Synthesis of Mercaptobenzothiazole and Mercaptobenzimidazole Condensed with Inositol Derivatives

被引：4

作者：

de Assis, Joao Vitor ^{[1
]}

Couri, Mara Rubia C. ^{[1
]}

Porto, Ricardo Silva ^{[2
]}

de Almeida, Wagner B. ^{[3
]}

dos Santos, Leonardo H. R. ^{[1
]}

Diniz, Renata ^{[1
]}

de Almeida, Mauro V. ^{[1
]}

机构：

[1] Univ Fed Juiz de Fora, ICE, Dept Quim, BR-36036330 Juiz De Fora, MG, Brazil

[2] Univ Fed Alagoas, IQB, BR-57072970 Maceio, AL, Brazil

[3] Univ Fed Minas Gerais, ICEx, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazil

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2013年 / 50卷

关键词：

STEREOSELECTIVE-SYNTHESIS; ANALOGS; QUEBRACHITOL; AGENTS; 1,4,5-TRISPHOSPHATE; PRECURSORS; SERIES;

D O I：

10.1002/jhet.1096

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This work describes the synthesis of inositol derivatives condensed with 2-mercaptobenzothiazole or 2-mercaptobenzimidazole, potential antimicrobial agents. These compounds were prepared by ring opening of epoxide intermediate (2S,3R-epoxy-1-O-methyl- l-chiro-inositol and 2R,3S-epoxy-1-O-methyl- l-chiro-inositol), which were obtained from l-quebrachitol (1-O-methyl-chiro-inositol). Microwave irradiation was used to promote the condensation reaction.

引用

页码：E142 / E147

页数：6

共 29 条

[11] INDEXING IN SINGLE-CRYSTAL DIFFRACTOMETRY WITH AN OBSTINATE LIST OF REFLECTIONS
DUISENBERG, AJM
[J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1992, 25 : 92 - 96
[12] Structure-Based Design of Benzimidazole Sugar Conjugates: Synthesis, SAR and In Vivo Anti-inflammatory and Analgesic Activities
El-Nezhawy, Ahmed O. H.
Gaballah, Samir T.
Radwan, Mohamed A. A.
Baiuomy, Ayman R.
Abdel-Salam, Omar M. E.
[J]. MEDICINAL CHEMISTRY, 2009, 5 (06) : 558 - 569
[13] Farrugia L.J., 1997, J. Appl. Crystallogr., V30, P565, DOI [10.1107/S0021889897003117, DOI 10.1107/S0021889897003117]
[14] A Series of α-Heterocyclic Carboxaldehyde Thiosemicarbazones Inhibit Topoisomerase IIα Catalytic Activity
Huang, He
Chen, Qin
Ku, Xin
Meng, Linghua
Lin, Liping
Wang, Xiang
Zhu, Caihua
Wang, Yi
Chen, Zhi
Li, Ming
Jiang, Hualiang
Chen, Kaixian
Ding, Jian
Liu, Hong
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (08) : 3048 - 3064
[15] Antituberculosis drugs: Ten years of research
Janin, Yves L.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (07) : 2479 - 2513
[16] Synthesis and antimycobacterial activity of 2-substituted halogenobenzimidazoles
Kazimierczuk, Z
Andrzejewska, M
Kaustova, J
Klimesova, V
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (02) : 203 - 208
[17] TOOLS FOR CELL SIGNALING - SYNTHESIS OF THE 3-PHOSPHATASE-RESISTANT 1,3,4,5-INSP(4) MIMIC, 1D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE 3-PHOSPHOROTHIOATE
KOZIKOWSKI, AP
FAUQ, AH
WILCOX, RA
NAHORSKI, SR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) : 2279 - 2281
[18] SYNTHESIS OF 1D-3-DEOXY-MYO-INOSITOL, 1D-2,3-DIDEOXY-MYO-INOSITOL, AND 1D-2,3,6-TRIDEOXY-MYO-INOSITOL 1,4,5-TRISPHOSPHATE FROM QUEBRACHITOL, THEIR BINDING AFFINITIES, AND CALCIUM-RELEASE ACTIVITY
KOZIKOWSKI, AP
OGNYANOV, VI
FAUQ, AH
NAHORSKI, SR
WILCOX, RA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) : 4429 - 4434
[19] Larson A.C., 1970, CRYSTALLOGRAPHIC COM, P291
[20] Macrae CF, 2006, J APPL CRYSTALLOGR, V39, P453, DOI [10.1107/S002188980600731X, 10.1107/S0021 88980600731X]

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