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A Cyclopeptide and a Tetrahydroisoquinoline Alkaloid from Ophiorrhiza nutans
Journal of Natural Products ( IF 5.1 ) Pub Date : 2017-07-20 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00290
Tadayoshi Onozawa 1 , Mariko Kitajima 1 , Noriyuki Kogure 1 , Nichakan Peerakam 2 , Dammrong Santiarworn 3 , Hiromitsu Takayama 1
Affiliation  

A new cyclopeptide, ophiorrhisine A (1), a new tetrahydroisoquinoline alkaloid, 7′,10-dide-O-methylcephaeline (2), two known β-carboline alkaloids, and four known tetrahydroisoquinoline alkaloids were isolated from Ophiorrhiza nutans (Rubiaceae). Compound 1 is a tetrapeptide possessing a 14-membered paracyclophane ring and a novel N,N,N-trimethyltyrosine residue in the side chain. The stereochemistry at the aryl–alkyl ether bond was different from that of other known 14-membered paracyclophanes. The structure of 2 was established by spectroscopic analysis and semisynthesis.

中文翻译:

环肽和四氢异喹啉生物碱蛇根草属碱草

一个新的环肽,ophiorrhisine A(1),一个新的四氢异喹啉生物碱,7',10-dide- Ö -methylcephaeline(2),两个已知的β咔啉生物碱,和四个已知四氢生物碱从分离蛇根草属垂穗(茜草科)。化合物1是四肽,其在侧链上具有14元对环烷环和新的N,N,N-三甲基酪氨酸残基。芳基-烷基醚键的立体化学不同于其他已知的14元对环环烷。通过光谱分析和半合成建立了2的结构。
更新日期:2017-07-20
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