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Journal : Jurnal Kimia Terapan Indonesia

The Synthesis of Cinchonine Tiglat Ester Compound and Cytotoxic Test Against MCF-7 Breast Cancer Cell Ahmad Khanifudin; Gian Primahana; Sylvia Rizky Prima; Puspa Dewi Lotulung; Muhammad Hanafi
Jurnal Kimia Terapan Indonesia Vol 19, No 2 (2017)
Publisher : Research Center for Chemistry - LIPI

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (527.773 KB) | DOI: 10.14203/jkti.v19i2.354

Abstract

Cinchonine is a type of cinchona alkaloid compound commonly found and/or isolated from Cinchona sp. plant. It is commonly used to treat malaria, and can potentially be used against cancer cells. In this particular study, cinchonine ester derivatives were extracted through esterification processs. Synthesized esther is aimed to gain higher lipophilicity of cinchonine so that makes it easier to pass through cell membrane. Esterification was done using DCC activator as well as DMAP catalyst with tiglic acid used to create cinchonine tiglat. Subsequent cinchonine tiglat was obtained in the form of oil with 25,28% yield. The compound obtained from the synthesis was the analyzed using LC-ESI-MS and 1H-NMR spectroscopy instrumentation. Results show that the target compound has been successfully synthesized. Its cytotoxic ability against MCF-7 breast cancer cells was tested using the Alamar Blue method. Results concluded that cinchonine tiglat ester compound has a viable cytotoxic activity with IC50 value of 1.22 ppm. 
Synthesis and cytotoxicity assay using Brine Shrimp Lethality Test of Cinchonidine Isobutyrate Ester Mario Mario; Puspa Dewi Lotulung; Gian Primahana; Sylvia Rizky Prima; Muhammad Hanafi
Jurnal Kimia Terapan Indonesia Vol 19, No 1 (2017)
Publisher : Research Center for Chemistry - LIPI

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (576.382 KB) | DOI: 10.14203/jkti.v19i1.328

Abstract

This research was aimed to synthesize cinchonidine isobutyrate ester and conduct a preliminary assay for anticancer agent using cytotoxicity assay to Artemia salina Leach larva, or also known as brine shrimp lethality test (BSLT). Cinchonidine, a compound that has quinoline rings and quiniclidine ring, is a quinine analogue and stereoisomer of cinchonine. Cinchonidine is predicted to have anticancer activity. Synthesized ester was aimed to gain higher lipophilicity. Higher lipophilicity makes it easier for the compund to pass through cell membrane. The esterification process used DMAP as a catalyst, DCC as an activator, and isobutyric acid as a carboxilyc acid. Isobutyric acid is a type of short chained fatty acid that usually acts as an anticancer prodrugs. The product is identified by ESI-MS, FT-IR, 1H-NMR, dan 13C-NMR. Ester cinchonidine isobutyrate is gelatinous and colourless with yield of 21,77%. BSLT result showed that cinchonidine isobutyrate ester had LC50 value of 75.16 ppm which was more toxic than cinchonidine that had LC50 value of 99.2 ppm. It was proved that higher lipophilicity could increase pharmacology activity