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肉豆蔻茎皮的植物化学研究。

Phytochemical investigation on Myristica fragrans stem bark.

作者信息

Francis Sajin K, James Beena, Varughese Sunil, Nair Mangalam S

机构信息

a Chemical Sciences & Technology Division , CSIR-National Institute for Interdisciplinary Science and Technology , Thiruvananthapuram , India.

b Department of Chemistry , St. Michael's College , Cherthala , India.

出版信息

Nat Prod Res. 2019 Apr;33(8):1204-1208. doi: 10.1080/14786419.2018.1457670. Epub 2018 Apr 2.

DOI:10.1080/14786419.2018.1457670
PMID:29607669
Abstract

Myristica fragrans Houtt., the source of very important spice 'nutmeg' used world over is native to India, Indonesia, Sri Lanka, South Africa and Southeast Asia. Phytochemical investigation of M. fragrans stem bark led to the isolation of bis-aryl dimethyl tetrahydrofuran lignans, such as grandisin [(7S,8S,7'S,8'S)-3,3',4,4',5,5'-hexamethoxy-7,7',8,8'-lignan] and (7S,8S,7'R,8'R)-3,3',4,4',5,5'-hexamethoxy-7,7',8,8'-lignan along with important lignans and neolignans, licarinA, licarin B, odoratisol A, (2S, 3R)-7-methoxy-3-methyl-5-((E)-prop-1-enyl)-2-(5-methoxy,3,4-methylenedioxyphenyl)-2,3-dihydrobenzofuran, elemicin, fragransin B, raphidecursinol B, erythro-(7S,8R)-Δ-4,7-dihydroxy-3,5,3'-trimethoxy-8-O-4'-neolignan, erythro-(7S,8R)-Δ'-7-hydroxy-3,4,3',5'-tetramethoxy-8-O-4'-neolignan, surinamensin.and β-sitosterol. Structures of the 12 compounds isolated were unambiguously identified by various spectroscopic methods. The former two compounds were isolated from M. fragrans for the first time. Furthermore, the X-ray crystal structure of odoratisol A is reported in this paper for the first time.

摘要

肉豆蔻(Myristica fragrans Houtt.)是全球使用的非常重要的香料“肉豆蔻”的来源,原产于印度、印度尼西亚、斯里兰卡、南非和东南亚。对肉豆蔻茎皮进行植物化学研究,从中分离出双芳基二甲基四氢呋喃木脂素,如grandisin [(7S,8S,7'S,8'S)-3,3',4,4',5,5'-六甲氧基-7,7',8,8'-木脂素] 和 (7S,8S,7'R,8'R)-3,3',4,4',5,5'-六甲氧基-7,7',8,8'-木脂素,以及重要的木脂素和新木脂素,如licarinA、licarin B、odoratisol A、(2S, 3R)-7-甲氧基-3-甲基-5-((E)-丙烯基)-2-(5-甲氧基,3,4-亚甲二氧基苯基)-2,3-二氢苯并呋喃、榄香素、fragransin B、raphidecursinol B、赤型-(7S,8R)-Δ-4,7-二羟基-3,5,3'-三甲氧基-8-O-4'-新木脂素、赤型-(7S,8R)-Δ'-7-羟基-3,4,3',5'-四甲氧基-8-O-4'-新木脂素、苏里南菌素和β-谷甾醇。通过各种光谱方法明确鉴定了分离出的12种化合物的结构。前两种化合物是首次从肉豆蔻中分离得到。此外,本文首次报道了odoratisol A的X射线晶体结构。

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