When the part of the eyebrow that is closest to the middle of your face is its highest point, it looks as though the person is troubled.
ご質問ありがとうございます。
"When the part of the eyebrow that is closest to the middle of your face is its highest point,"=「顔の中心部に一番近い部分が眉毛の頂点だった場合、」
"it looks as though the person is troubled."=「それはその人がまるで困っているかのように見える。」
ご参考になると幸いです。