Tetracycline
(Synonyms: 四环素) 目录号 : GC37769Tetracycline (TC) is a broad-spectrum antibiotic that exhibits activity against a wide range of microorganisms including gram-positive and gram-negative bacteria, chlamydiae, mycoplasmas, rickettsiae, and protozoan parasites.
Cas No.:60-54-8
Sample solution is provided at 25 µL, 10mM.
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Tetracycline (TC) is a broad-spectrum antibiotic that exhibits activity against a wide range of microorganisms including gram-positive and gram-negative bacteria, chlamydiae, mycoplasmas, rickettsiae, and protozoan parasites.
Tetracycline-induced CK2 expression significantly increases the non–small cell lung cancer (NSCLC) invasion in cells expressing BRMS1 wild-type, but not the S30A mutant.[2]
[1] I Chopra, M Roberts. Microbiol Mol Biol Rev. 2001 Jun;65(2):232-60; second page, table of contents. [2] Liu Y, et al. Cancer Res. 2016 May 1;76(9):2675-86.
Cas No. | 60-54-8 | SDF | |
别名 | 四环素 | ||
Canonical SMILES | O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])C[C@]3([H])[C@](C)(O)C4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4)N | ||
分子式 | C22H24N2O8 | 分子量 | 444.43 |
溶解度 | DMSO: 125 mg/mL (281.26 mM) | 储存条件 | Store at 2-8°C,unstable in solution, ready to use. |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.2501 mL | 11.2504 mL | 22.5007 mL |
5 mM | 0.45 mL | 2.2501 mL | 4.5001 mL |
10 mM | 0.225 mL | 1.125 mL | 2.2501 mL |
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Re-establishing the utility of tetracycline-class antibiotics for current challenges with antibiotic resistance
Ann Med 2022 Dec;54(1):1686-1700.PMID:35723082DOI:10.1080/07853890.2022.2085881.
The progressive increase in antibiotic resistance in recent decades calls for urgent development of new antibiotics and antibiotic stewardship programs to help select appropriate treatments with the goal of minimising further emergence of resistance and to optimise clinical outcomes. Three new tetracycline-class antibiotics, eravacycline, omadacycline, and tigecycline, have been approved within the past 15 years, and represent a new era in the use of tetracyclines. These drugs overcome the two main mechanisms of acquired tetracycline-class resistance and exhibit a broad spectrum of in vitro activity against gram-positive, gram-negative, anaerobic, and atypical pathogens, including many drug-resistant strains. We provide an overview of the three generations of tetracycline-class drugs, focussing on the efficacy, safety, and clinical utility of these three new third-generation tetracycline-class drugs. We also consider various scenarios of unmet clinical needs where patients might benefit from re-engagement with tetracycline-class antibiotics including outpatient treatment options, patients with known β-lactam antibiotic allergy, reducing the risk of Clostridioides difficile infection, and their potential as monotherapy in polymicrobial infections while minimising the risk of any potential drug-drug interaction. KEY MESSAGESThe long-standing safety profile and broad spectrum of activity of tetracycline-class antibiotics made them a popular choice for treatment of various bacterial infections; unfortunately, antimicrobial resistance has limited the utility of the early-generation Tetracycline agents.The latest generation of tetracycline-class antibiotics, including eravacycline, tigecycline, and omadacycline, overcomes the most common acquired Tetracycline resistance mechanisms.Based on in vitro characteristics and clinical data, these newer Tetracycline agents provide an effective antibiotic option in the treatment of approved indications in patients with unmet clinical needs - including patients with severe penicillin allergy, with renal or hepatic insufficiency, recent Clostridioides difficile infection, or polymicrobial infections, and those at risk of drug-drug interactions.
Minocycline and Doxycycline: More Than Antibiotics
Curr Mol Pharmacol 2021;14(6):1046-1065.PMID:33568043DOI:10.2174/1874467214666210210122628.
Minocycline and doxycycline both are second-generation Tetracycline antibiotics with similar chemical structures and comparable antibacterial spectrum. Minocycline has also emerged as the Tetracycline of choice for multidrug-resistant Acinetobacter baumannii infections, although doxycycline has also shown the activity. Minocycline showed promising results in experimental neurology, which was due to its highly lipophilic nature. It is clinically safe and effective adjunct to antipsychotic medications. The objective of the current review is to provide clinical and preclinical, non-antibiotic uses of minocycline as well as doxycycline. Relevant literature covers antibiotic actions but is more specifically concerned with the non-antibiotic biological aspect of tetracyclines. Non-antibiotic biological effects for both the antibiotics were identified through searching relevant databases including: PubMed, Scopus, and Web of Science up to 2020, using the keywords 'minocycline and doxycycline'. Anti-inflammatory, anti-oxidant, anti-apoptotic neuroprotective, immunomodulatory and the number of other non-antibiotic effects were compiled for minocycline and doxycycline.
Tetracycline compounds with non-antimicrobial organ protective properties: possible mechanisms of action
Pharmacol Res 2011 Feb;63(2):102-7.PMID:20951211DOI:10.1016/j.phrs.2010.10.004.
Tetracyclines were developed as a result of the screening of soil samples for antibiotics. The first(t) of these compounds, chlortetracycline, was introduced in 1947. Tetracyclines were found to be highly effective against various pathogens including rickettsiae, as well as both gram-positive and gram-negative bacteria, thus becoming the first class of broad-spectrum antibiotics. Many other interesting properties, unrelated to their antibiotic activity, have been identified for tetracyclines which have led to widely divergent experimental and clinical uses. For example, tetracyclines are also an effective anti-malarial drug. Minocycline, which can readily cross cell membranes, is known to be a potent anti-apoptotic agent. Another Tetracycline, doxycycline is known to exert anti-protease activities. Doxycycline can inhibit matrix metalloproteinases which contribute to tissue destruction activities in diseases such as periodontitis. A large body of literature has provided additional evidence for the "beneficial" actions of tetracyclines, including their ability to act as reactive oxygen species scavengers and anti-inflammatory agents. This review provides a summary of Tetracycline's multiple mechanisms of action as a means to understand their beneficial effects.
Tetracycline use in treating osteoarthritis: a systematic review
Inflamm Res 2021 Mar;70(3):249-259.PMID:33512569DOI:10.1007/s00011-021-01435-4.
Background and aims: The purpose of the review was to synthesize the current literature regarding tetracyclines in the treatment of osteoarthritis. Methods: Using multiple databases, a systematic review was performed with customized search terms crafted to identify studies examining doxycycline or minocycline in the treatment of osteoarthritis. Results were classified into basic science mechanistic studies, in vivo animal studies, and human clinical trials. A total of 1446 potentially relevant studies were reviewed, and after exclusion criteria were applied, 23 investigations were included in the final analysis. Results: From 12 basic science mechanistic studies, we report on three main mechanisms by which tetracyclines may exert benefit in osteoarthritis progression: matrix metalloproteinase inhibition, immunomodulation, and nitric oxide synthase inhibition. Seven animal studies showed generally encouraging results. Four articles reported human clinical studies, showing mixed results in the treatment of osteoarthritis, potentially related to the choice of patient population, primary outcomes, and timing of treatment. Conclusion: Tetracyclines have the potential to benefit osteoarthritis patients via multiple mechanisms. Further study is warranted to examine the optimal dose and timing of Tetracycline treatment in osteoarthritis.
Tetracycline and its analogues: a therapeutic paradigm in periodontal diseases
Crit Rev Oral Biol Med 1998;9(3):322-32.PMID:9715369DOI:10.1177/10454411980090030501.
This article discusses the use of tetracyclines in the clinical management of periodontal infections. A review of the drugs pharmacology, pharmacokinetics, and potential adverse effects shows that they are relatively safe if used in appropriate dosages and under controlled conditions. Current data suggest that the routine use of tetracyclines in conjunction with the treatment of periodontitis is unnecessary. However, their distinctive characteristics can be utilized in different delivery systems as an adjunctive aid to conventional treatment of juvenile and refractory forms of periodontitis.