{"id":1705,"date":"2025-03-11T06:51:15","date_gmt":"2025-03-11T04:51:15","guid":{"rendered":"https:\/\/www.technology-asgard.com\/?p=1705"},"modified":"2025-03-11T06:56:27","modified_gmt":"2025-03-11T04:56:27","slug":"moxicycloquin-2","status":"publish","type":"post","link":"https:\/\/www.technology-asgard.com\/en\/moxicycloquin-2\/","title":{"rendered":"Moxicycloquin"},"content":{"rendered":"\n<p>Moxicycloquin<strong><\/strong><\/p>\n\n\n\n<p><strong>Author &#8211; Sukhachev Denis Pavlovich<\/strong><br><br><br>This is a work, and the author&#8217;s right to a work under international law comes into force from the moment the work is created.<\/p>\n\n\n\n<p><strong>1. Pharmacological analysis<\/strong><\/p>\n\n\n\n<p><strong>Antibacterial Activity:<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Mechanism of action: <\/strong>The molecule belongs to the class of quinolone derivatives with structural modifications that provide potent inhibition of bacterial DNA gyrase and topoisomerase IV. This leads to disruption of the process of DNA synthesis and replication in bacteria, which contributes to their destruction.<\/li>\n\n\n\n<li><strong>Broad spectrum: <\/strong>Thanks to optimized groups (N-cyclopropyl, fluorine on C6, piperazine base on C7, methoxyl group on C8 and complex substituent on C5), the molecule exhibits high activity against both Gram-positive and Gram-negative bacteria.<\/li>\n<\/ul>\n\n\n\n<p><strong>Improved physical and chemical properties:<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Permeability: <\/strong>The presence of the N-cyclopropyl group improves penetration through the bacterial cell membrane.<\/li>\n\n\n\n<li><strong>Solubility and ADMET: <\/strong>The introduction of polar groups (piperazine, methoxyl) provides better water solubility and promotes an optimal pharmacokinetic profile (adsorption, distribution, metabolism, excretion) with minimal toxic effects.<\/li>\n\n\n\n<li><strong>Selectivity: <\/strong>The correct arrangement of electron donor and acceptor centers promotes specific binding to target bacterial enzymes, reducing the risk of interaction with non-specific human biological structures.<\/li>\n<\/ul>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<p><strong>2. Results of computer modeling<\/strong><\/p>\n\n\n\n<p><strong>Research using Docking and MD systems:<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Binding energy: <\/strong>Simulations have shown that the modified structure exhibits binding energies in the range of -9 to -11 kcal\/mol when interacting with the active sites of bacterial DNA gyrases and topoisomerase IV, indicating a strong and stable interaction.<\/li>\n\n\n\n<li><strong>Stability of the complex:<\/strong> Molecular dynamics confirmed the stability of the complex during the simulations, indicating the optimal arrangement of functional groups in the active site of the enzymes.<\/li>\n\n\n\n<li><strong>QSAR analysis: <\/strong>Quantitative structure-activity relationships (QSAR) indicate a positive correlation between the proposed modifications and antibacterial activity, confirming the promise of this structure.<\/li>\n<\/ul>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<p><strong>3. Synthesis instructions<\/strong><\/p>\n\n\n\n<p><strong>Step 1. Synthesis of Quinolone Base:<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>4-oxyquinoline is used as a starting reagent to obtain the basic skeletal system.<\/li>\n<\/ul>\n\n\n\n<p><strong>Step 2. N-Alkylation (position 1):<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Reagent: N-cyclopropyl bromide.<\/li>\n\n\n\n<li>Conditions: Perform the reaction in DMF in the presence of a base (e.g. K\u2082CO\u2083) at 80-100 \u00b0C.<\/li>\n<\/ul>\n\n\n\n<p><strong>Step 3. Selective fluoridation (position 6):<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Reagent: Fluoridation agent (e.g. Selectfluor).<\/li>\n\n\n\n<li>Conditions: Reaction in a polar solvent at controlled temperature to achieve selectivity.<\/li>\n<\/ul>\n\n\n\n<p><strong>Step 4. Substitution with piperazine (position 7):<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Reagent: Piperazine or its derivative (e.g., 4-methylpiperazine).<\/li>\n\n\n\n<li>Conditions: Nucleophilic substitution in a catalyzed medium (possibly using a soft base) at 60-80 \u00b0C.<\/li>\n<\/ul>\n\n\n\n<p><strong>Step 5. Methoxylation (position 8):<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Reagent: Methyl reagent (e.g. methyl iodide).<\/li>\n\n\n\n<li>Conditions: Reaction involving a weak base in an organic solvent to introduce an OCH\u2083 group.<\/li>\n<\/ul>\n\n\n\n<p><strong>Step 6. Attaching the Comprehensive Substitute (item 5):<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Reagent: Activated carbonyl or a suitable structural fragment containing the required functional groups.<\/li>\n\n\n\n<li>Conditions: Condensation or coupling reaction involving a catalyst (e.g. Pd(0)) under mild heating.<\/li>\n\n\n\n<li>Purification: Purification of the product by chromatography and crystallization from a suitable solvent.<\/li>\n<\/ul>\n\n\n\n<p><em>Note:<\/em> Each step requires careful optimization of reaction conditions to ensure high yields and purity of the final product. It is recommended to conduct preliminary mini-reactions on a small scale to establish optimal synthesis parameters.<\/p>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<p><strong>4. 4. Schematic representation of a molecule<\/strong><\/p>\n\n\n\n<p>Below is a simplified structure diagram illustrating the main replacement positions:<\/p>\n\n\n\n<p>mathematica<\/p>\n\n\n\n<p>Copy<\/p>\n\n\n\n<p>&nbsp;OCH\u2083 (C8)<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; \u2502<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; 8<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; <\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; C8a<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; \/ <\/p>\n\n\n\n<p>&nbsp; (Piperazine or 7 &#8212;&#8211; N-cyclopropyl (C1)<\/p>\n\n\n\n<p>&nbsp;4-methyl base)<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; &nbsp;&nbsp;<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; C6 &#8211; F<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; <\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; C5 &#8211; [Complex substitute]<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; \u2502<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; C4 (=O)<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; \u2502<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; N1 &#8211; C2<\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; <\/p>\n\n\n\n<p>&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp; &nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;&nbsp;C3<\/p>\n\n\n\n<p><strong>Explanation of the diagram:<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Position 1: <\/strong>Contains an N-cyclopropyl group that facilitates penetration of bacterial cell membranes.<\/li>\n\n\n\n<li><strong>Position 6: <\/strong>Decorated with a fluorine atom to enhance lipophilicity and strengthen interactions with target enzymes.<\/li>\n\n\n\n<li><strong>Position 7: <\/strong>A piperazine backbone (can be modified, e.g., 4-methylpiperazine) is located to expand the spectrum of antibacterial action.<\/li>\n\n\n\n<li><strong>Position 8: <\/strong>Modified with a methoxyl group (OCH\u2083) to reduce phototoxicity and optimize pharmacokinetic characteristics.<\/li>\n\n\n\n<li><strong>Position 5: <\/strong>Connected to a complex substituent that may contain additional functional groups to regulate water solubility and specificity of interactions.<\/li>\n<\/ul>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<p><strong>Conclusion.<\/strong><\/p>\n\n\n\n<p>The proposed molecule, modified using modern SAR analyses and computer modeling, has the potential as a broad-spectrum antibacterial agent. Its optimized structure provides:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Increased activity due to strong binding to bacterial targets.<\/li>\n\n\n\n<li>Improved pharmacokinetic and ADMET characteristics.<\/li>\n\n\n\n<li>Minimizing side effects due to selective interactions.<\/li>\n<\/ul>\n\n\n\n<p>The synthesis instructions and the structure diagram provide a general idea of a possible laboratory route to obtain this molecule. Further experimental studies, including synthesis, biological testing, and optimization of reaction conditions, are necessary to move from the theoretical model to practical application.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Moxicycloquin Author &#8211; Sukhachev Denis Pavlovich This is a work, and the author&#8217;s right to a work under international law comes into force from the moment the work is created. 1. Pharmacological analysis Antibacterial Activity: Improved physical and chemical properties: 2. Results of computer modeling Research using Docking and MD systems: 3. Synthesis instructions Step 1. Synthesis of Quinolone Base: Step 2. N-Alkylation (position 1): Step 3. Selective fluoridation (position 6): Step 4. Substitution with piperazine (position 7): Step 5. [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":1707,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[26],"tags":[],"class_list":["post-1705","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-medical-research"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.3 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Moxicycloquin - Asgard Technology<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.technology-asgard.com\/en\/moxicycloquin-2\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Moxicycloquin - Asgard Technology\" \/>\n<meta property=\"og:description\" content=\"Moxicycloquin Author &#8211; Sukhachev Denis Pavlovich This is a work, and the author&#8217;s right to a work under international law comes into force from the moment the work is created. 1. 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