Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor
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 isola...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | Indonesian |
| Published: |
Forest Product Research and Development Center
2016-09-01
|
| Series: | Jurnal Penelitian Hasil Hutan (Journal of Forest Products Research) |
| Subjects: | |
| Online Access: | http://ejournal.forda-mof.org/ejournal-litbang/index.php/JPHH/article/view/2293 |
| _version_ | 1819200234715086848 |
|---|---|
| author | Imanuel Berly Delvis Kapelle Tun Tedja Irawadi Meika Syahbana Rusli Djumali Mangunwidjaja Zainal Alim Mas'ud |
| author_facet | Imanuel Berly Delvis Kapelle Tun Tedja Irawadi Meika Syahbana Rusli Djumali Mangunwidjaja Zainal Alim Mas'ud |
| author_sort | Imanuel Berly Delvis Kapelle |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-23T03:29:00Z |
| format | Article |
| id | doaj.art-7a1293b801a4443a96a000c7e60acb57 |
| institution | Directory Open Access Journal |
| issn | 0216-4329 2442-8957 |
| language | Indonesian |
| last_indexed | 2024-12-23T03:29:00Z |
| publishDate | 2016-09-01 |
| publisher | Forest Product Research and Development Center |
| record_format | Article |
| series | Jurnal Penelitian Hasil Hutan (Journal of Forest Products Research) |
| spelling | doaj.art-7a1293b801a4443a96a000c7e60acb572022-12-21T18:01:46ZindForest Product Research and Development CenterJurnal Penelitian Hasil Hutan (Journal of Forest Products Research)0216-43292442-89572016-09-0134321722910.20886/jphh.2016.34.3.217-2291746Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug PrecursorImanuel Berly Delvis Kapelle0Tun Tedja Irawadi1Meika Syahbana Rusli2Djumali Mangunwidjaja3Zainal Alim Mas'ud4TIP FATETA, Institut Pertanian BogorKimia FMIPA, Institut Pertanian BogorTIP FATETA, Institut Pertanian BogorTIP FATETA, Institut Pertanian BogorKimia FMIPA, Institut Pertanian BogorPiperonal 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.http://ejournal.forda-mof.org/ejournal-litbang/index.php/JPHH/article/view/2293Prekursor obat kankerminyak kulit lawangsintesispiperonalsafrol |
| spellingShingle | Imanuel Berly Delvis Kapelle Tun Tedja Irawadi Meika Syahbana Rusli Djumali Mangunwidjaja Zainal Alim Mas'ud Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor Jurnal Penelitian Hasil Hutan (Journal of Forest Products Research) Prekursor obat kanker minyak kulit lawang sintesis piperonal safrol |
| title | Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor |
| title_full | Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor |
| title_fullStr | Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor |
| title_full_unstemmed | Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor |
| title_short | Modification of Synthesis Process of Lawang’s Bark (Cinnamomum cullilawan Blume) as a Cancer Drug Precursor |
| title_sort | modification of synthesis process of lawang s bark cinnamomum cullilawan blume as a cancer drug precursor |
| topic | Prekursor obat kanker minyak kulit lawang sintesis piperonal safrol |
| url | http://ejournal.forda-mof.org/ejournal-litbang/index.php/JPHH/article/view/2293 |
| work_keys_str_mv | AT imanuelberlydelviskapelle modificationofsynthesisprocessoflawangsbarkcinnamomumcullilawanblumeasacancerdrugprecursor AT tuntedjairawadi modificationofsynthesisprocessoflawangsbarkcinnamomumcullilawanblumeasacancerdrugprecursor AT meikasyahbanarusli modificationofsynthesisprocessoflawangsbarkcinnamomumcullilawanblumeasacancerdrugprecursor AT djumalimangunwidjaja modificationofsynthesisprocessoflawangsbarkcinnamomumcullilawanblumeasacancerdrugprecursor AT zainalalimmasud modificationofsynthesisprocessoflawangsbarkcinnamomumcullilawanblumeasacancerdrugprecursor |