Suryaningsih, Riska (2019) Sintesis Tiga Turunan 5-Bromoindola. Other thesis, Institut Teknologi Sepuluh Nopember.
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Abstract
Kanker merupakan penyakit yang menyebabkan kematian nomor dua di seluruh dunia. Kanker prostat merupakan jenis kanker yang menempati urutan keempat yang sering diderita dengan presentase kejadian sebesar 7,1% dan menyebabkan 6,6% kematian. Kemoterapi merupakan metode pengobatan untuk menghambat dan mematikan sel kanker yang telah menjalar ke berbagai organ tubuh yang lain. Pengobatan tersebut tidak hanya berdampak pada sel kanker, tetapi juga pada sel normal. Trisindolina (7b) dan turunannya diketahui memiliki bioaktivitas terhadap sel kanker. Penelitian yang dilakukan berhasil mendapatkan tiga (8a-c) turunan 5-bromoindola (10) Sintesis melibatkan reaksi substitusi aromatik elektrofilik 5-bromoindola (10) masing-masing dengan 5,7-dibromoisatin (9a), 7-kloroisatin (9b), dan 7-bromoisatin (9c) dalam metanol pada kondisi asam pada suhu 45 ℃ sehingga diperoleh 5,7-dibromo-3,3-di(5-bromoindolil)indolin-2-on (8a), 7-kloro-3,3-di(5-bromoindolil)indolin-2-on (8b), dan 7-bromo-3,3-di(5-bromoindolil)indolin-2-on (8c) dengan rendemen 97, 89, dan 96%. Pemantauan reaksi dilakukan dengan kromatografi lapis tipis, sedangkan identifikasi struktur dilakukan secara spektroskopi (NMR, IR, massa resolusi tinggi).
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Cancer has become the second major cause of death around the world. prostate cancer ranks on the fourth position as the most commonly diagnosed cancer with 7,1% for incidence and causes 6,6% death of world’s population. Chemotherapy is a method to inhibi and kill the cancer cell that already spreads in a body. This method not just affect the cancer cell, but also the normal cell. Trisindoline (7b) and its derivatives has known on bioactivity as anticancer. The synthesis involving an electrophilic aromatic substitution of 5-bromoindole (10) with 5,7-dibromoisatin (9a), 7-chloroisatin (9b), and 7-bromoisatin (9c) as electrophilic in methanol under acid condition with 45 ℃ heating afforded 5,7-dibromo-3,3-di(5-bromoindolyl)indolin-2-one (8a), 7-chloro-3,3-di(5-bromoindolyl)indolin-2-one (8b), and 7-bromo-3,3-di(5-bromoindolyl)indolin-2-one (8c) in 97, 89, and 96% of yield. Reaction monitoring is done by thin layer chromathography, and structure identification by spectroscopy (NMR, IR, HR-MS).
| Item Type: | Thesis (Other) |
|---|---|
| Additional Information: | RSKi 616.994 Sur s-1 2019 |
| Uncontrolled Keywords: | Sintesis, turunan 5-bromoindola, anti kanker. |
| Subjects: | Q Science > QD Chemistry Q Science > QD Chemistry > QD251.2 Chemistry, Organic. Biochemistry |
| Divisions: | Faculty of Natural Science > Chemistry > 47201-(S1) Undergraduate Thesis |
| Depositing User: | Riska Suryaningsih |
| Date Deposited: | 17 Apr 2024 02:17 |
| Last Modified: | 17 Apr 2024 02:17 |
| URI: | http://repository.its.ac.id/id/eprint/65037 |
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