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 |
|---|---|
| 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 |
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<dc schemaLocation="http://www.openarchives.org/OAI/2.0/oai_dc/ http://www.openarchives.org/OAI/2.0/oai_dc.xsd"><title lang="en-US">Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor</title><title lang="id-ID">REKAYASA PROSES SINTESIS PIPERONAL DARI KULIT LAWANG (Cinnamomum culilawan Blume) SEBAGAI PREKURSOR OBAT KANKER</title><creator>Delvis Kapelle, Imanuel Berly</creator><creator>Irawadi, Tun Tedja</creator><creator>Rusli, Meika Syahbana</creator><creator>Mangunwidjaja, Djumali</creator><creator>Mas'ud, Zainal Alim</creator><subject lang="en-US">Precursor of cancer drug; lawang oils; synthesis; piperonal; safrole</subject><subject lang="id-ID">Prekursor obat kanker; minyak kulit lawang; sintesis; piperonal; safrol</subject><description lang="en-US">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.</description><description lang="id-ID">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.</description><publisher lang="id-ID">Pusat Penelitian dan Pengembangan Hasil Hutan</publisher><contributor lang="en-US">Forest Product Research and Development Center</contributor><contributor lang="id-ID">Pusat Penelitian dan Pengembangan Hasil Hutan</contributor><date>2016-09-01</date><type>Journal:Article</type><type>Other:info:eu-repo/semantics/publishedVersion</type><type>Other:</type><type>Other:</type><type>File:application/pdf</type><identifier>http://ejournal.forda-mof.org/ejournal-litbang/index.php/JPHH/article/view/2293</identifier><identifier>10.20886/jphh.2016.34.3.217-229</identifier><source lang="en-US">Jurnal Penelitian Hasil Hutan; Vol 34, No 3 (2016): Jurnal Penelitian Hasil Hutan; 217-229</source><source lang="id-ID">Jurnal Penelitian Hasil Hutan; Vol 34, No 3 (2016): Jurnal Penelitian Hasil Hutan; 217-229</source><source>2442-8957</source><source>0216-4329</source><language>ind</language><relation>http://ejournal.forda-mof.org/ejournal-litbang/index.php/JPHH/article/view/2293/1814</relation><rights lang="en-US">Copyright (c) 2016 Jurnal Penelitian Hasil Hutan</rights><rights lang="en-US">http://creativecommons.org/licenses/by-nc-sa/4.0</rights><recordID>--ejournal.forda-mof.org-ejournal-litbang-index.php-index-oai:article-2293</recordID></dc>
|
| language |
ind |
| format |
Journal:Article Journal Other:info:eu-repo/semantics/publishedVersion Other Other: File:application/pdf File Journal:eJournal |
| author |
Delvis Kapelle, Imanuel Berly Irawadi, Tun Tedja Rusli, Meika Syahbana Mangunwidjaja, Djumali Mas'ud, Zainal Alim |
| author2 |
Forest Product Research and Development Center Pusat Penelitian dan Pengembangan Hasil Hutan |
| title |
Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor |
| publisher |
Pusat Penelitian dan Pengembangan Hasil Hutan |
| publishDate |
2016 |
| topic |
Precursor of cancer drug lawang oils synthesis piperonal safrole Prekursor obat kanker minyak kulit lawang sintesis safrol |
| url |
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 |
| contents |
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. |
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