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一种来自胡萝卜果实的新型倍半萜烯

A new sesquiterpene from the fruits of Daucus carota L.

作者信息

Fu Hong-Wei, Zhang Lin, Yi Tao, Tian Jing-Kui

机构信息

Department of Biomedical Engineering, Zhejiang University,Zhejiang Provincial Key Laboratory for Chinese Medicine Screening, Exploitation & Medicinal Effectiveness Appraisc for Cardio-cerebral, Vascular & Nervous System, The Key Laboratory of Biomedical Engineering Ministry of Education,Hangzhou, China.

出版信息

Molecules. 2009 Aug 3;14(8):2862-7. doi: 10.3390/molecules14082862.

DOI:10.3390/molecules14082862
PMID:19701130
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6255428/
Abstract

Phytochemical investigation of the fruits of Daucus carota L. resulted in the isolation of a new sesquiterpene named as daucucarotol (1). Its structure was elucidated on the basis of 1D and 2D NMR experiments, coupled with MS studies. To our knowledge, compound 1 is the first example for a natural eudesmane sesquiterpene with a hydroxymethyl group located at a methine carbon rather than a usual quaternary carbon in the two fused six-membered ring systems.

摘要

对胡萝卜(Daucus carota L.)果实进行植物化学研究,从中分离出一种名为胡萝卜醇(1)的新倍半萜。其结构通过一维和二维核磁共振实验以及质谱研究得以阐明。据我们所知,化合物1是在两个稠合六元环系统中,首个在次甲基碳而非通常的季碳上带有羟甲基的天然桉叶烷型倍半萜实例。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad02/6255428/88af156b9bae/molecules-14-02862-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad02/6255428/9e3c8ba4e396/molecules-14-02862-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad02/6255428/88af156b9bae/molecules-14-02862-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad02/6255428/9e3c8ba4e396/molecules-14-02862-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad02/6255428/88af156b9bae/molecules-14-02862-g002.jpg

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本文引用的文献

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Essential oil of Daucus carota subsp. halophilus: composition, antifungal activity and cytotoxicity.盐生胡萝卜亚种的精油:成分、抗真菌活性和细胞毒性。
J Ethnopharmacol. 2008 Sep 2;119(1):129-34. doi: 10.1016/j.jep.2008.06.012. Epub 2008 Jun 20.
2
Lanostane-type triterpenoids from the roots of Kadsura coccinea.南五味子根中的羊毛脂烷型三萜类化合物。
J Nat Prod. 2008 Jun;71(6):990-4. doi: 10.1021/np7007522. Epub 2008 May 21.
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Cytotoxic phenylpropanoids from carrot.来自胡萝卜的细胞毒性苯丙烷类化合物。
J Agric Food Chem. 2008 May 14;56(9):3024-7. doi: 10.1021/jf7036517. Epub 2008 Apr 19.
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(E)-Methylisoeugenol and elemicin: antibacterial components of Daucus carota L. essential oil against Campylobacter jejuni.(E)-甲基异丁香酚和榄香素:胡萝卜(Daucus carota L.)精油中对空肠弯曲菌具有抗菌作用的成分
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A flavonoid glycoside isolated from Smilax china L. rhizome in vitro anticancer effects on human cancer cell lines.从菝葜根茎中分离出的一种黄酮苷对人癌细胞系的体外抗癌作用。
J Ethnopharmacol. 2007 Aug 15;113(1):115-24. doi: 10.1016/j.jep.2007.05.016. Epub 2007 May 18.
6
Pancreatic lipase-inhibiting triterpenoid saponins from fruits of Acanthopanax senticosus.刺五加果实中具有抑制胰脂肪酶活性的三萜皂苷
Chem Pharm Bull (Tokyo). 2007 Jul;55(7):1087-9. doi: 10.1248/cpb.55.1087.
7
A new flavone glycoside from seeds of Daucus carota.从胡萝卜种子中分离得到的一种新的黄酮苷。
Planta Med. 1982 Dec;46(4):240-1. doi: 10.1055/s-2007-971223.
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Biologically active triterpenoid saponins from Ardisia japonica.紫金牛属植物中具有生物活性的三萜皂苷。
J Nat Prod. 2007 Feb;70(2):179-87. doi: 10.1021/np0604681. Epub 2007 Jan 23.
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Plasma and urine responses are lower for acylated vs nonacylated anthocyanins from raw and cooked purple carrots.与来自生熟紫胡萝卜的非酰化花青素相比,酰化花青素的血浆和尿液反应较低。
J Agric Food Chem. 2005 Aug 10;53(16):6537-42. doi: 10.1021/jf050570o.
10
Rare trisubstituted sesquiterpenes daucanes from the wild Daucus carota.来自野生胡萝卜的罕见三取代倍半萜类胡萝卜烷。
Phytochemistry. 2005 Jul;66(14):1680-4. doi: 10.1016/j.phytochem.2005.05.010.