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1,6-Dimethoxyphenazine Sale

(Synonyms: Crystalloiodinine B) 目录号 : GC40706

A bacterial metabolite

1,6-Dimethoxyphenazine Chemical Structure

Cas No.:13398-79-3

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1mg
¥1,525.00
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5mg
¥6,099.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

1,6-Dimethoxyphenazine is a bacterial metabolite that has been found in S. thioluteus. It is active against the fungus T. mentagrophytes (MIC = 25 µg/ml) and the bacteria M. smegmatis, M. rhodochrous, N. asteroides, and N. coeliaca (MICs = 25, 5, 5, and 20 µg/ml, respectively), as well as Actinoplanes species (MIC = 25 µg/ml).

Chemical Properties

Cas No. 13398-79-3 SDF
别名 Crystalloiodinine B
Canonical SMILES COC1=CC=CC2=NC3=C(C=CC=C3OC)N=C12
分子式 C14H12N2O2 分子量 240.3
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 4.1615 mL 20.8073 mL 41.6146 mL
5 mM 0.8323 mL 4.1615 mL 8.3229 mL
10 mM 0.4161 mL 2.0807 mL 4.1615 mL
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Research Update

A novel aureothin diepoxide derivative from Streptomyces sp. NIIST-D31 strain

J Antibiot (Tokyo) 2022 Sep;75(9):491-497.PMID:35922482DOI:10.1038/s41429-022-00547-1.

A novel vicinal diepoxide of alloaureothin was isolated from Streptomyces sp. NIIST-D31 strain along with three carboxamides, p-aminobenzoic acid and 1,6-Dimethoxyphenazine. Exhaustive 2D NMR analysis and analysis of experimental, theoretical CD spectra aided in establishing the structure of compound 1. Compound 1 inhibits adipogenesis and accumulation of lipid droplets during the differentiation of 3T3-L1 cells.

In vitro antibacterial effects of combination of ciprofloxacin with compounds isolated from Streptomyces luteireticuli NIIST-D75

J Antibiot (Tokyo) 2023 Apr;76(4):198-210.PMID:36781977DOI:10.1038/s41429-023-00600-7.

Three phenazines, 1-methoxyphenazine (1), methyl-6-methoxyphenazine-1-carboxylate (2), 1,6-Dimethoxyphenazine (4), and a 2,3-dimethoxy benzamide (3) were isolated from the Streptomyces luteireticuli NIIST-D75, and the antibacterial effects of compounds 1-3, each in combination with ciprofloxacin, were investigated. The in vitro antibacterial activity was assessed by microdilution, checkerboard, and time-kill assay against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, and Salmonella typhi. According to the checkerboard assay results, each combination of compounds 1, 2 and 3 with ciprofloxacin resulted in a significantly lower minimum inhibitory concentrations (MICs) of 0.02-1.37 µg ml-1, suggesting synergistic combinations by fractional inhibitory concentration index, and displayed bactericidal activity in time-kill kinetics within 48 h. SEM analysis was carried out to determine the changes in morphology in S. aureus and E. coli during treatment with individual combination of ciprofloxacin and compounds (1-3), which revealed drastic changes in the cells such as dent formation, biofilm disruption, cell bursting, and doughnut-like formation, change in surface morphology in S. aureus, and cell elongation, cell burst with ruptured cell, and change in surface morphology in E. coli. Hep G2 cell viability was not affected by the compounds (1-3) that were tested for cytotoxicity up to 250 µM.

Cyclic voltammetry of phenazines and quinoxalines including mono- and di-N-oxides. Relation to structure and antimicrobial activity

Chem Biol Interact 1986 Oct 15;60(1):67-84.PMID:3779885DOI:10.1016/0009-2797(86)90018-9.

Cyclic voltammetry data were obtained for eight phenazines and phenazine-N-oxides, and eleven quinoxalines and quinoxaline-N-oxides: 1,6-phenazine-diol-5,10-dioxide (iodinin), iodinin copper complex, 6-methoxy-1-phenazinol-5,10-dioxide 1,6-dimethoxyphenazine-5-oxide, 1,6-phenazinediol, 1,6-Dimethoxyphenazine, quinoxaline-1,4-dioxide, 2-methylquinoxaline-1,4-dioxide, 2,3-diphenylquinoxaline-1,4-dioxide, 2-carboxyquinoxaline-1,4-dioxide, 5-hydroxyquinoxaline-1,4-dioxide, 5-hydroxy-8-methoxyquinoxaline-1,4-dioxide, 2-methylquinoxaline, 2,3-diphenylquinoxaline, 5-hydroxyquinoxaline, 5-hydroxy-8-methoxyquinoxaline and 2-(2-quinoxalinylmethylene)hydrazine carboxylic acid methyl ester-1,4-dioxide (Carbadox). The di-N-oxides exhibit the most positive E1/2 values within each class. Reversible first wave reductions were observed for iodinin, iodinin copper complex, 1,6-dimethoxyphenazine-5-oxide, 1,6-Dimethoxyphenazine, quinoxaline-1,4-dioxide, 2-methylquinoxaline-1,4-oxide and 2,3-diphenylquinoxaline-1,4-dioxide. The results are correlated with structure. Some relationships exist between reduction potential and reported antimicrobial activity. A possible mechanism of drug action is addressed.