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从地菍叶中分离得到的 Onoceranoid 型三萜及其抗突变作用。

Structures and Antimutagenic Effects of Onoceranoid-Type Triterpenoids from the Leaves of Lansium domesticum.

机构信息

Kyoto Pharmaceutical University , Misasagi, Yamashina-ku, Kyoto 607-8412 , Japan.

Forest Department Sarawak , Wisma Sumber Alam, Jalan Stadium, Petra Jaya, 93660 Kuching , Sarawak , Malaysia.

出版信息

J Nat Prod. 2018 Oct 26;81(10):2187-2194. doi: 10.1021/acs.jnatprod.8b00341. Epub 2018 Oct 17.

DOI:10.1021/acs.jnatprod.8b00341
PMID:30335380
Abstract

A methanol extract of the dried leaves of Lansium domesticum showed antimutagenic effects against 3-amino-1,4-dimethyl-5 H-pyrido[4,3- b]indole (Trp-P-1) and 2-amino-1-methyl-6-phenylimidazo[4,5- bI]pyridine (PhIP) using the Ames assay. Nine new onoceranoid-type triterpenoids, lansium acids I-IX (1-9), and nine known compounds (10-16) were isolated from the extract. The structures of the new compounds were elucidated on the basis of chemical and spectroscopic evidence. The absolute stereostructures of the new compounds were determined via their electronic circular dichroism spectra. Several isolated onoceranoid-type triterpeneoids showed antimutagenic effects in an in vitro Ames assay. Moreover, oral intake of a major constituent, lansionic acid (10), showed antimutagenic effects against PhIP in an in vivo micronucleus test.

摘要

龙眼树叶的甲醇提取物对 3-氨基-1,4-二甲基-5H-吡啶并[4,3-b]吲哚(Trp-P-1)和 2-氨基-1-甲基-6-苯基咪唑并[4,5-b]吡啶(PhIP)显示出抗突变作用,使用了Ames 试验。从提取物中分离出 9 种新的 Onoceranoid 型三萜类化合物,龙眼酸 I-IX(1-9)和 9 种已知化合物(10-16)。根据化学和光谱证据阐明了新化合物的结构。通过它们的电子圆二色谱确定了新化合物的绝对立体结构。几种分离出的 Onoceranoid 型三萜类化合物在体外 Ames 试验中显示出抗突变作用。此外,主要成分 lansionic 酸(10)的口服摄入在体内微核试验中显示出对 PhIP 的抗突变作用。

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