YOU SAID:

i quote that my friend has gone ill and he is depressed

INTO JAPANESE

私は私の友人が病気になったと彼は落ち込んでいることを引用

BACK INTO ENGLISH

I quoted that my friend got sick and he was depressed

INTO JAPANESE

私は私の友人が病気になったと彼は落ち込んでいた

BACK INTO ENGLISH

I was depressed that my friend got sick

INTO JAPANESE

私は私の友人が病気になったことに憂鬱

BACK INTO ENGLISH

I am depressed by my friend becoming sick

INTO JAPANESE

私は私の友人が病気になったことに憂鬱です

BACK INTO ENGLISH

I am depressed by my friend becoming sick