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Three new diarylheptanoids and their antioxidant property

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Chinese Chemical Letters 2007年第10期18卷 1243-1246页

作者： chang xin zhou Xiang Yi Zhang Xiao Wu Dong Qiao Feng Tao Hui Dou Rong Ping Zhang Ke xin Huang Xiao Kun Li chang Xiang Chen Su Zeng Yu Zhao College of Pharmaceutical Sciences Zhejiang University Hangzhou 310058 China College of Pharmacy Kunming College of Medicine Kunming 650031 China Pharmacy School of Wenzhou Medical College Wenzhou 325035 China Kunming Institute of Botany Chinese Academy of Sciences Kunming 650204 China

Three new diarylheptanoids, i.e., sodium（5S,2E）- 1,7-bis（4-hydroxyphenyl）- 1-hydroxy-2-hepten-5 -sulfonate （1）, sodium（5R,2E）-1,7-bis（4-hydroxyphenyl）-1-hydroxy-2-hepten-5-sulfonate （2） and 3,5-diacetoxy-1-（3-methoxy-4,5-dihydroxyphenyl）-7-（4-hydroxy-3-methoxyphenyl）heptane （3） were isolated from the rhizomes of Zingiber officinale. The structures of the new compounds were elucidated on the basis of spectroscopic methods. The antioxidant activities of 3 were assayed by in vitro models involving DPPH free radicals and superoxide anion radicals.

关键词： Diarylhcptanoid Zingiber officinale Antioxidant

Four new constituents from Taraxacum mongolicum

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Chinese Chemical Letters 2007年第11期18卷 1367-1370页

作者： Shu Yun Shi Qi zhou Hua Peng chang xin zhou Ming Hui Hu Qiao Feng Tao Xiao Jiang Hao Joachim Stoeckigt Yu Zhao Department of Traditional Chinese Medicine and Natural Drug Research College of Pharmaceutical Sciences Zhejiang University Hangzhou 310058 China Kunming Institute of Botany Chinese Academy of Sciences Kunming 650204 China

Two new flavone glycosides, isoetin-7-O-β-D-glucopyranosyl-2′-O-α-L-arabinopyranoside （1） and isoetin-7-O-β-D-glucopyranosyl-2′-O-α-D-glucopyranoside （2）, a new lignan, mongolicumin A （3）, and a new guaianolide, mongolicumin B （4） were isolated from the aerial part of Taraxacum mongolicum. Their structures were elucidated mainly by spectral analyses.

关键词： Flavone glycoside Lignan Sesquiterpene Taraxacum mongolicum

Synthesis and Biological Evaluation of Pyranone Analogues of Territrem B

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Chinese Chemical Letters 2005年第9期16卷 1189-1192页

作者： Xiang Rui JIANG Lei AO chang xin zhou Lei Xiang YANG Hai Bo LI Xiu Mei WU Hua BAI Qi Jun ZHANG Yu ZHAO Department of Traditional Chinese Medicine and Natural Drug Research. College of Pharmaceutical Sciences Zhejiang University Hangzhou 310031 Zhejiang Hisun Naturelite Pharmaceutical R＆D Co. Ltd. Hangzhou 310006

23 compounds containing pyranone pharmacophore of territrem B were designed and synthesized. Some of the analogues showed IC50 values of AChE inhibition at 10^-5 mol/L.

关键词： 2H-Pyran-2-one territrim B synthesis AChE inhibitor.

Two new compounds from Zingiber officinale

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Chinese Chemical Letters 2007年第10期18卷 1247-1249页

作者： Yu Zhao Qiao Feng Tao Rong Ping Zhang chang xin zhou Hui Dou Shu Yun Shi Ye Cheng Xiao Lian Li Sun Su Zeng Ke xin Huang Xiao Dong Zhang Xiao Kun Li Department of Traditional Chinese Medicine and Natural Drug Research College of Pharmaceutical Sciences Zhejiang University Hangzhou 310058 China College of Pharmacy Kunming College of Medicine Kunming 650031 China Pharmacy School of Wenzhou Medical College Wenzhou 325035 China

A new cyclic diarylheptanoid, 1,5-epoxy-3-hydroxy-1-（3-methoxy-4,5-dihydroxyphenyl）-7-（4-hydroxyphenyl）-heptane （1）, as well as a new monoterpene, 10-O-β-n-glucopyranosyl-hydroxy cineole （2） were isolated from the rhizomes of Zingiber officinale. The structures of compounds 1 and 2 were established based on their spectral data. In addition, the antioxidant activities of these compounds were also measured.

关键词： Diarylheptanoid Monoterpene Zingiber officinale Antioxidant

Four new eremophilendiolides from Ligularia atroviolacea

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Chinese Chemical Letters 2007年第1期18卷 59-61页

作者： Shu Yun Shi Di Yao Wu Xun Gong Hua Peng Rong Ping Zhang chang xin zhou Xiao Jiang Hao Zhong Jian Jia Joachim Stockigt Yu Zhao Department of Traditional Chinese Medicine and Natural Drug Research College of Pharmaceutical Sciences Zhejiang University Hangzhou 310031 China College of Pharmacy Kunming College of Medicine Kunming China Kunming Institute of Botany Chinese Academy of Sciences Kunming 650204 China Lehrstuhl fiir Pharmazeutische Biologie lnstitut fur Pharmazie Johannes-Gutenberg Universitiit Mainz D-55099 Mainz Germany

From Ligularia atroviolacea, four new eremophilendiolides, 81$-hydroxy-eremophil-3,7 （11）-dien-12,8α（14,6α）-diolide （1）, 8β-methoxy-eremophil-3,7（11）-dien-12,8α（14,6α）-diolide （2）, 8α-hydroxy-eremophil-3,7（11）-dien-12,8lβ（14,6α）-diolide （3） and eremophil-3,7（11）,8-trien-12,8 （14,6α）-diolide （4）, as well as a known diolide （5） were isolated. Their structures were elucidated on the basis of 1D and 2D NMR as well as ESI-MS spectral data.

关键词： Phytochemical examination Sesquiterpene Eremophilendiolide Ligularia atroviolacea

Structure-activity Relationship of Sintenin and its Analogues on Six Human Tumor Cell Lines

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Chinese Chemical Letters 2005年第8期16卷 997-1000页

作者： Li Hong HU Bin zou Jing Xu GONG Hai Bo LI Lei Xiang YANG chang xin zhou Hua BAI Xiu Mei WU Wei CHENG Yu ZHAO Department of Traditional Chinese Medicine and Natural Drug Research College of Pharmaceutical Sciences Zhejiang University Hangzhou 310031 Zhejiang Hi sun Naturelite Pharmaceutical R＆D-Co. -Ltd.Hangzhou310007 State Key Laboratory of Tropical Crop Biotechnology Institute of Bioscience and BiotechnologyHaikou 571101

The synthesis of a cytotoxic natural ester sintenin 1 and thirty-three of its analogues 2-34 were carried out. The cytotoxicities of the synthetic compounds have been screened for human tumor cell lines such as PC-3, Hela, A549, BEL7404, CNE, and KB. The results showed that phenolic derivatives exhibited strongest cytoxicity, and the unsaturated esters were more cytotoxic than their saturated analogues.

关键词： Synthesis natural products sintenin cytotoxicity SAR.

Synthesis and Cytotoxicity Evaluation of Some Isoquinoline Derivatives Related to 1-Arylnaphthalene Lignans

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Chinese Chemical Letters 2005年第10期16卷 1279-1282页

作者： Hong Xia DING Wei LU chang xin zhou Hai Bo LI Lei Xiang YANG Qi Jun ZHANG Xiu Mei WU Olivier BAUDOIN Jun Chao CAI Francoise GUERITTE Yu ZHAO Department of Traditional Chinese Medicine and Natural Drug Research College of Pharmaceutical Sciences Zhejiang University Hangzhou 31003 Shanghai Institute of Material Medica Chinese Academy of Sciences Shanghai 201203 Zhejiang Hisun Naturelite Pharmaceutical R＆D Co. Hangzhou 310006 Institute Chimie des Substances Naturelles CNRS AvenuedelaTerrasse 91198 Gif-sur-Yvette France

Two series of novel compounds designed as hybrids of 1-arylnaphthalene lignans with dihydroisoquinolines or isoquinolines were synthesized and evaluated for their cytotoxicities on human tumor cell lines, such as A549, Hela, PC-3 and KB. Some of the synthetic compounds exhibited their IC50 values on selected cell lines at μmol/L scale.

关键词： Isoquinoline derivatives 1-arylnaphthalene lignans synthesis cytotoxicity.

Gradient maturation experiment on hairs implies taphonomic changes in fossil hairs

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Science China Earth Sciences 2025年第1期68卷 62-73页

作者： xin LI Yibo zhou Tao ZHAO xingjian HE Yanhong PAN State Key Laboratory for Mineral Deposits Research Center for Critical Earth Material Cycling Centre for Research and Education on Biological Evolution and Environment and Frontiers Science School of Earth Sciences and Engineering Nanjing University Institute of Palaeontology Yunnan Key Laboratory of Earth System Science Yunnan Key Laboratory for PalaeobiologyYunnan University

Mammalian hair, as a key feature related to endothermy, physical protection, and camouflage, has a long geohistorical record that dates back even to the Mesozoic. However, the limited information on the taphonomy of hair hinders the understanding of its evolutionary significance in deep time. To address this, we conducted taphonomic experiments to simulate the transformation process of black hair. The changes in the morphological structure, microscopic characteristics, and chemical composition of hair during the simulated fossilization process were documented by scanning electron microscopy, Fourier transform infrared(FTIR) spectroscopy, and Raman spectroscopy. Our results revealed that damage to the morphology of hair began at a mild temperature(150–175°C), and hair transformed into a fluid-like mass at a relatively high temperature(200°C). In addition, the morphological structure of melanosomes had relatively greater preservation potential than keratins did, and the microscopic features of melanosomes were persistently stable. The Raman and FTIR spectra indicated that the characteristic melanin and keratin peaks changed as the temperature increased. Although the chemical signals were not lost completely, the variations in the characteristic amide bands in the FTIR spectra indicate that the keratins severely degraded at high temperatures(>200°C), whereas the characteristic melanin bands in the Raman spectra suggested that melanin signals were still recognizable, even at high temperatures(>200°C). These results were confirmed by principal component analysis(PCA) and principal component analysis linear discriminant analysis(PCA–LDA). In addition, the Raman signals of all the samples in the simulated experiments were distinguished from the signals of common geological carbonaceous materials(humic acid), which suggested that Raman spectroscopy can be used to detect melanin in fossils.

关键词： Mammalian hair Melanin Keratin Fossilization Experimental taphonomy

Synthesis and Antioxidant Properties of Novel Silybin Analogues

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Chinese Chemical Letters 2006年第4期17卷 465-468页

作者： Jing Xu GONG Lin Jia WENG Feng WANG Yu Bin FENG chang xin zhou Hai Bo LI Yi Hang WU Xiao Jiang HAO Xiu Mei WU Hua BAI Joachim STOECKIGT Yu ZHAO Department of Traditional Chinese Medicine and Natural Drug Research College of Pharmaceutical Sciences Zhejiang University Hangzhou 310031 The Key Laboratory of Chemistry of Natural Products of Guizhou Province Chinese Academy of Sciences Guiyang 550022 Zhejiang Hisun Naturelite Pharmaceutical R＆D Co. Ltd. Hangzhou 310007 Lehrstuhl für Pharmazeutische Biologie Institut für Pharmazie Johannes-Gutenberg Universitaet Mainz D-55099 Mainz Germany

Eight novel silybin analogues （7a-h） were synthesized and their antioxidant properties including the capability of scavenging superoxide anion free radicals and the inhibitory effect on DPPH free radicals were dete... 详细信息

关键词： Silybin analogues synthesis antioxidant DPPH inhibition superoxide anion free radical scavenging.