Heterocycles : an international journal for reviews and communications in heterocyclic chemistry最新文献_第4页

SYNTHESIS AND CHARACTERIZATION OF POLYSUBSTITUTED 5-QUINOLINECARBALDEHYDE DERIVATIVES 聚取代5-喹啉乙醛衍生物的合成与表征

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-09-01 DOI: 10.3987/com-15-13270

N. Dinh, Duong Quoc Hoan, N. Hien

{"title":"SYNTHESIS AND CHARACTERIZATION OF POLYSUBSTITUTED 5-QUINOLINECARBALDEHYDE DERIVATIVES","authors":"N. Dinh, Duong Quoc Hoan, N. Hien","doi":"10.3987/com-15-13270","DOIUrl":"https://doi.org/10.3987/com-15-13270","url":null,"abstract":"A new quinolinecarbaldehyde, 7-(carboxymethoxy)-6-hydroxy-3-sulfoquinoline-5-carbaldehyde (1), was synthesized from eugenol, a natural phenol, by four successive reaction steps. The condensation of 1 with various amino compounds afforded 12 Schiff-bases (2 – 13) and 3 hydrazones (14 – 16). The structures of the aldehyde, its Schiff-bases and the hydrazone derivatives were determined by analyzing their IR, 1D NMR, 2D NMR and MS spectra. 1H NMR and NOESY data show that the imine -CH=Ngroup in the reported Schiff-bases and hydrazones exists in E-configuration. The quinoline scaffold is an important class of heterocyclic compounds that possesses diverse chemotherapeutic activities. Several quinoline compounds isolated from natural resources or prepared synthetically are significant with respect to medicinal chemistry and biomedical use.1-5 Many quinolinecarbaldehyde derivatives exhibit high antituberculosis,6 antibacterial,7,8 and anticancer9,10 activities. The quinolinecarbaldehyde derivatives, in particular Schiff-base, are also reported as corrosion inhibitors,11,12 as organic ligands for synthesis of various interesting complexes,13-15 and as intermediates for synthesis of new heterocycles.16 Many hydrazones containing quinoline ring exhibit significant antitubercular properties17,18 and high antimalarial activity.19,20 Recently, we have reported on an efficient and simple method for the synthesis of 7-(carboxymethoxy)6-hydroxy-3-sulfoquinoline starting with eugenol,21 the main constituent of Ocimum sanctum L. oil (a cheap natural source for commercial extraction of eugenol22). This quinoline derivative could act as a key compound in order to prepare useful poly-functionalized quinolines. In this study, we present the synthesis and the structure of a new polysubstituted quinolinecarbaldehyde, 7-(carboxymethoxy)6-hydroxy3-sulfoquinoline-5-carbaldehyde, its Schiff-bases and hydrazones. HETEROCYCLES, Vol. 91, No. 9, 2015 1797","PeriodicalId":12850,"journal":{"name":"Heterocycles : an international journal for reviews and communications in heterocyclic chemistry","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2015-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75750117","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

SYNTHESIS AND IN VITRO CYTOTOXICITY EVALUATION OF NEW 2-THIOXO-BENZO[g]QUINAZOLIN-4(3H)-ONE DERIVATIVES 新型2-硫氧苯并喹唑啉-4(3H)- 1衍生物的合成及体外细胞毒性评价

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-09-01 DOI: 10.3987/com-15-13282

R. Al-Salahi, R. E. Dib, M. Marzouk

引用次数: 15

SYNTHESIS OF THE AGLYCON OF PENTALINONSIDE 五戊酸苷糖元的合成

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-09-01 DOI: 10.3987/com-15-13288

Nobuhisa Isaka, Saki Kawada, M. Ishiguro

引用次数: 0

Phenylpropanoids from the Leaves of Nicotiana tabacum and Their Anti-Tobacco Mosaic Virus Activities 烟草叶片中苯丙素及其抗烟草花叶病毒活性研究

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-09-01 DOI: 10.3987/com-15-13266

Qinpeng Shen, Lan Li, Xin-Meg Xu

引用次数: 0

PREPARATION AND ANTIBACTERIAL EVALUATION OF SOME SYMMETRICAL TWIN-DRUG TYPE BIVALENT MOLECULES 对称双药型二价分子的制备及抗菌性能评价

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-08-01 DOI: 10.3987/com-15-13263

Fumiko Fujisaki, Makoto Furutachi, Ryou Fujiwara

引用次数: 6

Development of an Efficient Process for 3,6-Dihydro-2H-pyran-4-boronic Acid Pinacol Ester 3,6-二氢- 2h -吡喃-4-硼酸蒎醇酯高效工艺的开发

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-08-01 DOI: 10.3987/com-15-13255

F. Xue, Yong Zhu, Chang-Gong Li

引用次数: 1

NIR-FLUORESCENT ETHYL 4,7-BIS(5-ARYLTHIOPHEN-2-YL)-1,2,5-OXADIAZOLO[3,4-c]PYRIDINE-6-CARBOXYLATE nir荧光乙基4,7-二(5-芳基噻吩-2-基)-1,2,5-恶二唑[3,4-c]吡啶-6-羧酸盐

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-08-01 DOI: 10.3987/com-15-13197

K. Nishi, N. Seto, W. Iwasaki, Y. Matsuoka, Yuki Kashiwa, Y. Sano, Tadashi Kawaharada, Takashi Yazumi, Keiji Mizuki

引用次数: 1

CRYSTAL STRUCTURES OF 2-FURYLBENZIMIDAZOLES WITH ANTIANGIOGENIC INHIBITION OF VEGF IN CELL LINE MCF-7 2-呋喃基苯并咪唑在McF-7细胞系中抗血管生成抑制vegf的晶体结构

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-08-01 DOI: 10.3987/COM-15-13258

Keith J. Flanagan, Y. Shaker, Ahmed Temirak

引用次数: 3

STRUCTURE AND ABSOLUTE CONFIGURATION OF THE 11-NORIRIDOID "CHAPINGOLIDE" 11-去甲环烯萜“chapingolide”的结构与绝对构型

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-07-01 DOI: 10.3987/com-15-13216

M. Villa-García, María Amparo Borja-de-la-Rosa, Holber Zuleta-Prada

{"title":"STRUCTURE AND ABSOLUTE CONFIGURATION OF THE 11-NORIRIDOID \"CHAPINGOLIDE\"","authors":"M. Villa-García, María Amparo Borja-de-la-Rosa, Holber Zuleta-Prada","doi":"10.3987/com-15-13216","DOIUrl":"https://doi.org/10.3987/com-15-13216","url":null,"abstract":"The natural product chapingolide {systematic name: (4aS, 7R, 7aR)-7hydroxy-7-(hydroxymethyl)-4,4a,7,7a-tetrahydrocyclopenta[c]pyran-3(1H)-one}, C9H12O4, (1), is a new 11-nor-iridoid isolated from Calatola mollis Standl. The colourless compound has a bicyclic structure with an endo double bond in the five-membered ring. The absolute configuration was established by mean of the anomalous dispersion of the oxygen scatters present in the structure. Calatola is a genus of trees in family Icacinaceae. To date, about seven Calatola species are recorded in America, and most of them are found in rain forest regions.1 Approximately, four species of Calatola plants were recorded in Mexico1 of which, Calatola mollis Standl is a tree up to 20 m tall. The seeds exhibited potently vomitive-purgative activity.2 At present Calatola mollis species had been poorly investigated with only botanical descriptions reported to date.1 Even thought, specimens of this species have been misidentified as Calatola costaricensis,1,3 and hence a phytochemical study of plants of Calatola genus will be useful to establish differences in secondary metabolites composition as a valuable systematic character. The chapingolide (1), a nor-iridoid, was obtained from the methanolic extract of the leaves of Calatola mollis Standl, as a crystalline colourless compound. Its bicyclic structure is closely related to the structures discussed in Valladares and Rios,4 and Franzyk and Stermitz.5 The main differences reside in the oxidation HETEROCYCLES, Vol. 91, No. 7, 2015 1417","PeriodicalId":12850,"journal":{"name":"Heterocycles : an international journal for reviews and communications in heterocyclic chemistry","volume":null,"pages":null},"PeriodicalIF":0.0,"publicationDate":"2015-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88096721","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 1

TRANSFORMATION OF BENZOXAZINONE DERIVATIVES TO SOME INTERESTING HETEROCYCLIC COMPOUNDS WITH EXPECTED BIOLOGICAL ACTIVITY 苯并恶嗪酮衍生物转化为具有预期生物活性的杂环化合物

Heterocycles : an international journal for reviews and communications in heterocyclic chemistry Pub Date : 2015-07-01 DOI: 10.3987/com-15-13218

M. Marzouk, T. Farghaly, M. El-hashash

引用次数: 4