Dergiler / Turkish Journal of Chemistry / 2005 / Cilt: 29 - Sayı: 2

A concise synthesis and the antibacterial activity of 5,6-dimethoxynaphyhalene-2-carboxylic acid

Sayfa
199–205
Yayın Tarihi
2022-11-04
DOI
—
🏛️Bu makalenin bibliyografik verileri ve tam metin bağlantısı DergiPark üzerinden sağlanmıştır.
DergiPark Kaydı ↗
✨

Yapay Zeka Hızlı Bakış & Çıkarımlar

AI Insight
⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

The 5-bromo-6-methoxynaphthalene-2-carboxylic acid and 5,6-dimethoxynaphthalene-2-carboxylic acid were found to have in vitro antibacterial activity against some pathogenic bacteria.

📌 3 Maddede Bu Makale

🎯
Amaç & Hipotez:5,6-Dimethoxynaphthalene-2-carboxylic acid was synthesized in 7 steps and with an overall yield of 46%.
📊
Temel Bulgular & Veri:Bromination of 2-naphthol, and methylation with dimethyl sulfate followed by Friedel-Crafts acylation with AcCl gave 2-acetyl-5-bromo-6-methoxynaphthalene. 2-Acetyl-5-bromo-6-methoxynaphthalene was converted to 5-bromo-6- methoxynaphthalene-2-carboxylic acid by a haloform reaction.
💡
Sonuç & Katkı:The 5-bromo-6-methoxynaphthalene-2-carboxylic acid and 5,6-dimethoxynaphthalene-2-carboxylic acid were found to have in vitro antibacterial activity against some pathogenic bacteria.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Alan Parametreleri

Abstract

5,6-Dimethoxynaphthalene-2-carboxylic acid was synthesized in 7 steps and with an overall yield of 46%. Bromination of 2-naphthol, and methylation with dimethyl sulfate followed by Friedel-Crafts acylation with AcCl gave 2-acetyl-5-bromo-6-methoxynaphthalene. 2-Acetyl-5-bromo-6-methoxynaphthalene was converted to 5-bromo-6- methoxynaphthalene-2-carboxylic acid by a haloform reaction. The esterification of the acid with methanol, methoxylation with NaOCH3 in the presence of CuI and subsequent de-esterification with NaOH afforded 5,6-dimethoxynaphthalene-2-carboxylic acid. The 5-bromo-6-methoxynaphthalene-2-carboxylic acid and 5,6-dimethoxynaphthalene-2-carboxylic acid were found to have in vitro antibacterial activity against some pathogenic bacteria.

🔖

Bu Makaleye Atıf Yap

ÖZDEMİR, H., SEÇEN, H., UĞUZ, M. T., GÖKSU, S. (2022). A concise synthesis and the antibacterial activity of 5,6-dimethoxynaphyhalene-2-carboxylic acid. Turkish Journal of Chemistry, Cilt: 29 - Sayı: 2, 199–205. https://ajindex.com/articles/602210

📄 Tam Metin PDF Okuyucu

📄

PDF görüntüleyici hazırlanıyor...

Kaynakça (1)

  1. T.R. Burke, B. Lim, V.E. Marquez, Z.H. Li, J.B. Bolen, I. Stefanova and I.D. Horak, J. Med. Chem., 36,425-432 (1993). 2.T.R. Burke, M. Fesen, A. Mazumder, J. Yung, J. Wang, A.M. Carothers, D. Grunberger, J. Driscoll, Y.Pommier and K. Kohn, J. Med. Chem., 38, 4171-4178 (1995). 3.H. Zhao, N. Neamati, A. Mazumder, S. Sunder, Y. Pommier and T.R. Burke, J. Med. Chem., 40, 1186-1194(1997). 4.R.W.A. Oliver, R.M. Rashman and A.W. Somerville, Tetrahedron, 24, 4067-4072 (1968). 5.S. Archer, P. Osei-Gyimah and S. Silbering, J. Med. Chem., 23, 516-519 (1980). 6.S. Göksu, C. Kazaz, Y. Sutbeyaz and H. Secen, Helv. Chim. Acta, 86, 3310-3313 (2003). 7.S.E. Hazlet, J. Am. Chem. Soc, 62, 2156-2157 (1940). 8.A.S. Castanet, F. Colobert, P.E. Broutin and M. Obringer, -Tetrahedron: Asymmetry, 13, 659-665 (2002). 9.P. Cagniant, P. Faller and M.P. Cagniant, Bull. Soc. Chim. Fr., 1938-1941 (1961). 10.R.D. Haworth and G. Sheldrick, J. Chem. Soc, 864-867 (1934); Chem Abstr. 28, 44950 (1934). 11.S.M. Huh and J.I. Jin, Macromol., 30, 3005-3013 (1997). 12.B.M. Jacob, E. Antony, B. Sreekumar and M. Haridas, Life Sciences, 66, 2433-2439 (2000). 13.S. Vyskocil, L. Meca, I. Tislerova, I. Cisarova, M. Polasek, S.R. Harutyunyan, Y.N. Belokon, R.M.J. Stead, L.Farrugia, S.C. Lockhart, W.L. Mitchell and P. Kocovsky, Chem. Eur. J., 8, 4633-4648 (2002). 14.J. Lindley, Tetrahedron, 40, 1433-1456 (1984).