Hasil Pencarian  ::  Simpan CSV :: Kembali

"Perkembangan resistensi bakteri terhadap antibiotik menyebabkan perlunya penelitian untuk menemukan senyawa baru yang memiliki aktivitas antibiotik. Senyawa golongan kuinazolinon telah diketahui memiliki aktivitas sebagai antibiotik. Oleh karena itu, dilakukan penelitian sintesis senyawa baru dari golongan kuinazolinon dengan substitusi gugus stiril dan amin. Penelitian ini bertujuan untuk memperoleh senyawa 6-amino-2-[(E)-2-(4-metoksifenil)etenil]- 4(3H)-kuinazolinon dan kondisi optimal yang dibutuhkan. Senyawa baru 6- amino-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon disintesis melalui empat tahapan. Tahap pertama, sintesis 2-metil-4(3H)-kuinazolinon melalui reaksi kondensasi antranilamida dengan asetamida dalam pelarut asam asetat glasial dengan radiasi gelombang mikro. Tahap kedua, sintesis senyawa 2-metil-6-nitro-4(3H)-kuinazolinon melalui reaksi nitrasi 2-metil-4(3H)-kuinazolinon dengan asam nitrat berasap dan asam sulfat pekat pada suhu ruang. Tahap ketiga, sintesis senyawa 6-nitro-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon melalui reaksi kondensasi antara p-metoksibenzaldehid dengan 2-metil-6-nitro-4(3H)-kuinazolinon dalam pelarut asam asetat glasial dan natrium asetat anhidrat sebagai dehydrating agent menggunakan radiasi gelombang mikro. Tahap keempat, sintesis senyawa 6-amino-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon melalui reduksi senyawa 6-nitro-2-[(E)-2-(4-metoksifenil)etenil]-4(3H)-kuinazolinon menggunakan serbuk besi dan HCl dalam pelarut methanol pada suhu 45-550C dengan radiasi ultrasonik. Nilai rendemen tahap 1 90,19%, tahap 2 79,62%, tahap 3 63,93%, dan tahap 4 80,98%. Berdasarkan penelitian, senyawa produk yang didapat pada setiap tahapan menunjukan struktur senyawa kimia yang diharapkan. Struktur senyawa produk tahap 1 dan 2 dikonfirmasi menggunakan metode spektroskopi IR, tahap 3 dan 4 menggunakan metode spektroskopi UV-Vis, IR dan 1HNMR.

---

The growth of bacterial resistance to antibiotics led to the need for research to find new compounds that have antibiotic activity. The class of quinazolinone compounds known to have activity as an antibiotic. Therefore, research synthesis of a new compound from the class of kuinazolinon by substituting stiril and amine groups. This study aims to obtain compound 6-amino-2-[(E)-2-(4-methoxyphenyl) ethenyl]-4(3H)-quinazolinone and optimal conditions required. The new compound 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone synthesized through four steps. The first step is synthesis of 2-methyl-4(3H)-quinazolinone through a condensation reaction between anthranilamide with acetamide in glacial acetic acid using microwave irradiation. The second step is synthesis of 2-methyl-6-nitro-4(3H)-quinazolinone through nitration reaction of 2-methyl-4(3H)-quinazolinone using fuming nitric acid and concentrated sulfuric acid at room temperature. The third step is synthesis 6-nitro-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone through condensation reaction between p-metoksibenzaldehid with 2-methyl-6-nitro-4(3H)-kuinazolinon in glacial acetic acid and anhydrous sodium acetate as a dehydrating agent using microwave irradiation. The fourth step is synthesis 6-amino-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-kuinazolinon through reduction reaction of 6-nitro-2-[(E)-2-(4-methoxyphenyl)ethenyl]-4(3H)-quinazolinone using iron powder and hydrochloric acid in methanol at 45-550C with ultrasonic radiation. Yield values obtained at each step 1, 2, 3, and 4 respectively are 90,19%, 79.62%, 63.93% and 80.98%. Based on the research, the product obtained at each stage showed the expected chemical structure. The products structure of steps 1 and 2 were confirmed using IR spectroscopy methods, steps 3 and 4 were confirmed using UV-Vis, IR and 1HNMR spectroscopy method."

"ABSTRACTNitration of 3-(4-cblorophenyl)-2-metbyl-quinazolin-4-oneusing various nitration agents have been performed. The purpose of the experiment wa,;toget the best nitl'lltion agentsforthe synthesis of nitro derivative ofthe compomtd. The various nitration agentsused were:fuming nitric acid-concentrated sulfuric acid, silver nitrate-N-bromosuccinimide (NBS). eerie ammoniwn nitrate-silica supported sulfuric acid, and eerie ammonium ni􀃝ncentrated sulfuric acid. The results showed that nitrationwithfumingnitricacickoncentrated sulfuricacid obtained 3-( 4'-chloro-3 '-nitropheny l}-2- methyl-6-nitro--quinazolin-4-onein49. 74%yield. Thestructurewas confirmedusing FT-IRand1H-NMR The other nitration methods were not give the desired results. "

"Isatin atau 1H-indol-2,3-dion, merupakan senyawa bahan alam yang dapat ditemukan dalam tanaman dari genus Isatis. Studi terhadap bioaktivitas isatin menunjukkan potensi sebagai antivirus, anti-HIV, antimikroba, antitumor, antiinflamasi, antikejang, antibakteri, dan antijamur. Pada penelitian ini, sintesis senyawa turunan oxindol dilakukan melalui dua tahap. Pertama, prekursor isatin direaksikan dengan TCCA untuk memperoleh intermediet 1, 5-kloroisatin, dan juga dengan NaNO3 untuk memperoleh intermediet 2, 5-nitroisatin. Diperoleh yield intermediet 1 sebesar 45% dan intermediet 2 sebesar 58,2%. Kemudian, senyawa prekursor, intermediet 1, dan intermediet 2 direaksikan dengan malononitril melalui reaksi Kondensasi Knoevenagel terkatalisis I2 untuk memperoleh senyawa turunan oxindol. Reaksi dioptimasi dan diperoleh kondisi optimum untuk memperoleh senyawa turunan oxindol yaitu pada 10% mol katalis, suhu reaksi 75oC, dan dalam pelarut protik, etanol. Keberhasilan sintesis senyawa intermediet dan senyawa turunan oxindol dianalisa menggunakan kromatografi lapis tipis (KLT), UV-Vis, FTIR, GC-MS, LC-MS, dan Melting Point-Apparatus. Diperoleh yield senyawa turunan oxindol 1 dengan prekursor isatin sebesar 71,13%, senyawa turunan 2 dengan prekursor 5-kloroisatin 61,39%, dan senyawa turunan 3 dengan prekursor 5-nitroisatin sebesar 67,39%. Hasil uji aktivitas antimikroba pada senyawa turunan oxindol 1, 2, dan 3 menunjukkan aktivitas yang lemah terhadap bakteri uji S. aureus dan E. coli. Uji aktivitas antioksidan dengan DPPH memberikan nilai IC50 masing-masing 266,47 ppm, 220,43 ppm, dan 654,85 ppm untuk senyawa turunan oxindol 1, 2, dan 3.

---

Isatin or 1H-indole-2,3-dione, is a natural compound that can be found in plants of the genus Isatis. Studies on the bioactivity of isatin show potential as antiviral, anti-HIV, antimicrobial, antitumor, anti-inflammatory, anticonvulsant, antibacterial, and antifungal properties. In this study, the synthesis of oxindol derivatives was carried out in two stages. First, isatin was reacted with TCCA to obtain intermediate 1, 5-chloroisatin, and also with NaNO3 to obtain intermediate 2, 5-nitroisatin. The yield obtained of intermediate 1 is 45% and intermediate 2 is 58.2%. Then, the precursor compounds, intermediate 1, and intermediate 2 were reacted with malononitrile through the I2-catalyzed Knoevenagel condensation reaction to obtain oxindole derivatives. The reaction was optimized and optimum conditions were obtained to obtain oxindole derivatives, namely at 10% mole of catalyst, reaction temperature of 75oC, and in protic solvent, ethanol. The success of the synthesis of intermediates and oxindol derivatives was analyzed using thin layer chromatography (TLC), UV-Vis, FTIR, GC-MS, LC-MS, and Melting Point-Apparatus. The yield of oxindol derivative compound 1 with isatin as the precursor was 71.13%, derivative compound 2 with 5-chloroisatin as the precursor was 61.39%, and derivative compound 3 with 5-nitroisatin as the precursor was 67.39%. The results of the antimicrobial activity test on oxindol derivatives 1, 2, and 3 showed weak activity against both test bacteria, S. aureus and E. coli. The antioxidant activity test with DPPH gave IC50 values of 266.47 ppm, 220.43 ppm, and 654.85 ppm for oxindol derivatives 1, 2, and 3, respectively. "