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All Journal VALENSI The Journal of Pure and Applied Chemistry Research Jurnal Kimia dan Kemasan Majalah Obat Tradisional Indonesian Journal of Chemistry Jurnal Kimia dan Kemasan
Elvina Dhiaul Iftitah
1) Department Of Chemistry, Faculty Of Math And Science, University Of Brawijaya, Malang 2) Essential Oil Institute, University Of Brawijaya, Malang
Chemical Engineering, Chemistry & Bioengineering Chemistry Health Professions Materials Science & Nanotechnology Medicine & Pharmacology Public Health

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Synthesis Strategy of Cinnamaldehyde Derivate Compound from Cinnamon Bark Oil (Cinnamomum burmanii) to 2-hydroxycinnamaldehyde Vina Octavia Azzahra; Warsito Warsito; Elvina Dhiaul Iftitah; Desytrifa Rosenny Ompusunggu; Dwi Nanda Cakra Wiguna; Fadhil Akbar Sugiarto
Jurnal Kimia Valensi Jurnal Kimia VALENSI Volume 8, No. 1, May 2022
Publisher : Syarif Hidayatullah State Islamic University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.15408/jkv.v8i1.22686

Abstract

Cinnamaldehyde is the major secondary metabolite of Cinnamon (Cinnamomum burmanii) that has various benefits in medical fields. One of the cinnamaldehyde derivatives, 2-Hydroxycinnamaldehyde (HC), has been shown to have good anticancer activity. In contrast to its activity, the synthesis method of HC from pure cinnamaldehyde has not been studied before. This research studies the synthesis of HC with a semisynthetic approach from the natural ingredient cinnamaldehyde. This study was initiated by purifying cinnamaldehyde from cinnamon bark oil with the salting method using a saturated sodium bisulfite solution. Cinnamaldehyde is converted into HC through the synthesis design in three-reaction steps, including nitration using nitric acid-acetic acid anhydride at 0-5 °C, reduction in mild condition by reflux using NH4Cl-Fe in methanol-water solution, and diazotation-hydrolysis using NaNO2-HCl at 5 °C. Optimization of the synthesis was evaluated to get the best method according to yield and characterized using TLC, UV-Vis, FTIR, and GC-MS/LC-MS. The isolated CD has a purity of up to 100% with a yield of about 36%. The 2-nitrocinnamaldehyde (NC) product from nitration was analyzed with ethanol and n-hexane (1:1) Rf = 0.84 and showed high purity with a 26% yield. The reduction product 2-aminocinnamaldehyde (Rf = 0.48) and 2-hydroxycinamaldehyde (Rf = 0.19) as a product from diazotation-hydrolysis obtained in moderate yield.
Co-Authors Adzkia Qisthi Ismail Akhmad Sabarudin Akhmad Sabarudin Andrianopsyah Mas Jaya Putra Aprilia Nur Tasfiyati Damiana Nofita Birhi Desytrifa Rosenny Ompusunggu Dias Septiana Dwi Nanda Cakra Wiguna Eko Malis Fadhil Akbar Sugiarto Hardjono Sastrohamidjojo Hermanto, Feri Eko Lucy Arianie M. Farid Rahman M. Muchalal M. Muchalal Nisyak, Khoirun Partomuan Simanjuntak Rachmat Triandi Tjahjanto Ria Armunanto Setyawan Purnomo Sakti Shirly Kumala Stevin Carolius Angga Suci Amalia Vina Octavia Azzahra Warsito Warsito Warsito Warsito Warsito Warsito Wega Trisunaryanti Widodo Widodo Yelfi Anwar