donatários 1439-1766. Here is an except (roughly translated followed by the original) from chapter 2, oage 25.
...drawn to S. Miguel (were) various persons and families, some of elevated social standing, like Gaspar de Bettencourt, descendent of the King of the Canaries, Antão Pacheco, descendent of old noblemen of Castela, Rui Barbosa, native of Minho, Fernão Camelo Pereira, native of Castelo Branco, Fernão Ànes Tavares, native of Portalegre, Martins Ànes de Sousa, from Madeira, Rui Vaz de Medeiros, of Ponte de Lima, married to Àna de Mendonça Furtado, from Madeira, and Rui Vaz Gago do Trato, married to Catarina Gomes Raposo, all of whom left numerous descendants who still today have here representatives in the families Bettencourt, Pacheco, Raposo, Correia, Barbosa and others. (See Gaspar Frutuoso, Saudade da Terra, Volume I, pages 68-140.)
(...atraiu para S. Miguel várias pessoas e familías, algumas de elevada categoria social, como Gaspar de Bettencourt, descendente do Rei das Canárias, Antão Pacheco, descendente de antigos fidalgos de Castela, Rui Barbosa, natural do Minho, Fernão Camelo Pereira, natural de Castelo Branco, Fernão Ànes Tavares, natural de Portalegre, Martins Ànes de Sousa, da Madeira, Rui Vaz de Medeiros, de Ponte de Lima, casado com Àna de Mendoça Furtado, da Madeira, e Rui Vaz Gago do Trato*, casado com Catarina Gomes Raposo, os quais deixaram numerosa descendência que ainda hoje tem aqui os seus representantes nas familías Bettencourt, Pacheco, Raposo, Correia, Barbosa e outras.
*Chamado do Trato por ser homem mui poderoso e tratar com el-rei na Mina, Cabo Verde e outras partes, onde mandava seus navios....(Vide Gaspar Frutuoso, obracitada, vol. I, pág. 86)