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Immunoregulation

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1. Kadsuphilols A−H, Oxygenated Lignans from Kadsura philippinensis (菲律賓五味子)
Ya-Ching Shen*†, Yuan-Bin Cheng‡, Ting-Wei Lan§, Chia-Ching Liaw‡, Shorong-Shii Liou§, Yao-Haur Kuo⊥, and Ashraf Taha Khalil†
School of Pharmacy, College of Medicine, National Taiwan University, Taipei, Taiwan 100, Republic of China, Institute of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung, Taiwan 804, Republic of China, Department of Pharmacy, Tajen University, Yen-Pou, Ping Tung Shien, Taiwan, Republic of China, and National Research Institute of Chinese Medicine, Taipei, 112, Taiwan, Republic of China
J. Nat. Prod., 2007, 70 (7), pp 1139–1145
Abstract
Abstract Image

Eight new oxygenated lignans, kadsuphilols A−H (1−8), were isolated from the leaves and stems of Kadsura philippinensis. Four of the isolated lignans (1−4) possess the normal C18-dibenzocyclooctadiene skeleton, while the other four lignans (5−8) are C19-homolignans possessing a substituted cyclohexadienone ring with a spiro-benzofuranoid moiety. The structures of the isolated metabolites were elucidated through spectroscopic analyses, including 2D NMR experiments. Compounds 1 and 4 are the first report of an R-biphenyl configuration with a β-oxygenated substituent at the C-9 position. The in vitro radical-scavenging activities of these compounds using DPPH were tested and evaluated. Compound 3 exhibited more potent activity than vitamins C and E. (健康維持)

2. C18 Dibenzocyclooctadiene Lignans from Kadsura philippinensis (菲律賓五味子)
Ya-Ching Shen*†, Chia-Ching Liaw†, Yuan-Bin Cheng†, Atallah F. Ahmed†, Mei-Chou Lai‡, Shorong-Shii Liou‡, Tian-Shung Wu§, Yao-Haur Kuo§, and Yu-Chi Lin†
Department of Marine Resources, National Sun Yat-Sen University, Kaohsiung 804, Taiwan, Republic of China, Department of Pharmacy, Tajen University, Yen-Pou, Ping Tung Shien, Taiwan, Republic of China, and National Research Institute of Chinese Medicine, Taipei 112, Taiwan, Republic of China
J. Nat. Prod., 2006, 69 (6), pp 963–966
AbstractAbstract Image

Four new C18 dibenzocyclooctadiene lignans, kadsuphilins A (1) and B (3), 6-epi-gomisin (2), and 1-demethylkadsuphilin A (4), along with eight known related metabolites, were isolated from an EtOAc fraction of an alcoholic extract of the aerial parts of Kadsura philippinensis growing in Taiwan. The structures of 1−4 were elucidated on the basis of spectroscopic analyses, including 2D NMR (HMQC, HMBC, and NOESY) experiments, and by comparison of their spectroscopic data with those of related metabolites. The configurations of the biphenyl and cyclooctadiene moieties were deduced from circular dichroism (CD) and NOESY NMR spectra, respectively. Some of the compounds showed radical-scavenging activity in a DPPH-HPLC method.
(健康維持)

3. Dibenzocyclooctadiene lignans from Kadsura philippinensis (菲律賓五味子)
  1. Phytochemistry, 
  2. Volume 70, Issue 1, 
  3. January 2009, 
  4. Pages 114-120
Ya-ChingShen*,aYu-ChiLinbYuan-BinChengaMichael Y.ChiangcShorong-ShiiLioudAshraf TahaKhalila

Abstract

Lignans with the dibenzocyclooctadiene skeleton, kadsuphilols I–L, and one C19-homolignan, kadsuphilol M, were isolated by chromatographic fractionation of an ethyl acetate extract of the aerial parts of Kadsura philippinensis. Their structures were elucidated through extensive spectroscopic methods, including HRESIMS and 2D NMR experiments (HMQC, COSY and HMBC). The stereochemistry at the chiral centers and the biphenyl moist, were determined using NOESY, as well as analysis of CD spectra, respectively. The relative configuration of heteroclitin J was confirmed by single crystal X-ray crystallographic analysis. The in vitro radical-scavenging activities of these compounds by using DPPH were evaluated. (健康維持)
 

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