Published April 30, 2025 | Version CC-BY-NC-ND 4.0
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Biomimetic Synthesis and Phytochemical Analysis of Lodopyridone: Insights into 4-Pyridone Derivatives and Thiopeptide Antibiotics

  • 1. Professor, Department of Pharmaceutical Chemistry and Drug Quality Control, Faculty of Pharmacy, Al-Rachid Privet University, Damascus, Syria.

Description

Abstract: This study explores the total biomimetic synthesis of lodopyridone, a rare 4-pyridone compound, and investigates the phytochemical properties of Lycopodiella cernua and Nitraria retusa. Despite the limited presence of naturally occurring 4- pyridones, a classification of 16 compounds is provided, highlighting their structural diversity and biosynthetic pathways. The work emphasizes the significance of thiopeptide antibiotics, showcasing their complex structures and antibiotic activities, which share biosynthetic similarities with lodopyridone. Proposed biosynthetic hypotheses suggest that lodopyridone may derive from a peptide precursor involving key amino acids such as glycine, cysteine, and modified tryptophan. Various synthetic methodologies, including palladocatalyzed couplings and innovative strategies for constructing nitrogenous heterocycles, are discussed in the context of thiopeptides. The findings aim to enhance understanding of lodopyridone's biosynthesis and facilitate its synthesis through biomimetic approaches, contributing valuable insights to pharmaceutical chemistry and the development of natural product-based therapeutics.

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Dates

Accepted
2025-04-15
Manuscript received on 20 January 2025 | First Revised Manuscript received on 27 January 2025 | Second Revised Manuscript received on 15 March 2025 | Manuscript Accepted on 15 April 2025 | Manuscript published on 30 April 2025.

References

  • Machkour A, Thallaj NK, Benhamou L, Lachkar M, Mandon D.Chemistry. 2006 Aug 25;12(25):6660-8.P. DOI: https://doi.org/10.1002/chem.200600276
  • Thallaj, N., Machkour, A., Mandon, D., Welter, R., New. J. Chem., 2005, 29, 1555 – 1558. DOI: https://doi.org/10.1039/B512108F
  • Thallaj NK, Rotthaus O, Benhamou L, Humbert N, Elhabiri M, Lachkar M, Welter R, Albrecht-Gary AM, Mandon D. Chemistry–A European Journal 14 (22), 6742-6753. 2008. DOI: https://doi.org/10.1002/chem.200701967
  • Wane A, Thallaj NK, Mandon D. Chemistry. 2009 Oct 12;15(40):10593-602. P10594-10595-10595. DOI: https://doi.org/10.1002/chem.200901350
  • Thallaj NK, Orain PY, Thibon A, Sandroni M, Welter R, Mandon D. Inorg Chem. 2014 Aug 4;53(15):7824-36. P7826-7828. https://doi.org/10.1021/ic500096h
  • N. K. Thallaj, J. Przybilla, R. Welter and D. Mandon, J. Am. Chem. Soc. 2008, 130, 2414-2415. DOI: https://doi.org/10.1021/ja710560g
  • N. K. Thallaj, D. Mandon and K. A. White, Eur. J. of Inorg. Chem., 2007, 44–47. DOI: https://doi.org/10.1002/ejic.200600789
  • Thallaj, N.; International journal of applied chemistry and biological sciences 2021, 2 (4), 65-77. DOI: https://identifier.visnav.in/1.0001/ijacbs-21f-07003/
  • Thallaj, N. Review of a Few Selected Examples of Intermolecular Dioxygenases Involving Molecular Oxygen and Non-Heme Iron Proteins. Int. J. Adv. Parmacutical Sci. Res.(IJAPSR) (2023)., 3, 1-18. DOI: https://doi.org/10.54105/ijapsr.C4011.023223
  • L. Labban, M. Kudsi, Z. Malek, N. Thallaj; Advances in Medical, Dental and Health Sciences, 2020,3, 3,45-48. DOI: https://doi.org/10.5530/amdhs.2020.3.11
  • L. Labban, N. Thallaj, M. Al Masri; Journal of Advanced Research in Food Science and Nutrition, 2020,3,1,34-41. DOI: https://doi.org/10.11648/j.wjfst.20190304.11
  • L. labban; N. thallaj; A. labban; archives of medicine, 2020, 12, 2:8, 1- 5. DOI: https://doi.org/10.36648/1989-5216.12.2.309
  • L. Labban, N. Thallaj, Z. Malek; Journal of Medical Research and Health Sciences, 2019, 2, 11, 784-787. DOI:https://doi.org/10.15520/jmrhs.v2i11.128
  • Malek, Z.S.; Sage D.; Pevet, P.; Raison, S.; Endocrinology 2007, 148 (11), 5165-5173. DOI: https://doi.org/10.1210/en.2007-0526
  • Malek, Z.S.; Dardente, H.; Pevet, P.; Raison, S.; European Journal of Neuroscience 2005, 22 (4), 895-901. DOI: https://doi.org/10.1111/j.1460-9568.2005.04264.x
  • A. Abbood, S.A. Malik.D. aldiab,H. H.Ali, N.Thallaj. Investigation of the charge variant profile of non-cleavable conjugated antibodies, Research J. Pharm. and Tech. 2025; 18(1) 185-190. DOI: https://doi.org/10.52711/0974-360X.2025.00028
  • Malek, Z.S.; Pevet, P.; Raison, S.; Neuroscience 2004, 125 (3), 749-758. DOI: https://doi.org/10.1016/j.neuroscience.2004.01.031
  • Malek, Z.S.; Labban, L.; The International Journal of Neuroscience, 2020, 1-7. DOI: https://doi.org/10.1080/00207454.2020.1782903
  • ZS Malek, LM Labban; Journal of current research in physiology and pharmacology, 2020, 4, (1),1-5. DOI: https://doi.org/10.31878/IJCRPP.2020.41.01
  • L.M. Labban, M. M. Alshishkli, A. Alkhalaf, Z. Malek; J. Adv. Res. Dent. Oral Health, 2017, 2(3&4), 1-4. DOI: https://doi.org/10.24321/2456.141X.201702
  • L Labban, ZS Malek, Open Access Library Journal, 2018, 5 (07), 1-11. DOI: https://doi.org/10.4236/oalib.1104654
  • Y. alhomush, Z. malek, A. Abboud, N.Thallaj, Research Journal of Pharmacy and Technology, 2022, 15, 10. DOI: https://doi.org/10.52711/0974-360X.2022.00794
  • A.Abbood, Z.Malek, N.Thallaj. 2022 15, 11, 4935-4939. Research Journal of Pharmacy and Technology. DOI: https://doi.org/10.52711/0974-360X.2022.00829
  • Thallaj, N; agha, M. I ,H;, nattouf; A.H; katib, CH; karaali, A; Moustapha, A; Labban L;open access library journal, 2020,7,5,1-21. DOI: https://doi.org/10.4236/oalib.1106302
  • Thallaj, Dr. N. K. (2021). Ferrous Complexes with Bis (Meo) in ΑSubstituted Tris (Pyridin-2-Ylmethyl) Amine Ligands: Effect of the Bis (Meo) in Α- Substituents in Dioxygen Activation and Biomimetic Reactivity. In Indian Journal of Advanced Chemistry (Vol. 1, Issue 2, pp. 20–26). DOI: https://doi.org/10.54105/ijac.b2009.101221
  • Thallaj, Dr. N. (2022). Microwave-Assisted Synthesis of Oxadiazole and Thiazolidine Derivatives. In Indian Journal of Advanced Chemistry (Vol. 2, Issue 2, pp. 1–11). DOI: https://doi.org/10.54105/ijac.d2015.102222
  • Thallaj, N. (2022). HPLC Method Validation for Determination of Pentoxifylline in Pharmaceutical Dosage Forms. In Indian Journal of Advanced Chemistry (Vol. 2, Issue 1, pp. 5–9). DOI: https://doi.org/10.54105/ijac.c2012.041322
  • Thallaj, Dr. N. (2022). Detecting Antioxidant Behavior for Phenolic Content of Some Beauty Care Creams in Syrian Market. In Indian Journal of Advanced Chemistry (Vol. 2, Issue 1, pp. 10–14). DOI: https://doi.org/10.54105/ijac.c2013.041322
  • N.Thallaj.Xi'an ShiyouDaxueXuebao (ZiranKexue Ban)/ Journal of Xi'an Shiyou University, Natural Sciences Edition.2022.65, 06. 289- 301. DOI: https://doi.org/10.17605/OSF.IO/W8RS5
  • N.Thallaj.Xi'an ShiyouDaxueXuebao (ZiranKexue Ban)/ Journal of Xi'an Shiyou University, Natural Sciences Edition.2022.65, 06. 313- 328. DOI: https://doi.org/10.17605/OSF.IO/K8RFE
  • Z. MALEK, A. ABBOOD, N.THALLAJ. Xi'an ShiyouDaxueXuebao (ZiranKexue Ban)/ Journal of Xi'an Shiyou University, Natural Sciences Edition.2022.65, 06. 302-312. DOI: https://doi.org/10.17605/OSF.IO/K56XY
  • N.Thallaj. 2022. 65, 7, 169-184. Xi'an Shiyou Daxue Xuebao (Ziran Kexue Ban)/Journal of Xi'an Shiyou University, Natural Sciences Edition. DOI: https://doi.org/10.17605/OSF.IO/7F23D
  • Z. MALEK,2022. 65, 7, 143-152. Xi'an Shiyou Daxue Xuebao (Ziran Kexue Ban)/Journal of Xi'an Shiyou University, Natural Sciences Edition. DOI: https://doi.org/10.17605/OSF.IO/2UNHK
  • N.Thallaj. 2022. 65, 7, 110-142. Xi'an Shiyou Daxue Xuebao (Ziran Kexue Ban)/Journal of Xi'an Shiyou University, Natural Sciences Edition. DOI: https://doi.org/10.17605/OSF.IO/KZRDJ
  • Thallaj, Dr. N. (2022). Review of Calixarene-Derivatives in Transition Metal Chemistry. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 2, Issue 3, pp. 1–28). DOI: https://doi.org/10.54105/ijapsr.c4018.042322
  • Thallaj, Prof. Dr. N. (2022). Quick Review of Chemistry Related to the [Fe]-Hydrogenases. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 2, Issue 4, pp. 1–15). DOI: https://doi.org/10.54105/ijapsr.c4016.062422
  • Thallaj, Prof. Dr. N. (2022). Quick Review of Chemistry Related to the [Fe]-Hydrogenases. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 2, Issue 4, pp. 1–15). DOI: https://doi.org/10.54105/ijapsr.c4016.062422
  • Thallaj, Prof. Dr. N. (2022). A Short Review of Some Examples of the Binding of Fullerenes C60 to Transition Metal Complexes. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 2, Issue 6, pp. 1–12). DOI: https://doi.org/10.54105/ijapsr.c4015.102622
  • Thallaj, Prof. Dr. N. (2023). A Brief Overview of the General Characteristics and Reactivity Towards Dioxygen of the Ferrous Tris(2- Pyridylmethyl Amine) Series Complexes is Presented. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 3, Issue 3, pp. 1–10). DOI: https://doi.org/10.54105/ijapsr.c4012.043323
  • Alshhada, N. O., Alhamdo, H. A., & Thallaj, Prof. N. (2023). A Review Study of Proline-Derived Paclitaxel as Treatment Anti Cancers. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 4, Issue 1, pp. 32–52). DOI: https://doi.org/10.54105/ijapsr.a4036.124123
  • O. Khatib, T. Alshimale, A. Alsaadi, N. Thallaj. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR) 2024. 4, 3,1-15. DOI: https://doi.org/10.54105/ijapsr.C4040.04030424
  • Thallaj, Prof. Dr. N. (2024). Advancements in Peptide Vectors for Cancer Therapy and Tumor Imaging: A Comprehensive Review. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 4, Issue 5, pp. 29–49). DOI: https://doi.org/10.54105/ijapsr.e4049.04050824
  • Thallaj, Prof. Dr. N. (2024). The Construction of Multichromophoric Assemblages: A Booming Field. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 4, Issue 4, pp. 7–21). DOI: https://doi.org/10.54105/ijapsr.d4042.04040624
  • Thallaj, Prof. Dr. N. (2024). Conductive Nanocomposites Based on Graphene and Natural Polymers. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 4, Issue 6, pp. 7–27). DOI: https://doi.org/10.54105/ijapsr.f4054.04061024
  • Thallaj, Prof. Dr. N. (2024). Advancements in Inverse-ElectronDemand Diels–Alder Cycloaddition of 2-Pyrones: Mechanisms, Methodologies. In International Journal of Advanced Pharmaceutical Sciences and Research (Vol. 4, Issue 6, pp. 33–48). DOI: https://doi.org/10.54105/ijapsr.f4055.04061024
  • Besherb S, Alallan L, Hassan Agha MA, AIshamas I, Thallaj N. Influence of soil salinity on the chemical composition of essential oil of Rosmarinus Officinalis in Syria, Research J. Pharm. and Tech. 2024; 17(5). DOI: https://doi.org/10.52711/0974-360X.2024.00358
  • Thallaj, N. (2024). Advancements in Pharmaceutical Science: Synthesis and Application of Molecular Cages Integrating N-Heterocyclic Carbenes for Enhanced Stability and Functionality. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), 5(1), 6-19. DOI: https://doi.org/10.54105/ijapsr.A4063.05011224
  • Abbood A, Layka R. Weight and content uniformity Study of captopril half-tablets. Research J. Pharm. and Tech. 2017;10(6):1621-1626. DOI: https://doi.org/10.5958/0974-360X.2017.00285.2
  • Mahfouz H, Assaf A, Abbood A. Survey of Usage and Awareness of Ibuprofen Among the Syrian Population. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), Volume-4 Issue-5, August 2024, pages 23-28. DOI: https://doi.org/10.54105/ijapsr.E4048.04050824
  • Abbood A. Overview of Analytical Methods for Characterizing the Charge Heterogeneity of Antibody-Drug Conjugates. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), Volume-4 Issue-5, August 2024, pages 16-22. DOI: https://doi.org/10.54105/ijapsr.E4047.04050824
  • Nouira R, Abbood A. Assessment of Knowledge About High Blood Pressure Among Syrians. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), Volume-4 Issue-6, October 2024, pages 28-32. DOI: https://doi.org/10.54105/ijapsr.F4053.04061024
  • Al-Saroukhy R, Al-Kara R, Habib R, Abbood A. Assessment of use and Awareness of Diclofenac in Syria. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), Volume-4 Issue-6, October 2024, pages 1-6. DOI: https://doi.org/10.54105/ijapsr.F4052.04061024
  • Besher S, Alallan L, Hasan Agha MI, Alshamaa I, Thallaj N. Influence of Soil Salinity on the Chemical Composition of Essential Oil of Rosmarinus officinalis in Syria. Research Journal of Pharmacy and Technology. 2024; 17(5):2282- 8. DOI: https://doi.org/10.52711/0974- 360X.2024.00358
  • Khatib O, Alshimale T, Alsaadi A, Thallaj N. The Global Impact of HIV: A Comprehensive Review. IJAPSR, vol. 4, no. 3, pp. 6–19, Apr. 2024. DOI:https://doi.org/10.54105/ijapsr.C4040.04030424
  • Salloum R, Baddour F, Abbood A. A Questionnaire to Evaluate Undergraduate Students'Consumption and Awareness of Non-Steroidal Anti-Inflammatory Drugs in Syria. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), Volume-4 Issue-4, June 2024, pages 1-6. DOI: https://doi.org/10.54105/ijapsr.C4041.04040624
  • Zanboua R, Abbood A. Survey of Knowledge About the Interaction Between Food and Drugs Among the Syrian Population. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), Volume-4 Issue-4, June 2024, pages 22-28. DOI: https://doi.org/10.54105/ijapsr.D4044.04040624
  • Qattan M, Dashash M, S Malek Z. Enhancing Academic Success: A mixed Study on the Influencing Factors among Pharmacy Students in Syrian Universities. F1000Res. 2024 Oct 11;13:868. PMID: 39483707; PMCID: PMC11525093. DOI: https://doi.org/10.12688/f1000research.151218.2
  • Thallaj, N. (2022). Design and Synthesis Ligands Tetradents Substituted with Halogenes in α- Position and Conjugation with Riboflavin (Bioconjugates): Conjugate ligands Type TPA's with Flavonoids as un Electron Mediator. Biomedicine and Chemical Sciences, 1(2), 47–56, DOI: https://doi.org/10.48112/bcs.v1i2.85
  • Thallaj, N., Alrasho, J. F., & Sofi, F. K. (2024). Advancements in Antiviral Therapeutics: A Comprehensive Review of Hepatitis C Virus and Novel Flavone Leads. International Journal of Advanced Pharmaceutical Sciences and Research (IJAPSR), 5(1), 28-40. DOI: https://doi.org/10.54105/ijapsr.A4064.05011224