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采用 HSCCC、NMR 和 CD 技术从中华蟑螂(Eupolyphaga sinensis Walker)中分离鉴定两种新型引诱化合物。

Isolation and identification of two novel attractant compounds from Chinese cockroach (Eupolyphaga sinensis Walker) by combination of HSCCC, NMR and CD techniques.

机构信息

Ocean College, Zhejiang University, Hangzhou 310058, China.

出版信息

Molecules. 2013 Sep 13;18(9):11299-310. doi: 10.3390/molecules180911299.

DOI:10.3390/molecules180911299
PMID:24064451
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6270134/
Abstract

High-speed counter-current chromatography (HSCCC) with a two-phase solvent system composed of n-hextane-ethyl acetate-methanol-water (1.5:1:1.5:1, v/v/v/v) was applied to the isolation and purification of attractants from Chinese cockroach, Eupolyphaga sinensis Walker. Two new attractants with attractant activity towards the male insects were obtained from the extract sample in a one-step separation. Their purities were determined by HPLC. Subsequent MS, NMR and CD analyses have led to the characterization of (R)-3-ethyl-6,8-dihydroxy-7-methyl-3,4-dihydroisochromen-1-one (1) and (R)-6,8-dihydroxy-3,7-dimethyl-3,4-dihydroisochromen-1-one (2), two novel isocumarin type attractants. Based on these results, it is concluded that HSCCC is a viable separation method option for purifying insect attractants, while effectively maintaining the attracting activity of the isolates. This is the first attempt to apply counter-current chromatography technique to separate attractants from Chinese cockroach.

摘要

高速逆流色谱(HSCCC)采用正己烷-乙酸乙酯-甲醇-水(1.5:1:1.5:1,v/v/v/v)两相溶剂系统,用于从中华蟑螂(Eupolyphaga sinensis Walker)提取物中分离和纯化引诱剂。从提取物样品中一步分离得到了两种对雄性昆虫具有引诱活性的新引诱剂。它们的纯度通过 HPLC 确定。随后的 MS、NMR 和 CD 分析导致了(R)-3-乙基-6,8-二羟基-7-甲基-3,4-二氢异苯并呋喃-1-酮(1)和(R)-6,8-二羟基-3,7-二甲基-3,4-二氢异苯并呋喃-1-酮(2)的表征,这两种新型异香豆素类引诱剂。基于这些结果,可以得出结论,HSCCC 是一种可行的分离方法,可用于纯化昆虫引诱剂,同时有效保持分离物的引诱活性。这是首次尝试将逆流色谱技术应用于从中华蟑螂中分离引诱剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/bb21a17434aa/molecules-18-11299-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/635f0e3b92d8/molecules-18-11299-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/f67b9dedc39b/molecules-18-11299-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/6fc0216dc903/molecules-18-11299-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/dd183e1a57a2/molecules-18-11299-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/40d763c01581/molecules-18-11299-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/bb21a17434aa/molecules-18-11299-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/635f0e3b92d8/molecules-18-11299-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/f67b9dedc39b/molecules-18-11299-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/6fc0216dc903/molecules-18-11299-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/dd183e1a57a2/molecules-18-11299-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/40d763c01581/molecules-18-11299-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0509/6270134/bb21a17434aa/molecules-18-11299-g006.jpg

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