Characteristic stereostructures and regioselectivity of biogenic pathway of FPTase inhibition materials isolated from Artemisia sylvatica = 그늘쑥(Artemisia sylvatica Max.)으로부터 분리된 FPTase 저해활성 물질들의 구조적인 특성과 biogenic pathway의 배향성

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Title
Characteristic stereostructures and regioselectivity of biogenic pathway of FPTase inhibition materials isolated from Artemisia sylvatica = 그늘쑥(Artemisia sylvatica Max.)으로부터 분리된 FPTase 저해활성 물질들의 구조적인 특성과 biogenic pathway의 배향성
Author(s)
N D Sung; Byoung-Mog Kwon
Bibliographic Citation
Journal of Korean Society of Agricul Chem Biot, vol. 45, no. 4, pp. 223-227
Publication Year
2002
Abstract
Characteristic stereostructures of famesyl protein transferase(FPTase) inhibition matcrials isolated from Artemisia sylvatica and regioselectivity of biogenic Diels-Alder reactions between dehydromatricarin molecules A and B were examined quantitatively. Results revealed that the major reaction of frontief molecular orbital(FMO) interaction proceeds through charge-control reaction between LUMO of A16, dienophile and HOMO of B1, diene, and the isolated 8-acetylarteminolide and artanomaloide were minor products. FPTase inhibition activity and hydrophobicity of 8-acetylarteminolide were pI_50=3.75 and logp=2.62, respectively. FPTase inhibition activity of 8-acetylarteminolide was higher than those of artanomaloide and dehydromatricarin.
Keyword
FPTase inhibition materialsartemisia sylvatica Max.biogenic Diels-Alder reactionfrontier molecular orbital (FMO) interactionregioselectivity
ISSN
0368-2897
Publisher
Korea Soc-Assoc-Inst
Type
Article
Appears in Collections:
1. Journal Articles > Journal Articles
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