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Studies on the Isolation and Bioactivity ofβ-Dihydroagarofuan Polyolesters

Author: SunXiaoZuo
Tutor: ZhuJingBo
School: Dalian University of Technology
Course: Agricultural Products Processing and Storage
Keywords: Celastrus agulatus β-dihydroagarofuran Structure elucidation Massspectrometry behavior NMR
CLC: TQ450.1
Type: Master's thesis
Year: 2009
Downloads: 17
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Abstract


Celastrus angulatus Max exhibit obvious bioactivity such as insecticidal, narcotic, anti-feeding bioactivity and anticancer, multidrug-resistance reversing bioactivity. β-dihydroagaro-furan sesquiterpene were the mainly compounds which isolated from Celastrus agulatus.In this paper, we reported the isolation and structure elucidation of β-dihydroagarofuransfrom Celastrus agulatus. Eight compounds(S-1,S-2,S-3,S-4,S-7,S-8,S-9,S-14)were isolatedwith multiple techniques comprising normal phase and reversed phase chromatography.The structures of the eight compounds were elucidated by spectral analysis techniquesincluding MS,1H-NMR and13C-NMR etc. The structures of eight compounds were followsas:S-1:2α,8β-acetonyl-9α-benzoyloxy-1α,13-isobutanoate-4α,6β–hydroxyl-β-dihydroagarofuan;S-2:1α,2α,13-acetonyl-8α,9β-furancarboxylate-4β,6β-hydroxyl-β-dihydroagarofuan;S-3:1α,6β,8α,13-acetonyl-9α-benzoyloxy-4α-hydroxyl-β-dihydroagarofuan;S-4:1α,2α,4α,8α,13-acetonyl-9α-benzoyloxy-4β,6β-hydroxyl-β-dihydroagarofuan;S-7:1α,2α,6β,13-acetonyl-8α-isobutanoate-9β-furancarboxylate-4β-hydroxyl-β-dihydroagarofuan;S-8:1β,2β,6α,8β-acetonyl-9β-benzoyloxy-13-isobutanoate-4α-hydroxyl-β-dihydroagarofuan;S-9:1α,2α,8β-acetonyl-9α-benzoyloxy-13-isobutanoate-4β,6β-hydroxyl-β-dihydroagarofuan;S-14:1β,6α,8β-acetonyl-2β,12-isobutanoate-9α-benzoyloxy-4α-hydroxyl-β-dihydroagarofuan.The bioassay results against Mythimna separata Walker showed that S-1、S-2exhibitednarcotic action.Death rates of S-1and S-2were50%and20%.S-4,S-7,S-9,S-14exhibitedinsecticidal activity. Death rates of S-14was40%. Insecticidal activity of S-9was strongerthan S-7.The characteristics of1H-NMR and13C-NMR spectra and regularity of chemical shifts inbackbone of β-dihydroagarofuran were discussed based on a large number of spectral datas.And the advances in isolation of the constituents from Celastrus agulatus were reviewed.

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