108354-13-8
Chemical Structure
Aurachin D
- CAS No.: 108354-13-8
- Formula:C25H33NO
- Molecular Weight:363.54
IUPAC Name: 2-methyl-3-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)quinolin-4(1H)-one
InChIKey: JHMLNOXMSHURLQ-YEFHWUCQSA-N
SMILES: O=C1C(C/C=C(C)/CC/C=C(C)/CC/C=C(C)\C)=C(C)NC2=C1C=CC=C2
Biological Activity: Aurachin D is an antibiotic and selective cytochrome bd oxidase inhibitor. Aurachin D exhibits inhibitory effects against Gram-positive bacteria and a small number of fungi, with an IC50 value of 0.1 μM against Escherichia coli and an IC50 value ranging from 0.13 to 33 μM against Mycobacterium tuberculosis. Aurachin D binds to and inhibits cytochrome bd oxidase, thereby blocking the electron transfer process, disrupting the respiratory chain and energy metabolism of pathogens. Aurachin D can be used in research related to leishmaniasis, malaria, Chagas disease, African trypanosomiasis, and tuberculosis[1][2][3][4][5].
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Aurachin D | 99.55% | Aurachin D is an antibiotic and selective cytochrome bd oxidase inhibitor. Aurachin D exhibits inhibitory effects against Gram-positive bacteria and a small number of fungi, with an IC50 value of 0.1 μM against Escherichia coli and an IC50 value ranging from 0.13 to 33 μM against Mycobacterium tuberculosis. Aurachin D binds to and inhibits cytochrome bd oxidase, thereby blocking the electron transfer process, disrupting the respiratory chain and energy metabolism of pathogens. Aurachin D can be used in research related to leishmaniasis, malaria, Chagas disease, African trypanosomiasis, and tuberculosis. | ||||||||||||||||||||
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Aurachin D (Standard) | Aurachin D (Standard) is the analytical standard of Aurachin D (HY-N7151). This product is intended for research and analytical applications. Aurachin D is an antibiotic and selective cytochrome bd oxidase inhibitor. Aurachin D exhibits inhibitory effects against Gram-positive bacteria and a small number of fungi, with an IC50 value of 0.1 μM against Escherichia coli and an IC50 value ranging from 0.13 to 33 μM against Mycobacterium tuberculosis. Aurachin D binds to and inhibits cytochrome bd oxidase, thereby blocking the electron transfer process, disrupting the respiratory chain and energy metabolism of pathogens. Aurachin D can be used in research related to leishmaniasis, malaria, Chagas disease, African trypanosomiasis, and tuberculosis. | |||||||||||||||||||||
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- [1]. Kunze B, et al. The aurachins, new quinoline antibiotics from myxobacteria: production, physico-chemical and biological properties. The Journal of antibiotics. 1987 Mar;40(3):258-65. [Content Brief]
- [3]. Hasenoehrl EJ,et al. Bioenergetic Inhibitors: Antibiotic Efficacy and Mechanisms of Action in Mycobacterium tuberculosis. Front Cell Infect Microbiol. 2021 Jan 11;10:611683.
- [4]. Lawer A, et al. Synthesis and Biological Evaluation of Aurachin D Analogues as Inhibitors of Mycobacterium tuberculosis Cytochrome bd Oxidase. ACS Med Chem Lett. 2022 Sep 26;13(10):1663-1669.
- [5]. Kruth S, et al. Generation of Aurachin Derivatives by Whole-Cell Biotransformation and Evaluation of Their Antiprotozoal Properties. Molecules (Basel, Switzerland). 2023 Jan 20;28(3):1066.
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