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DESAIN DAN SINTESIS SENYAWA ACES (ANALOG CURCUMIN SERIES) DENGAN METODE SOLID PHASE REACTION SEBAGAI SENYAWA ANTIKANKER POTEN DENGAN MEKANISME MENGHAMBAT PROTEIN NF-kB Monica Sabrina Widiapranolo; Eva Mayangsari; Venny Valeria; Jeffry Julianus
Jurnal Farmasi Sains dan Komunitas (Journal of Pharmaceutical Sciences and Community) Vol 10, No 1 (2013)
Publisher : Sanata Dharma University

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (805.755 KB) | DOI: 10.24071/jpsc.0086

Abstract

Abstract: Analog of curcumin in forms of enone and dienone aromatic is known for their activityas an NF-?B inhibitor. In this study, will be synthesize 2-(4'-N, N-dimethylamino benzilidine)cyclohexane-1,3-dione as an analog that predicted has an activity as an NF-?B inhibitor. Thisresearch was conducted based on the crossed aldol condensation reaction by reacting 3 mmole pN,N-dimethylamino benzaldehide and 6 mmole cyclohexane-1,3-dione with hydrochloric acid asthe catalyst using solid phase reaction method. Based on computational analysis, 2-(4'-N,Ndimethylamino benzilidine) cyclohexane-1,3-dione showed a better interaction with NF-?Bprotein with PLANTSPLP score was -69,7895. The outcome of the reaction was yellow coloredpowder, no odor and soluble in hydrochloric acid 3N. The yield value was 78.8%. Liquidchromatography showed 100% purity. The melting point range was 237.5-240.3C. The resultsof structure elucidation by 1H-NMR, infrared and mass spectroscopy tests indicated thecompound was 2-(4-(dimetilamino)benzilidena)-4-(3-oksosiklohex-1-enil) sikloheksana-1,3-dion.Key words: 2-(4'-N, N-dimethylamino benzilidine) cyclohexane-1,3-dione, crossed aldolcondensation, solid phase reaction.
SINTESIS ASAM SINAMAT DARI BENZALDEHIDA DAN ASAM MALONAT DENGAN KATALIS DIETILAMINA Jeffry Julianus; Elvan Luckyvano
Jurnal Farmasi Sains dan Komunitas (Journal of Pharmaceutical Sciences and Community) Vol 11, No 1 (2014)
Publisher : Sanata Dharma University

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (744.618 KB) | DOI: 10.24071/jpsc.0061

Abstract

Abstract: Cinnamic acid is a natural compound that has known had activities as: antimicrobia; flavour in food; soap; cosmetic; and inhibitor proliferation of caco-2 cells. Cinammic acid compound commonly got by isolated kayu manis bark with yield 2.2%. There was a limitation amount of cinnamic acid that got by isolation so needed another effort to get much amount of cinnamic acid. There was an effort to get much amount of cinnamic acid that was by synthesized it. Synthesis process was carried out by reacted benzaldehyde 45 mmol (4.9 g) and malonic acid 45 mmol (4.5 ml) with catalyzed dietylamina for 7.5 hours at 80OC. Synthetic compound was carried out organoleptic test, solubility test, melting point test, gas chromatography, structure elucidation with ultraviolet spectrophotometry, infrared spectrophotometry, nuclear magnetic resonance spectroscopy (1H-NMR), mass spectroscopy; and amount of yield. Synthetic compound was white smooth crystal powder, and had a specific flavour with yield was4.68% and melting point was 132-133OC. Solubility test showed the synthetic compound dissolved in ethanol, methanol, chloroform, dimethyl sulfoxide, hot water, and acetone; very difficult soluble in water. Gas chromatography chromatogram showed one peak with retention time 13.321 minute. Based on structure elucidation conclude that synthetic compound was cinnamic acid.
Synthesis of 3-carbethoxy-4(3’-chloro-4’-hydroxy) phenyl-but-3-en-2-one and its cytotoxicity evaluation against cancer cell carrying mutant p53 Jeffry Julianus; Mustofa; Jumina
Indonesian Journal of Pharmacology and Therapy Vol 2 No 1 (2021)
Publisher : Indonesian Pharmacologist Association or Ikatan Farmakologi Indonesia (IKAFI) and Faculty of Medicine, Public Health, and Nursing Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (541.609 KB) | DOI: 10.22146/ijpther.1211

Abstract

Overexpression of mutant p53 in cancer cell inactivates the p53 pathways to execute apoptosis and cell cycle arrest. This study aimed to synthesize new kardiena derivative compound, 3-carbethoxy-4(3’-chloro-4’-hydroxy)phenyl-but-3-en-2-one, to reactivate the p53 pathways to execute apoptosis and cell cycle arrest. Characterization of the synthetic compound employing melting point, IR, EI-MS, 1H-NMR, and 13C-NMR spectra revealed 3-carbethoxy-4(3’-chloro-4’-hydroxy)phenyl-but-3-en-2-one was successfully synthesized from 3-chloro-4-hydroxybenzaldehyde and ethyl acetoacetate using dimethylamine as a catalyst. This compound had antiproliferative activity against the WiDr cells which carried mutant p53. Its antiproliferative activity was better than 5’-FU as a reference standard to treat colon cancer. Increasing WiDr cell accumulation in the G2-M phase, the active form of caspase-3, and inducing apoptosis demonstrated the ability of 3-carbethoxy-4(3’-chloro-4’-hydroxy)phenyl-but-3-en-2-one to reactivate p53 pathways to execute apoptosis and cell cycle arrest in cancer cells carrying mutant p53.
Molecular docking study of Indonesian phytochemicals as inhibitor of 6-HB formation by binding to HR1 subunit of SARSCOV-2 S2 protein Jeffry Julianus; Phebe Hendra; Maywan Hariono; Nico Frederick; Satrio Ardyantoro; Mustofa; Jumina
Indonesian Journal of Pharmacology and Therapy Vol 2 No 3 (2021): Special Issue: COVID-19
Publisher : Indonesian Pharmacologist Association or Ikatan Farmakologi Indonesia (IKAFI) and Faculty of Medicine, Public Health, and Nursing Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (468.072 KB) | DOI: 10.22146/ijpther.2392

Abstract

Coronavirus disease 2019 (COVID-19) is still as global pandemic. No officially drugs to treat COVID-19 are available until now. Increasing number of patients and deaths trigger new antiCOVID-19 discovery efforts. In this study, we have conducted in silico screening employing molecular docking for Indonesian phytochemicals. Docking process was performed by employing AutoDock4 software on crystal structure 6VSB. Based on molecular docking results, several compounds had potential as antiCOVID-19 drugs, such as β-carotene, veramiline, ecliptalbine, betulinic acid, and lupeol. β-carotene was the most potential compound to treat COVID-19.
SYNTHESIS AND PHYSICOCHEMISTRY PROPERTIES PREDICTION OF A NEW POTENTIAL ANTI-INFLAMMATORY AGENT: DIACETYL PENTAGAMAVUNON-1 Supardjan A. Margono; Pudjono Pudjono; St. Layli Prasojo; Jeffry Julianus; Enade Perdana Istyastono
Indonesian Journal of Chemistry Vol 6, No 1 (2006)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (252.964 KB) | DOI: 10.22146/ijc.21782

Abstract

Synthesis and physicochemistry properties prediction of a potential anti-inflammatory agent, diacetyl pentagamavunon-1 (diacetyl PGV-1), has been done. The synthesis was using pentagamavunon-1 (PGV-1) (2,87x10-3 mole) and anhydride acetic acid (26x10-3 mole; 37x10-3 mole; 49x10-3 mole) as starting materials and NaOH ethanolic as a catalyst. The AM1 semiempirical quantum-chemical calculations using the computational chemistry approach was used to predict and compare the physicochemisty properties of diacetyl PGV-1 to PGV-1. Odorless, light-yellow powder has been obtained. The powder was 0.8512-0.9602 g (2.02 x10-3 - 2.22x10-3 mole; 70.4-77.4%) and the purity of the powder was 92.4%. The purity of the product has been examined by high performance liquid chromatography (HPLC), while the structure elucidation has been done using IR (Infra Red), 1H-NMR (Nuclear Magnetic Resonance) and MS (Mass Spectroscopy). The physicochemisty properties prediction showed that diacetyl PGV-1 was more hydrophobic than PGV-1.