دورية أكاديمية
Study on the anti-cancer activity of α-phenethylamine ferrocenecarboxylic acid co-crystals.
| العنوان: | Study on the anti-cancer activity of α-phenethylamine ferrocenecarboxylic acid co-crystals. |
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| المؤلفون: | Youyin L; School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, China., Yuexing M; School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, China.; School of Pharmacy, Nanchang Medical College, Nanchang, China.; Jiangxi Key Laboratory of Health and Drug Efficacy and Safety Evaluation, Nanchang Medical College, Nanchang, China., Jiahao C; School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, China., Kun Q; School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, China., Jie Y; School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang, China., Rongbin P; Jiangzhong Cancer Research Center, Jiangxi University of Chinese Medicine, Nanchang, China., Yiyong X; School of Nursing, Jiangxi University of Chinese Medicine, Nanchang, China. |
| المصدر: | Chirality [Chirality] 2024 Mar; Vol. 36 (3), pp. e23653. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Wiley Country of Publication: United States NLM ID: 8914261 Publication Model: Print Cited Medium: Internet ISSN: 1520-636X (Electronic) Linking ISSN: 08990042 NLM ISO Abbreviation: Chirality Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: New York, NY : Wiley |
| مواضيع طبية MeSH: | Phenethylamines* , Antineoplastic Agents*/pharmacology , Antineoplastic Agents*/chemistry , Ferrous Compounds*, Metallocenes/pharmacology ; Metallocenes/chemistry ; Cell Line, Tumor ; Stereoisomerism |
| مستخلص: | Ferrocene derivatives show a wide range of pharmacological activities in the medical field, especially in the anti-tumor field, and can be used as candidate drugs or lead compounds for the treatment of tumors and other diseases. And α-phenethylamine is an important intermediate for the preparation of fine chemical products. (R)-(+)-1-Phenethylamine ferrocenecarboxylic acid/(S)-(-)-1-phenethylamine ferrocenecarboxylic acid were prepared, named compounds 1 and 2, respectively. Single crystal X-ray diffraction showed that compounds 1 and 2 crystallized in the orthorhombic system space group P2 (© 2024 Wiley Periodicals LLC.) |
| References: | Springuel G, Robeyns K, Norberg B, Wouters J, Leyssens T. Cocrystal formation between chiral compounds: how cocrystals differ from salts. Cryst Growth des. 2014;14(8):3996-4004. doi:10.1021/cg500588t. TothadiI S, Phadkule A. Does stoichiometry matter? Cocrystals of aliphatic dicarboxylic acids with isonicotinamide: odd-even alternation in melting points. CrstEngComm. 2019;21(15):2481-2484. doi:10.1039/x0xx00000x. Liu F, Wang LY, Yu MC, Li YT, Wu ZY, Yan CW. A new cocrystal of isoniazid-quercetin with hepatoprotective effect: the design, structure, and in vitro/in vivo performance evaluation. Eur J Pharm Sci. 2020;144:105216. doi:10.1016/j.ejps.2020.105216. Zhang H, Zeng H, Li M, et al. Novel ascorbic acid co-crystal formulations for improved stability. Molecules. 2022;27(22):7998. doi:10.3390/molecules27227998. Jasani MS, Kale DP, Singh IP, Bansal AK. Influence of drug-polymer interactions on dissolution of thermodynamically highly unstable cocrystal. Mol Pharm. 2019;16(1):151-164. doi:10.1021/acs.molpharmaceut.8b00923. Lu Q, Dun J, Chen JM, Liu S, Sun CC. Improving solid-state properties of berberine chloride through forming a salt cocrystal with citric acid. Int J Pharm. 2019;554:14-20. doi:10.1016/j.ijpharm.2018.10.062. Wang LL, Gao ZY, Liu SY. New research progress of pharmaceutical cocrystals. Chin J Pharm. 2021;52(07):881-890. doi:10.16522/j.cnki.cjph.2021.07.003. Yong JP, Lu CZ. Ferrocene formic acid derivatives, preparation methods and uses. Fujian Province: CN112979718A, 2021-06-18. Pauson PL. Ferrocene-how it all began. J Oranomet Chem. 2001;637:3-6. doi:10.1016/s0022-328x(01)01126-3. Niu Q, Feng WJ, Ge DZ, Ding LF, Zhang YP. Synthesis and characterization of ferrocene ester derivatives. Heilongjiang Sci Technol Inform. 2016;(29):132-133. doi:10.3969/j.issn.1673-1328.2016.29.124. Jaouen G, VessIères A, Top S. Ferrocifen type anti-cancer drugs. Chem Soc Rev. 2015;44(24):8802-8817. doi:10.1039/c5cs00486a. Luo CT. Chemical and enzymatic preparation of chiral 1-(4-chlorophenyl) ethylamine and synthesis of chiral pesticides. Zhejiang University of Technology, 2012. Wu HX, Yin Q, Zhang L. Study on the synthesis of α-phenethylamine under microwave irradiation. Appl Chem Ind. 2006;05:357-358. doi:10.16581/j.cnki.issn1671-3206.2006.05.011. Zhang WG, Zhang SL, Guo D, et al. Great concern for chiral pharmaceuticals from the thalidomide tragedy. Univ Chem. 2019;34(09):1-12. doi:10.3866/PKU.DXHX201904021. Wu JB. Total synthesis and biological study of Jungermanenone type tertracyclic diterpenoids. Tianjin University, 2019. 10.27356/d.cnki.gtjdu.2019.002106. Sheldrick GM. SHELXT-integrated space-group and crystal-structure determination. Acta Crystallogr, Sect. A: Found Adv. 2015;71(1):3-8. doi:10.1107/s2053273314026370. Sheldrick GM. Crystal structure refinement with SHELXL. Acta Crystallogr Sect C: Struct Chem. 2015;71(Pt 1):3-8. doi:10.1107/s2053229614024218. Dolomanov OV, Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H. OLEX2: a complete structure solution, refinement and analysis program. J Appl Cryst. 2009;42(2):339-341. doi:10.1107/S0021889808042726. Wang D, Fan QH. Chiral isomers that affect human life. China Univ Sci Technol. 2001;11:34-35. doi:10.16209/j.cnki.cust.2001.11.006. Wang DW, Cao HL. Chiral molecule study and chiral technique development. J Weinan Normal Univ. 2002;02:30-32. doi:10.15924/j.cnki.1009-5128.2002.02.009. Fang ZY, Xing X, Kun H, et al. Research progress in chiral drug resolution reagents. China Pharmacist. 2021;24(02):339-343. Iozzo RV, Sanderson RD. Proteoglycans in cancer biology, tumour microenvironment and angiogenesis. J Cell Mol Med. 2011;15(5):1013-1031. doi:10.1111/j.1582-4934.2010.01236.x. Zoi P, Benedikt M, Nikos K, Martin G. Shed proteoglycans in tumor stroma. Cell Tissue Res. 2016;365(3):643-655. doi:10.1007/s00441-016-2452-4. Zielke S, Kardo S, Zein L, Mari M, Wijk SV. Atf4 links ER stress with reticulophagy in glioblastoma cells. Autophagy. 2020;17(9):1-17. doi:10.1080/15548627.2020.1827780. Zhang Y. Development of highly efficient strategies for the synthesis of O-mannose glycans and mannopentaose. Shandong University, 2015. 10.7666/d.Y2793234. |
| معلومات مُعتمدة: | 22165014 National Natural Science Foundation of China; 20192BAB205096 Natural Science Foundation of Jiangxi Province; CXTD22003 Inherited and Innovative Group of Processing Technique of Traditional Chinese Medicine; GJJ2203503 Jiangxi Education Department Science Program |
| فهرسة مساهمة: | Keywords: cancer cell; chirality; co-crystal; ferrocenecarboxylic acid; phenethylamine |
| المشرفين على المادة: | 1271-42-7 (ferrocenecarboxylic acid) 0 (Metallocenes) HZ9DM6B2MT (1-phenethylamine) 0 (Phenethylamines) 0 (Antineoplastic Agents) 0 (Ferrous Compounds) |
| تواريخ الأحداث: | Date Created: 20240226 Date Completed: 20240227 Latest Revision: 20240227 |
| رمز التحديث: | 20240227 |
| DOI: | 10.1002/chir.23653 |
| PMID: | 38403899 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1520-636X |
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| DOI: | 10.1002/chir.23653 |