Commercialing thinking you may what to add the theme song of Touch which I believe was one of the first for a main stream singer(Iwasaki Yoshimi) to do a anime song.
Anime songs wherenever revered as main stream until Touch(Iwasaki Yoshimi), Massion Ikkoku(Saito Yuki) and Cat's Eye(Anri) came into the scene.
There are also alot of songs that grips many peoples heart like Takarajima, Devilman, Kyojin no Hoshi, Ace wo Nerae, and so on that alot of people in their 40's can still sing by heart in Japan.
Lupin the 3rd and Yokai Ningen Bem are another interesting cases where they brought in various genre into the mix which I believe ultimately led to Cowboy bebop.
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