SavedAdd your journal

Journals / Organic Communications / 2018 / Cilt: 11 - Sayı: 1

Nucleoside substituted perhydro-1λ5-[1,3,2]diazaphospholo[1,5- a]pyridine-1-thione analogues: Synthesis and evaluation of antiviral and antimicrobial activities

Mavallur VARALAKSHMI
Chamarthi NAGARAJU
Pages
35–45
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Compound (4b) linked with zidovudine exhibited highest antiviral and antimicrobial activities as compared to other nucleoside derivatives.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:A new series of nucleoside substituted perhydro-1λ5-[1,3,2]diazaphospholo[1,5-a]pyridine-3-thione derivatives 4(a-j) was synthesized by a one-pot two-step process.
📊
Key Findings & Data:It involves the formation of key intermediate, 1-chloroperhydro-1λ5-[1,3,2]diazaphospholo [1,5-a]pyridine-1-thione (3) and its subsequent reaction with various nucleosides to obtain the title products 4(a-j).
💡
Conclusion & Impact:Compound (4b) linked with zidovudine exhibited highest antiviral and antimicrobial activities as compared to other nucleoside derivatives.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Özet

A new series of nucleoside substituted perhydro-1λ5-[1,3,2]diazaphospholo[1,5-a]pyridine-3-thione derivatives 4(a-j) was synthesized by a one-pot two-step process. It involves the formation of key intermediate, 1-chloroperhydro-1λ5-[1,3,2]diazaphospholo [1,5-a]pyridine-1-thione (3) and its subsequent reaction with various nucleosides to obtain the title products 4(a-j). Structures of all the newly synthesized compounds were elucidated by spectral analysis. Compound (4b) linked with zidovudine exhibited highest antiviral and antimicrobial activities as compared to other nucleoside derivatives.

🔖

Cite This Article

VARALAKSHMI, M., NAGARAJU, C. (2018). Nucleoside substituted perhydro-1λ5-[1,3,2]diazaphospholo[1,5- a]pyridine-1-thione analogues: Synthesis and evaluation of antiviral and antimicrobial activities. Organic Communications, Cilt: 11 - Sayı: 1, 35–45. https://ajindex.com/articles/288487

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (13)

  1. Kafarski, P.; Lejczak, B. Aminophosphonic acids of potential medical importance. Curr. Med. Chem. Anti- Canc. Agents. 2001, 1, 301-312
  2. Rein, T.; Pedersen, T. M. Asymmetric Wittig type reactions. Synthesis 2002, 5, 579-594
  3. McReynolds, M. D.; Dougherty, J. M.; Hanson, P. R. Synthesis of phosphorus and sulfur heterocycles via ring-closing olefin metathesis. Chem. Rev. 2004, 104, 2239-2258
  4. Abdel-Rahman, R. M. Synthesis of New Phosphaheterobicyclic systems containing 1,2,4-Triazine moiety Part IX; Straightforward Synthesis of New Fluorine Bearing 5-Phospha-1,2,4-triazin/1,2,4-triazepine-3- thions-part X. Trends Heterocycl. Chem. 2002, 8, 187-195
  5. He, L. N.; Zhuo, R. X.; Chen, R. Y.; Li, K.; Zhang, Y. Synthesis of biologically active phosphorus heterocycles via cyclization reactions of Lawesson's reagent. J. Heteroat. Chem. 1999, 10, 105-111
  6. Eugenia, F. C.; Laichici, M.; Gheroghe, F. C.; Vlascici, D. Synthesis, characterization and correlative biological effects in wheat of a benzoxaza- and a diaza-phosphorus(V) heterocycles. J. Serb. Chem. Soc. 2006, 71, 1031-1038
  7. Holla, B. S.; Ashok, M. Convenient synthesis of some thiadiazolotriazinones carrying 4-methylthiobenzyl moieties as possible antimicrobial agents. Phosphorus, Sulfur, Silicon Relatd. Elem. 2007, 182, 981-991
  8. Venugopal, M.; Sankar Reddy, B.; Devendranath Reddy, C.; Berlin, K. D. Synthesis and antimicrobial activity of 2-Substituted-2,3-dihydro-5-propoxy-1H-1,3,2-benzodiazaphosphole 2-Oxides. J. Heterocycl. Chem. 2001, 38, 275-280
  9. Kartizky, A. R.; Rees, C. W.; Scriven, E. F. V. Comprehensive Heterocyclic Chemistry II, Pergmona Press, UK, Oxford: 1996
  10. Lemke, T. L.; Boring, D. Novel heterocycles. Synthesis of the 2,4,3-benzodiazaphosphepine ring system. J. Heterocycl. Chem. 1980, 17, 1455-1456
  11. VasuGovardhana Reddy, P.; Haribabu, Y.; Suresh Reddy, C.; Srinivasulu, D. Synthesis of 2-substituted- 2,3-dihydro-5-benzoyl-1H-1,3,2-benzodiazaphosphole 2-oxides/sulfides. Heteroat. Chem. 2002, 13, 340- 345
  12. Naidu, K. R. M.; Rao, P. V.; Raju, C. N.; Srinivasulu, K. Synthesis and antioxidant activity of substituted- 1,3,2-Diazaphosphole 1-Oxides. Arch. Pharm. Chem. Life Sci. 2011, 344, 765-770
  13. Sum, V.; Baird, C. A.; Kee, T. P.; Thomton-Pett, M. [1N,3E]-bifunctionalphosphorodiamidites and the diastereoselectivephosphonylation of aldehydes. Controlling, elucidating and rationalising the stereochemical course of the asymmetric Abramov reaction. J. Chem.So