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indole cyanation via C-H bond activation under catalysis of Ru(Ⅲ)-exchanged NaY zeolite(RuY) as a recyclable catalyst

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Chinese Chemical Letters 2012年第8期23卷 903-906页

作者： Alireza Khorshidi Department of Chemistry Faculty of SciencesUniversity of GuilanP.O.Box:41335-1914RashtIran

Selective 3-cyanation of indoles was achieved under heterogeneous catalysis of Ru（III）-exchanged NaY zeolite （RuY） as a recyclable catalyst, in combination with K4[Fe（CN）6] as a nontoxic, slow cyanide releasing ... 详细信息

关键词： Cyanation indole Zeolite Heterogeneous Catalysis

Selective Carbon Dioxide Capture in Antifouling indole-based Microporous Organic Polymers

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Chinese Journal of Polymer Science 2020年第2期38卷 187-194,I0008页

作者： Meng-Qi Du Yu-Zheng Peng Yuan-Chi Ma Li Yang Yuan-Lin Zhou Fan-Kun Zeng Xiang-Ke Wang Man-Ling Song Guan-Jun Chang State Key Laboratory of Environment-friendly Energy Materials School of Material Science and EngineeringSchool of Life Science and EngineeringSouthwest University of Science and TechnologyMianyang 621010China Department of Chemical and Biomolecular Engineering University of PennsylvaniaPennsylvania 19104United States

Intermolecular synergistic adsorption of indole and carbonyl groups induced by intermolecular hydrogen bonding makes microporous organic polymer(PTICBL)exhibit high CO2 uptake capacity(5.3 mmol·g^-1at 273 K)and selectivities(CO2/CH4=53,CO2/N2=107 at 273 K).In addition,we find that indole units in the PTICBL networks inhibit the attachment of bacteria(*** and ***)on the surface of PTICBL and extend its service life in CO2 capture.

关键词： CO2 capture Synergistic adsorption Antifouling indole Microporous organic polymer

Synthesis and Crystal Structure of 3-(Trichloroacetyl) indole

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Chinese Journal of Structural Chemistry 2005年第3期24卷 299-302页

作者：郑向潮徐石海刘珀润邓芹英 SchoolofChemistryandChemicalEngineering SunYat-SenUniversityGuangzhou510275China DepartmentofChemistry JinanUniversityGuangzhou510632China

Trichloroacetyl) indole has been synthesized by the reaction of indole with trichloroacetyl chloride in 73% yield, and its crystal structure was determined by X-ray diffraction method. The crystal is of orthorhombic, space group Pnma with a = 20.781(7), b = 6.857(2), c = 7.431(3) ?, V = 1058.8(6) ?3, Z = 4, Mr = 262.51, Dc = 1.647 g/cm3, λ = 0.71073 ?, μ(MoKα) = 0.833 mm? and F(000) = 528. The structure was refined to R = 0.0286 and wR = 0.0749 for 1073 1 observed reflections with I > 2σ(I). It exhibits a characteristic plane structure consisting of all atoms except Cl(2) and Cl(2)A. Two kinds of intermolecular hydrogen bonds are formed: N(1)– H(8A)…O(1) and N(1)–H(8A)…Cl(1). There also exist three kinds of π-π stacking in the crystal.

关键词： trichloroacetyl)indole indole synthesis crystal structure

Co-regulation of indole glucosinolates and camalexin biosynthesis by CPK5/CPK6 and MPK3/MPK6 signaling pathways^°°

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Journal of Integrative Plant Biology 2020年第11期62卷 1780-1796页

作者： Liuyi Vang Yan Zhang Rongxia Guan Sen Li Xuwen Xu Shuqun Zhang Juan Xu State Key Lab oratory of Plant Physiology and Biochem istry College of Life SciencesZhejiang UniversityHangzhouZhejiang 310058China Institute of Crop Sciences Chinese Academy of Agricultural SciencesBeijing 100081China Division of Biochemistry University of MissouriColumbiaMO 65211USA

Secondary plant metabolites,represented by indole glucosinolates(IGS)and camalexin,play important roles in Arabidopsis ***,we demonstrated the importance of MPK3 and MPK6,two closely related MAPKs,in regulating Botrytis cinerea(Bc)-induced IGS and camalexin *** we report that CPK5 and CPK6,two redundant calcium-dependent protein kinases(CPKs),are also involved in regulating the biosynthesis of these secondary *** loss-of-function of both CPK5 and CPK6 compromises plant resistance to *** profiling of CPK5-VK transgenic plants,in which a truncated constitutively active CPK5 is driven by a steroidinducible promoter,revealed that biosynthetic genes of both IGS and camalexin pathways are coordinately upregulated after the induction of CPK5-VK,leading to high-level accumulation of camalexin and 4-methoxyindole-3-ylmethylglucosinolate(4MI3G).Induction of camalexin and 4MI3G,as well as the genes in their biosynthesis pathways,is greatly compromised in cpks cpk6 mutant in response to *** a conditional cpk5 cpk6 mpk3 mpk6 quadruple mutant,Be resistance and induction of IGS and camalexin are further reduced in comparison to either cpks cpk6 or conditional mpk3 mpk6 double mutant,suggesting that both CPK5/CPK6 and MPK3/MPK6 signaling pathways contribute to promote the biosynthesis of 4MI3G and camalexin in defense against Be.

关键词： indole coordinate constitutive

Facile Synthesis of 4-H-Pyran Derivatives Bearing indole Skeleton via[3+3]Cyclization of 3-Indolyl-3-oxopro-panenitriles with Dialkyl Acetylenedicarboxylates and Isocyanides

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Chinese Journal of Chemistry 2014年第5期32卷 381-386页

作者： Ping Song Lili Zhao Shunjun Ji Analytic and Testing Center Soochow UniversitySuzhouJiangsu 215123China Key Laboratory of Organic Synthesis of Jiangsu Province College of ChemistryChemical Engineering and Materials Science&Collaborative Innovation Center of Suzhou Nano Science and TechnologySoochow UniversitySuzhouJiangsu 215123China

An efficient multicomponent reaction of 3-indolyl-3-oxopropanenitriles with dialkyl acetylenedicarboxylates and isocyanides under mild conditions leading to highly functionalized 6-(indol-3-yl)-4H-pyrans in moderate t... 详细信息

关键词： isocyanides indole [3+3]cyclization dialkyl acetylenedicarboxylates pyran derivatives

Synthesis and Crystal Structure of (Z)-N-(2-(diethylamino)ethyl)-7-(5-fluoro-2-oxoindolin-3-ylidene)-2-methyl-4,5,6,7-tetrahydro-1H- indole-3-carboxamide Methanol Solvate

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Chinese Journal of Structural Chemistry 2013年第7期32卷 1041-1045页

作者：金秋尤启冬唐锋 Drug Design and Patent Medicine Optimization Key Laboratory of Jiangsu Province China Pharmaceutical University Targeting Antitumor Drug Key Laboratory of Jiangsu Province Simcere Pharmaceutical Group of Jiangsu Province

The crystal structure of a new compound （Z）-N-（2-（diethylamino）ethyl）-7-（5- fluoro-2-oxoindolin-3-ylidene）-2-methyl-4,5,6,7-tetrahydro- 1H-indole-3 -carboxamidemethanol solvate （C24H29FNaO2CH40, Mr = 456.55） has been prepared and determined by single-crystal X-ray diffraction. The crystal is of monoclinic, space group P2 1/c with a = 14.560（3）, b = 7.3200（2）, c = 22.233（4） A, β = 101.78（3）°, V = 2319.7（8） A3, Z = 4, Dc = 1.307 g/cm^3, F（000） = 976, p = 0.092 mm^-1, MoKa radiation （2 = 0.71073）, R = 0.0604 and wR = 0.1644 for 4262 observed reflections with 1 〉 2σ（I）. X-ray diffraction analysis reveals that the indole and pyrrole are almost coplanar. Intramolecular C-H---O and N-H---O hydrogen bonds together with rc-zr interactions are found in the structure.

关键词： indole single-crystal X-ray diffraction crystal structure synthesis

Synthesis and Crystal Structure of 3-(1-Ethyl-1H-indole-3-carbonyl)aminopropionic Acid

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Chinese Journal of Structural Chemistry 2010年第9期29卷 1343-1346页

作者：黄岗徐兴烟曾向潮李凯平 Department of Chemistry Jinan University

3-（1-Ethyl-1H-indole-3-carbonyl）aminopropionic acid has been synthesized by alkylation of 3-（1H-indole-3-carbonyl）aminopropionic acid methyl ester with bromoethane,follo-wed by saponifying and acidating,in 89.0% *** crystal structure was gotten and determined by X-ray diffraction *** crystal is of orthorhombic,space group P212121 with a = 8.9490（12）,b = 11.1010（15）,c = 13.0475（18） ,V = 1296.2（3） 3,Z = 4,Dc = 1.334 g/cm3,λ = 0.71073 ,μ（MoKα） = 0.095 mm-1,Mr = 260.29 and F（000） = *** structure was refined to R = 0.0306 and wR = 0.1445 for 2612 observed reflections with I 2σ（I）.In the crystal structure,molecules are linked to each other through hydrogen bonds of N（2）-H（2）···O（1） and O（3）-H（3）···O（1）,generating a three-dimensional network.

关键词： 3-(1-ethyl-1H-indole-3-carbonyl)aminopropionic acid indole synthesis crystal structure

Target-based anticancer indole derivatives and insight into structure-activity relationship:A mechanistic review update(2018—2021)

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Acta Pharmaceutica Sinica B 2022年第7期12卷 3006-3027页

作者： Ashima Dhiman Rupam Sharma Rajesh K.Singh Department of Pharmaceutical Chemistry Shivalik College of PharmacyIKG Punjab Technical UniversityJalandhar 140126India

Cancer,which is the uncontrolled growth of cells,is the second leading cause of death after heart *** drugs,especially to specific genes and proteins involved in growth and survival of cancer cells,is the prime need of research *** moiety,which is a combination of aromatic-heterocyclic compounds,is a constructive scaffold for the development of novel *** to its bioavailability,high unique chemical properties and significant pharmacological behaviours,indole is considered as the most inquisitive scaffold for anticancer drug *** is illustrated by the fact that the *** and Drug Administration(FDA)has recently approved several indole-based anticancer agents such as panobinostat,alectinib,sunitinib,osimertinib,anlotinib and nintedanib for clinical ***,hundreds of studies on the synthesis and activity of the indole ring have been published in the last three *** into account the facts stated above,we have presented the most recent advances in medicinal chemistry of indole derivatives,encompassing hot articles published between 2018and 2021 in anticancer drug *** recent advances made towards the synthesis of promising indole-based anticancer compounds that may act via various targets such as topoisomerase,tubulin,apoptosis,aromatase,kinases,etc.,have been *** review also summarizes some of the recent efficient green chemical synthesis for indole rings using various catalysts for the period during 2018—*** review also covers the synthesis,structure-activity relationship,and mechanism by which these leads have demonstrated improved and promising anticancer *** molecules under clinical and preclinical stages are classified into groups based on their cancer targets and presented in tabular form,along with their mechanism of *** goal of this review article is to point the way for medicinal chemists to design and develop effective indole-based anticancer agents.

关键词： indole Synthesis Anticancer Structure-activity relationship Topoisomerase Apoptosis Aromatase inhibitors Tubulin inhibitors

Luminescent cyclometalated iridium(Ⅲ) dipyridoquinoxaline indole complexes as biological probes

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Science China Chemistry 2010年第10期53卷 2091-2098页

作者： LO Kenneth Kam-Wing LEUNG Arthur Ho-Hon Department of Biology and Chemistry City University of Hong Kong

Four luminescent cyclometalated iridium(Ⅲ) dipyridoquinoxaline complexes appended with an indole moiety [Ir(N^C)2(N^N)] (PF6) (HN^C = 2-phenylpyridine, Hppy; N^N = 2-(N-(2-(indole-3-acetamido)ethyl)aminocarbonyl)dipyrido[3,2-f:2′,3′-h]quinox- aline, dpqC2indole (1a), N^N = 2-(N-(6-(indole-3-acetamido)hexyl)aminocarbonyl)dipyrido[3,2-f:2′,3′-h]quinoxaline, dpqC6indole (1b); HN^C = 7,8-benzoquinoline, Hbzq, N^N = dpqC2indole (2a), N^N = dpqC6indole (2b)) have been synthesized and characterized. Upon irradiation, all the complexes displayed moderately intense and long-lived luminescence under ambient condi-tions and in 77 K glass. On the basis of the photophysical data, the emission of the complexes has been assigned to an excited state of triplet metal-to-ligand charge-transfer (3MLCT) ((dπ(Ir)→π*(N^N)) character. Cyclic voltammetric studies revealed indole-based and iridium-based oxidations at ca. +1.10 V and +1.24 V vs. SCE, respectively, and ligand-based reductions at ca. -1.07 to-2.29 V vs. SCE. The interactions of the complexes with an indole-binding protein, bovine serum albumin (BSA), have been examined by emission titrations.

关键词： binding indole iridium luminescence probes