Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor
| Main Authors: | Delvis Kapelle, Imanuel Berly, Irawadi, Tun Tedja, Rusli, Meika Syahbana, Mangunwidjaja, Djumali, Mas'ud, Zainal Alim |
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| Other Authors: | Forest Product Research and Development Center, Pusat Penelitian dan Pengembangan Hasil Hutan |
| Format: | Article info application/pdf eJournal |
| Bahasa: | ind |
| Terbitan: |
Pusat Penelitian dan Pengembangan Hasil Hutan
, 2016
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| Subjects: | |
| Online Access: |
http://ejournal.forda-mof.org/ejournal-litbang/index.php/JPHH/article/view/2293 http://ejournal.forda-mof.org/ejournal-litbang/index.php/JPHH/article/view/2293/1814 |
Daftar Isi:
- Piperonal as a precursor of cancer drug (Curcumin analogues) can be synthesized from extract of lawang’s bark (Cinnamomum culilawan Blume) with multiple stages, among others: isolation of essential oils, isolation safrole, safrole isomerization, and synthesis of piperonal. Essential oils were isolated from the bark of lawang (the water content of 46.2%) using a water distillation system with 1/3 volume of high boiler for five hours. Isolation of safrole from lawang bark oils was performed using NaOH solution and purified using reduced pressure distillation system at a temperature of 90-123°C / 1 mmHg. The safrole isomerization was undergone using alkali catalyst (KOH) without solvent at a temperature of 120°C for 8 hours. Oxidation of isosafrol was performed using KMnO4 in acidic conditions using a KTF tween 80 at a temperature below 30°C, and purified using silica gel. Results of isolation yield 0.94% with 14 components were determined through GC-MS, including 67.35% eugenol, safrole 13.96%, 12.61% methyl eugenol, 4-terpineol sineol 1.79% and 1.55%. The isolated safrole yield of 17.21% with purity testing and identification using FTIR, 1H- NMR and GCMS confirmed the product was safrole. The isomerization obtained yield of 77.56% with GC analysis indicated compounds of cis-isosafrole and trans-isosafrole. The results of oxidation obtained yield of 65.63% with a purity of 100% by GCMS and the 1H-NMR indicated the product is piperonal.
- Piperonal sebagai prekursor obat kanker (analog kurkumin) dapat disintesis dari ekstrak kulit pohon lawang (Cinnamomum culilawan Blume) dengan beberapa tahapan antara lain; isolasi minyak atsiri, isolasi safrol, isomerisasi safrol, dan sintesis piperonal. Minyak atsiri diisolasi dari kulit kayu lawang (kadar air 46,20%) menggunakan sistem destilasi air dengan volume 1/3 dari tinggi ketel selama lima jam. Isolasi safrol dari minyak kulit lawang dilakukan menggunakan larutan NaOH dan dimurnikan menggunakan sistem destilasi pengurangan tekanan pada suhu 90-123°C/1 mmHg. Isomerisasi safrol dilakukan menggunakan katalis alkali (KOH) tanpa pelarut pada suhu 120°C selama 8 jam. Oksidasi isosafrol dilakukan dengan menggunakan KMnO4 dalam suasana asam dengan bantuan KTF tween 80 pada temperatur <30°C dan proses pemurnian menggunakan silica gel. Hasil isolasi minyak atsiri diperoleh minyak dengan rendemen 0,94% dengan 14 komponen yang diuji dengan GC-MS diantaranya eugenol 67,35%, Safrol 13,96%, metil eugenol 12,61% ,4-terpineol 1,79%, dan sineol 1,55%. Hasil isolasi safrol dengan rendemen 17,21% diuji kemurnian dan identifikasi menggunakan FTIR, 1H-NMR dan GCMS menunjukkan produk merupakan safrol. Hasil isomerisasi diperoleh rendemen 77,56 % yang diuji menggunakan GC terdiri dari cis-isosafrol dan trans-isosafrol. Hasil oksidasi diperoleh rendemen 65,63 % dengan kemurnian 100% berdasarkan GCMS dan data 1H-NMR menunjukkan produk merupakan piperonal.