室町幕府6代征夷大将軍足利義教や斯波氏・渋川氏・大友氏・少弐氏などの使節として朝鮮貿易を代行し、1425年(応永32年)には朝鮮から貿易を許す印である図書を与えられ、受図書人となった。 As an envoy of the sixth seii taishogun (literally, "great general who subdues the barbarians") of Muromachi bakufu, Yoshinori ASHIKAGA, as well as of other feudal clans, such as the Shiba clan, Shibukawa clan, Otomo clan, and Shoni clan, he worked as the representative in trade with Korea, and in 1425 he was granted special privileges in trading (Tosho), which was the sign of trade permission with Korea, and was appointed as Jutoshonin (Japanese given Korean government evidence to be granted special privileges in trading).
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15歳の時に歌合(「千五百番歌合」)への参加を許されて『新古今和歌集』などの勅撰和歌集に収められるなど当代を代表する歌人の一人でもあり、また琵琶に優れていたなど才気に溢れた人物として知られた。 He was a renowned person of enormous talent, as a waka poet representing the era and was allowed to participate in the Uta-awase ('Sengohyaku ban Uta-awase' - One thousand and five hundreds Set of Poetry Match) at the age of 15 and his poems were included in chokusen wakashus (anthologies of Japanese poetry compiled by Imperial command) including "Shinkokin Wakashu" (New Collection of Ancient and Modern Japanese Poetry), and was a virtuoso player of the biwa (Japanese lute).
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赤松氏の領国となっていた播磨・備前国・美作国の3ヶ国においては、以後20年間に渡り、所領安堵や諸役免除の許可はすべて、洞松院を表す「つほね」の署名と黒印が推された消息(洞松院尼印判状)によってなされた。 Since then, during 20 years, in the three provinces controlled by the Akamatsu clan, Harima, Bizen, and Mimasaku Provinces, all the permissions including Shoryo Ando (act of providing authorization for land ownership and guaranteeing feudal tenure) and Shoekimenjo (exemption of miscellaneous taxes) required a letter called 'Toshoinni Inbanjo' that had Tosho-in's signature and her black stamp that read 'Tsuhone.'
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伝承によれば、治承4年(1180年)7月、当時福原京にいた光能の許に伊豆国の源頼朝と面会した文覚が訪れ、源頼朝のために後白河天皇に取り次いで平清盛追討の院宣を出させるように迫ったとされている。 It is said that in between July - August 1180, Mongaku, who had met MINAMOTO no Yoritomo of the Izu Province, visited Mitsuyoshi, who was in Fukuhara-kyo (Capital of Fukuhara), and pressured Mitsuyoshi to mediate for MINAMOTO no Yoritomo and convince Emperor Goshirakawa to issue inzen (a decree from the Retired Emperor) to hunt down and kill TAIRA no Kiyomori.
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ほぼ同時期に、「位の桃井」(桃井春蔵)の士学館(鏡新明智流剣術、新富一丁目)の塾頭を務めた武市半平太、「技の千葉」(千葉定吉)の桶町千葉道場(北辰一刀流剣術、八重洲二丁目)の塾頭を務めた坂本龍馬も免許皆伝を得ている。 Around that time the following two also attained menkyo-kaiden: Hanbeita TAKECHI who was the head of the Shigakukan dojo (of the Kyoshinmeichi School of Swordsmanship at 1 Shintomi) run by 'Class Momonoi' (Shunzo MOMONOI) and Ryoma SAKAMOTO who was the head of the Okemachi Chiba dojo (of the Hokushinitto School of Swordsmanship at 2 Yaesu) founded by 'Adept Chiba' (Sadakichi CHIBA).
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