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Synthesis of Short-Lived Radiotracers

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有机化学 1993年第3期13卷 282-285页

作者： ZHU You-Cheng Shanghai institute of materia medica, academia sinica, 200031 Shanghai 中国科学院上海药物研究所

Positron emission tomography (PET) has become a powerful tool for non-invasive investi-gations of basic biological and physiological processes in vivo, for example: blood flow, transport andmetabolism of natural substrates and localization and characterization of receptor systems. The aim ofthe synthesis of short-lived radiotracers is to develop the PET probes. Cyclotron-producedC(t:20min), 13N(t:10min),O(t:2min) andF(t:110min) are gaining ever inereasing attentionand being actively utilized in clinical research and application, because they could be incorporated intonaturally oocurring biomolecules or drugs of various class without alteration of the compounds’ definedfunctions in living systems. During recent years lots ofC andF-labelled ligands has been synthe-sized for a number of receptor systems such as opiate, dopamine, serotonin, benzodiazepine, his-tamine, nicotine and muscarine. Ohmetentanyl, a new, highly potent and selective agonist for opiateμ-receptor found in this laboratory was labelled with carbon-11 in CEA, France.

关键词： positron emission tomography(PET) carbon-11 opiate receptor ligand 11C-Ohmefentanyl

The structure correction,of “8-hydroxysub-spinosin” and synthesis of 5-hydroxy-damnacanthol-ω-ethyl ether

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Chinese Journal of Chemistry 1991年第4期9卷 365-372页

作者： YU,Ju-Rong CAI,Jun-Chao GAO,Yi-Sheng Shanghai institute of materia medica,academia sinica,Shanghai 200031 Shanghai institute of materia medica Academia Sinica Shanghai 200031

8-Hyaroxysubspinosin was elucidated as 2,8-dihydroxy-3-ethoxymethyl-1-methoxy- anthraquinone(2)in the ***,the structure revision and synthesis of 8-hydroxysubspinosin were *** should be revised to 3,5-dihydroxy-2-ethoxymethyl-1-methoxyanthraquinone (5),i.e.5-hydroxydamnacanthol-ω-ethyl ether by comparison with the synthetic sample.5 was syn- thesized by alkylation of 3-bromo-7-methoxyphthalide(10)with 2,6-dimethoxytoluene in the presence of stannic chloride,followed by reductive clcavagc,cyclization,oxidation,demethylation,selective acetylation,methylation,bromination and condensation with sodium *** isomer 1,3- dihydroxy-2-ethoxymethyl-5-methoxyanthraquinone(5b)was also obtained.

关键词： The structure correction,of hydroxysub-spinosin ethyl ether and synthesis of 5-hydroxy-damnacanthol

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Mass spectrometric study of camptothecin and related compounds

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Chinese Journal of Chemistry 1984年第2期2卷 154-160页

作者： YANG Yi-Ming DAI Man-Li HUANG Zhi-Heng Shanghai institute of materia medica,academia sinica Shanghai institute of materia medica Academia Sinica

The electron impact mass spectrometric behavior of ten camptothecin analogs(1—10)is described and discussed in detail with the aid of accurate mass measurement and metastable experi-ment.

关键词： Mass spectrometric study of camptothecin and related compounds OCI

Salvicine,a novel topoisomerase Ⅱ inhibitor,exerts its potent anticancer activity by ROS generation

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Acta Pharmacologica sinica 2007年第9期28卷 1460-1465页

作者： Ling-hua MENG Jian DING division of Antitumor pharmacology,State Key laboratory of Drug Research,Shanghai institute of materia medica,Chinese Academy of Sciences,Shanghai 201203,China division of Antitumor pharmacology State Key laboratory of Drug Research Shanghai Institute of Materia Medica Chinese Academy of Sciences Shanghai China

Salvicine is a novel diterpenoid quinone compound obtained by structural modi-fication of a natural product lead isolated from a Chinese herb with potent growthinhibitory activity against a wide spectrum of human tumor cells in vitro and inmice bearing human tumor xenografts. Salvicine has also been found to have aprofound cytotoxic effect on multidrug-resisitant (MDR) cells. Moreover, Salvicinesignificantly reduced the lung metastatic foci of MDA-MB-435 orthotopicxenograft. Recent studies demonstrated that salvicine is a novel non-intercalativetopoisomerase II (Topo II) poison by binding to the ATPase domain, promotingDNA-Topo II binding and inhibiting Topo II-mediated DNA relegation and ATPhydrolysis. Further studies have indicated that salcivine-elicited ROS plays acentral role in salvicine-induced cellular response including Topo II inhibition,DNA damage, circumventing MDR and tumor cell adhesion inhibition.

关键词： Salvicine is a novel diterpenoid quinone compound obtained by structural modi-fication of a natural product lead isolated from a Chinese herb with potent growthinhibitory activity against a wide spectrum of human tumor cells in vitro and inmice

Chemical transformations of arteannuin B

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Acta Chimica sinica(English Edition) 1983年第1期1卷 28-36页

作者： GAI Yuan-zhu ZHENG Ya-ping LI Liang-quan Shanghai institute of materia medica,academia sinica,Shanghai Shanghai institute of materia medica Academia Sinica Shanghai

Using arteannuin B(2)isolated from Artemisia annua L.,a number of chemical transforma-tions have been carried out,i.e.,catalytic hydrogenation of 2 to give a mixture of 5,6 and 7,reac-tion of 6 with boron trifluoride etherate to give 8 and 9,saponification of 6 with potassium hydro-xide and deoxygenation of 2,6 and 7 with iron pentacarbonyl to give 18,4 and 3,respectively.

关键词： MS Chemical transformations of arteannuin B

Chemical modification in mass *** double bond location of long-chain fatty acids:The mass spectra of 2-alkenyl substituted heterocycles

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Acta Chimica sinica(English Edition) 1988年第1期6卷 29-36页

作者： HUANG Zhi-Heng ZHANG Ji-Yue YU Qi-Tao Shanghai institute of materia medica,academia sinica,Shanghai 200031 Shanghai institute of materia medica Academia Sinica Shanghai 200031

A novel approach to double bond location in long-chain olefinic acids has been elaboratedby means of“remote functional group modification”.This method consists in converting the car-boxylic acid into corresponding 2-alkenyl substituted heterocycle followed by measuring its 70 eVelectron-impact mass *** inherited tendency of random migration of the double bondalong the aliphatic chain under electron impact is strongly suppressed by incorporating the terminalcarboxyl group into a *** derivatives thus prepared show more informative spectrawhich clearly indicate the site of unsaturation of the parent *** scale derivatizationof the olefinic acids,as exemplified by the model compound oleic acid,and a comparison of the spectraof the resulting heterocycles(3—10)as well as benzoxazole derivatives(3a—3d)of selected carboxylicacids is described in the present paper.

关键词： acid Chemical modification in mass spectrometry.1.The double bond location of long-chain fatty acids

The total synthesis of quisqualic acid

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Chinese Journal of Chemistry 1985年第2期3卷 167-172页

作者： GU Xue-Qin PAN Bai-Chuan GAO Yi-Sheng Shanghai institute of materia medica,academia sinica,Shanghai Shanghai institute of materia medica Academia Sinica Shanghai

DL-,L-and D-quisqualic acid were synthesized from methyl DL-β-chloro-α-*** preliminary biological test showed that the synthetic DL-,L-and the naturalquisqualic acid were able to paralyse the activity of earthworm b... 详细信息

关键词： In The total synthesis of quisqualic acid

OHMEFENTANYL——A NEW AGONIST FOR μ-OPIATE RECEPTOR

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Science in China,Ser.B 1985年第5期28卷 504-511页

作者：徐珩陈洁池志强 Shanghai institute of materia medica academia sinica

Ohmefentanyl （F 7302, N[1-（β-hydroxy-β-phenylethyt）-3-methyl-4-piperidyl]-N-phenylpropionamide） is a potent synthetic analgesic agent. The analgesic activity of ohmefentanyl in mice is 6300 times more potent than that of morphine. The potency of ohmefentanyl in competing with specific binding of 3H-naloxone is reduced by Na+ （100 mM） and GTP（50μM）, thus suggesting the agonist properties of this compound. Binding characteristics of 3Hohmefentanyl with mice brain P2 fraction are studied. An important saturable, specific and reversible binding is demonstrated. Scatchard analysis indicates the existence of two classes of binding sites （KD1=0.32nM, KD2=3.91nM）. Various opiate drugs strongly inhibit the binding of 3H-ohmefentanyl, but nonopiate drugs have negligible affinity. Comparison of the relative potencies of morphine, DSTLE（Tyr-D-Ser-Gly-Phe-Leu-Thr, a specific ligand for the δ-opiate receptor） and ohmefentanyl in competing with 3H-dihydromorphine （μ） and 3H[D-Ala2, D-Leu5]-enkephalin (

关键词： OPIATE RECEPTOR A NEW AGONIST FOR than DADLE

Three New Diterpenoids from Isodon Eriocalyx

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Chinese Chemical Letters 1998年第11期9卷 0-0,0-0页

作者： Shao Nong CHEN Shao Yuan CHEN Jian Min YUE Zhong Wen LINGuo Wei QIN Han Dong SUN Yao Zu CHEN(Shanghai institute of materia medica, academia sinica, Shanghai 200031)(The Laboratory of Phytochemistry, Kunming institute of Botany, academia sinica, Kunmi Shanghai institute of materia medica Academia Sinica Shanghai 200031 China State Key Lab. of Appl. Organ. Chem. Lanzhou University Lanzhou 730000 China Department of Chemistry Zhejiang University Hangzhou 310027 China Laboratory of Phytochemistry Kunming Institute of Botany Academia Sinica Kunming 650204 China Laboratory of Phytochemistry Chengdu Institute of Biology Academia Sinica Chengdu 610041 China

Three new diterpenoids, eriocalyxins C-E, were isolated from Isodon eriocalyx. Their structures were elucidated as 66-hydroxy- 15β-acetoxy-3α, 20-epoxy-16β, 17-epoxy-ent-kaur-1,7-dione, 1α, 7β-dihydroxy-6β, 15β-diacetoxy-7, 20-epoxy-ent-kaur-16-ene, and 15β-acetoxy-1, 6-dioxo-6, 7-seco-ent-kaur-2, 16-dien-7, 20-olide by means of spectroscopic methods, including two-dimensional NMR techniques.

关键词： Isodon eriocalyx Labiatae ent-kaurane diterpenoids eriocalyxins C-E

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