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All Journal Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Indonesian Journal of Cancer Chemoprevention MPI (Media Pharmaceutica Indonesiana) INDONESIAN JOURNAL OF PHARMACY JURNAL FARMASI DAN ILMU KEFARMASIAN INDONESIA Indonesian Journal of Chemistry Berkala Ilmiah Kimia Farmasi Berkala Penelitian Hayati Pharmaceutical Sciences and Research (PSR) Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice)
Tutuk Budiati
Department Of Pharmaceutical Chemistry, Faculty Of Pharmacy Universitas Airlangga, Surabaya
Agriculture, Biological Sciences & Forestry Biochemistry, Genetics & Molecular Biology Chemical Engineering, Chemistry & Bioengineering Chemistry Education Health Professions Immunology & microbiology Materials Science & Nanotechnology Medicine & Pharmacology Other

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Structure Modification of Ethyl p-methoxycinnamate Isolated from Kaempferia galanga Linn. and Citotoxicity Assay of The Products on WiDr Cells Juni Ekowati; Marcellino Rudyanto; Shigeru Sasaki; Tutuk Budiati; Sukardiman -; Adam Hermawan; Edy Meiyanto
Indonesian Journal of Cancer Chemoprevention Vol 1, No 1 (2010)
Publisher : Indonesian Society for Cancer Chemoprevention

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.14499/indonesianjcanchemoprev1iss1pp12-18

Abstract

Ethyl p-methoxycinnamate, major ingredient of Kaempferia galanga rhizome, have been reported not only has analgesic – anti inflammatory activities like NSAIDs which inhibited cyclooxygenase, but also inhibit tumor cell proliferation in specimen of mouse epidermis. Therefore, it will be interesting to carry out synthetic studies on the derivates of ethyl p-methoxycinnamate and searching their citotoxic activity on WiDr cell. We wish to report of structure modification on carboxyl moiety of ethyl p-methoxycinnamate  and  evaluation on their citotoxic activity  on WiDr cell. Isolation of ethyl p-methoxycinnamate from Kaempferia galanga rhizome was carried out by percolation with ethanol 96% as solvent. Hydrolysis of ethyl p-methoxycinnamate in basic condition was performed to obtain p-methoxycinnamic acid. Preparation of some thiourea derivates of ethyl p-methoxycinnamate was carried out  by microwave irradiation. Citotoxicity assay was carried out by MTT method for 48 h.Modification of carboxyl group of ethyl p-methoxycinnamate to its thiourea form could be carried out by microwave irradiation gave; (E)-3-(4-methoxyphenyl)-N-(phenylcarba- mothioyl)acrylamide (50%); (E)-3-(4-methoxyphenyl)-N-(4-methoxyphenylcarbamothi- oyl)acrylamide (26%) and (E)-3-(4-methoxyphenyl)-N-(4-methylphenylcarbamothioyl) acrylamide (54%), yield calculated for 2 step from the acid chloride. All compounds showed no citotoxic effect on WiDr cell at 48 h incubation.Keywords :  ethyl p-methoxycinnamate, microwave irradiation, Kaempferia galanga, citotoxicity, WiDr cell
KARAKTERISASI EKSTRAK KASAR FITASE TERMOFILIK DARI BAKTERI KAWAH IJEN BANYUWANGI, ISOLAT AP-17 Aline Puspita Kusumadjaja; Tutuk Budiati; Sajidan; Ni Nyoman Tri Puspaningsih
JURNAL PENELITIAN BIOLOGI BERKALA PENELITIAN HAYATI Vol 16 No 1 (2010): December 2010
Publisher : The East Java Biological Society

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.23869/277

Abstract

Crude thermophilic phytase was produced by isolate AP-17 that has been isolated from Ijen Crater Banyuwangi. Based on Gram test, isolate AP-17 was gram positive spore forming rod shape bacteria so that it was identified as Bacillus sp. AP-17. Crude thermophilic phytase isolated from Bacillus sp. AP-17 had the optimum temperature at 75° C with activity of 0.1413 U/ml, and its optimum pH was at pH 6 with activity of 0.0875 U/ml. The enzyme was stable when heated at 75° C for three hours and still had 90% activity when it was exposed at pH 5–8, optimum temperature, for one hour.
RAPID SOLVENT-FREE MICROWAVE ASSISTED SYNTHESIS OF SOME N’-BENZYLIDENE SALICYLIC ACID HYDRAZIDES Tutuk Budiati; Stephanie D.A.; Elisabeth Catherina Widjajakusuma
Indonesian Journal of Chemistry Vol 12, No 2 (2012)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (240.032 KB) | DOI: 10.22146/ijc.21357

Abstract

Condensation reaction has been carried out for the synthesis of some N'-benzylidene-2-hydroxybenzohydrazides using microwave assisted solvent-free method. The structures of all the products obtained in the present work are supported by spectral and analytical data (UV, IR, and 1H-NMR spectroscopy). The desired hydrazides are in 62-80% yields under microwave irradiation. The reaction was completed in 8-10 min.
Pemodelan Molekul Turunan p-Metoksi sinnamoil Hidrazida Sebagai Inhibitor Checkpoint Kinase 1 dan Inhibitor Aromatase secara In silico Putra, Galih Satrio; Sulistyowatya, Melanny Ika; Ekowati, Juni; Budiati, Tutuk
Pharmaceutical Sciences and Research Vol. 4, No. 2
Publisher : UI Scholars Hub

Show Abstract | Download Original | Original Source | Check in Google Scholar

Abstract

The development of anticancer drugs from ethyl p-methoxycinnamate (EPMC) derivatives has been done to compounds high activity in inducing cancer cells apoptosis and minimal side effects. p-Methoxycinnamoyl hydrazide derivates, modified from EPMC structure, were docked into the ligand-binding pocket of Check point kinase 1 enzymes (2YWP) and the aromatase enzyme (3S7S) using software Molegro Virtual Docker (MVD) Ver.5.5. We compared the Rerank score of native ligand with p-Methoxycinnamoyl hydrazide derivates. Rerank scores of compounds 4b and 4c (-99.98 Kcal/mol and -99.80 Kcal/mol) were lower than the native ligand A42 in inhibiting the enzyme checkpoint kinase 1. Rerank values of p-Methoxycinnamoyl hydrazide derivate compounds were greater than the native ligand EXM in inhibiting the enzyme aromatase. p-Methoxycinnamoyl hydrazide derivate compounds, especially compounds 4b and 4c, had anticancer mechanism by inhibiting the checkpoint kinase 1 enzyme pathway and showed no activity in inhibiting the aromatase enzyme.
Effect of para (p) Position Methoxy Group on The Synthesis of Benzohydrazide Derivatives from Methylbenzoate Starting Material Suzana, Suzana; Ardhayanti, Erlina; Amalia Novianti, Kholis; Ekowati, Juni; Budiati, Tutuk
Berkala Ilmiah Kimia Farmasi Vol. 9 No. 2 (2022): December
Publisher : Universitas Airlangga

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20473/bikfar.v9i2.42705

Abstract

The synthesis of N'-benzylidenebenzohydrazide and N'-(4-methoxybenzylidene)benzohydrazide was performed through a condensation reaction. The reaction was performed in two stages with methylbenzoate as the initial material. In the first phase, benzohydrazide was obtained by reacting methylbenzoate and hydrazine hydrate; in the second phase, the compounds N'-benzylidenebenzohydrazide and N'-(4- methoxybenzylidene)benzohydrazide were obtained by reacting benzohydrazide and benzaldehyde/4- methoxybenzaldehyde. The results obtained were 87% and 92%, respectively. A purity test was done by thin layer chromatography (TLC) and melting point determination. The melting point of benzohydrazide was 108-111°C, N'-benzylidenebenzohydrazide had a melting point of 104-108°C, and N'-(4- methoxybenzylidene)benzohydrazide had a melting point of 159-161°C. The synthesized compounds were identified by UV-VIS, FT-IR, and 1H-NMR spectroscopy. Keywords: Synthesis, N' -benzylidenebenzohydrazide, N’- (4-methoxybenzylidene)benzohydrazide, methylbenzoate
Pengaruh Gugus Metil pada Posisi Para dari Turunan 2-(P-Klorofenil)-Kuinazolin-4(3h)-On terhadap Aktivitas Analgesik pada Mencit Soeliono, Ivonne; Budiati, Tutuk; Tamayanti, Wahyu Dewi
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 6 No. 1 (2019)
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v6i1.2006

Abstract

This study has evaluated analgesic activity of 3-benzylideneamino-2-(p-chlorophenyl)-quinazoline-4(3H)-one and 3-(4-methylbenzylideneamino)-2-(p-chlorophenyl)-quinazoline-4(3H)-one. The purposes of this study were to measure analgesic activity, to compare their analgesic potency against mefenamic acid, and to determine the effect of methyl substituent addition on para position of 3-benzylideneamino-2-(p-chlorophenyl)-quinazoline-4(3H)-one toward analgesic activity in mice. Analgesic activity evaluation was performed in mice using writhing test method with acetic acid as pain inducer. The significance difference of writhing frequencies between each group was tested using one-way ANOVA followed by Tukey HSD test as a post-hoc test. The statistic comparison results showed that the synthesized drug and the reference compound had an analgesic activity, in which the synthesized drug had the same analgesic potency with mefenamic acid on the same dosage, and the addition of methyl substituent on para position of 3-benzylideneamino-2-(p-chlorophenyl)-quinazoline-4(3H)-one did not lead to the increase of analgesic activity in mice.
Perbandingan Sintesis Antara Senyawa 2'-Nitrokhalkon dan 2,4-Dimetoksi-2'-Nitrokhalkon dengan Bantuan Iradiasi Gelombang Mikro Putri, Navyanti Firda; Soewandi, Ami; Budiati, Tutuk
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 6 No. 2 (2019)
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v6i2.2238

Abstract

The purposes of this research were to find out the influence of a methoxy group to the result percentage reaction and synthesize derivatives of chalcone from derivatives of acetophenone and 2-nitrobenzaldehyde. The purity analysis of the synthesized result was determined by melting point assay and thin layer chromatography, while the identification of the structure was determined by spectrophotometry, infrared pectrophotometry and nuclear magnetic resonance (H-NMR). In the synthesis of compounds formed 3-hydroxy-3- (2-nitrophenyl)-1-fenilpropan-1one and 3-hydroxy-1-(2,4-dimetoksifenil)propan-1-on. The synthesis results obtained an average percentage yield synthesis of 3-hydroxy-3-(2-nitrophenyl)-1-phenylpropan-1-on with the conventional method and with the aid of microwave irradiation amounted to 60.45% and 32.36%. The percentage results of the synthesis for compounds 3-hydroxy-1-(2,4-dimethoxyphenyl)-3-(2-nitrophenyl)propan-1-on with the conventional method and with the aid of microwave irradiation amounted to 11.51% and 5.57%. The influence of methoxy groups can decrease the reactivity of acetophenone.
Sintesis dan Uji Aktivitas Antioksidan Senyawa 4,4’-dinitrodibenzalaseton dengan Metode DPPH Jessica, Jessica; Budiati, Tutuk; Caroline, Catherine
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 8 No. 2 (2021): Oktober
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v8i2.2761

Abstract

Senyawa dibenzalaseton dan turunannya yaitu senyawa 4,4’-dinitrodibenzalaseton adalah salah satu jenis antioksidan sintetik dan tergolong ke dalam analog Kurkumin. Senyawa Dibenzalaseton dan 4,4’-dinitrodibenzalaseton merupakan senyawa yang dapat menangkal radikal bebas yang disintesis melalui reaksi kondensasi Claisen-Schmidt dengan perbandingan Benzaldehida/4-nitrobenzaldehida dan Aseton adalah 2:1 mEq dengan menggunakan katalis NaOH. Hasil sintesis dilakukan uji kemurnian dan uji identifikasi struktur dengan menggunakan spektroskopi Inframerah. Persentase rendemen hasil sintesis dibenzalaseton dan 4,4’-dinitrodibenzalaseton adalah sebesar 92,30% dan 96,70%. Uji aktivitas antioksidan dilakukan dengan metode DPPH, dengan senyawa Kurkumin dan Vitamin C sebagai pembanding dan hasilnya dinyatakan dengan nilai IC50. Perolehan rata-rata nilai IC50 dari senyawa dibenzalaseton, 4,4’-dinitrodibenzalaseton, kurkumin dan vitamin C secara berturut-turut adalah 66 mM, 1,6 mM, 0,074 mM, dan 0,0846 mM. Hal ini menunjukkan bahwa aktivitas antioksidan senyawa 4,4’-dinitrodibenzalaseton lebih besar dibanding dengan senyawa dibenzalaseton. Nilai IC50 yang rendah dari senyawa kurkumin menunjukkan bahwa aktivitas antioksidan yang dimiliki oleh Kurkumin lebih tinggi dari senyawa hasil sintesis. Potensi antioksidan yang dihasilkan oleh dan 4,4’-dinitrodibenzalaseton terhadap vitamin C adalah sebesar 5,28%.
Pengaruh Gugus Hidroksi pada Sintesis Senyawa 4,4’-Dihidroksibenzalaseton dan Aktivitasnya sebagai Antioksidan Jessica, Maria Anabella; Budiati, Tutuk; Caroline
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 12 No. 1 (2025): March
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v12i1.7201

Abstract

Dibenzalacetone and their derivatives, , 4,4’ dihydroxydibenzalacetone are curcumin analogs that have antioxidant activity. The effect of hydroxyl group on the synthesis reaction is proven by comparing the synthesis results yield of dibenzalacetone with 4,4’-dihydroxydibenzalacetone. Both compounds are synthesized through the Claisen-Schmidt condensation reaction using sodium hydroxide as the catalyst. The synthesis results were tested for purity by melting point tests and thin layer chromatography, and structure identification tests were carried out using infrared spectrophotometry. The results of the study showed that the percentage yield of dibenzalacetone was greater than 4,4’-dihydroxydibenzalacetone, which was 67.29% and 24.51%, respectively. The presence of hydroxyl groups can increase the density of the benzene ring and facilitate the reaction of the carbonyl group of 4-hydroxybenzaldehyde, including the Cannizaro reaction. The Cannizaro reaction can occur in aldehyde compounds without alpha hydrogen, such as benzaldehyde, where some of the aldehyde will undergo oxidation and some will undergo reduction. As a result, the amount of aldehyde that reacts with acetone decreases so that the yield obtained is lessthan dibenzalacetone. Antioxidant testing was carried out using the DPPH method and expressed as an IC50 value, then compared with curcumin and vitamin C. Although it does not show greater antioxidant activity than curcumin or vitamin C, the presence of hydroxyl groups in 4,4' dihydroxydibenzalacetone can increase antioxidant activity compared to dibenzalacetone which does not have a hydroxyl group. This is proven by the IC50 value of the compound 4,4'-dihydroxydibenzalacetone which is lower than dibenzalacetone, which is 3.9588 mM and 66.5503 mM, respectively.
Co-Authors Adam Hermawan Aline Puspita Kusumadjaja Anita Puspa Widiyana Ardhayanti, Erlina Caroline Catherine Caroline Edy Meiyanto Edy Meiyanto Elisabeth Catherina Widjajakusuma Farida Suhud Galih Satrio Putra Galih Satrio Putra Harry Santosa Ivonne Soeliono Jessica Jessica Jessica, Maria Anabella Juni Ekowati Kholis Amalia Nofianti Luthfi Ahmad Muchlashi Marcellino Rudyanto Melanny Ika Sulistyowaty Mellany Ika Sulistyowaty Ni Nyoman Tri Puspaningsih Nunuk Irawati Nunuk Irawati Putri, Navyanti Firda Sajidan Shigeru Sasaki Shigeru Sasaki Siswandono, Siswandono Siti Surdijati Soewandi, Ami Stephanie D.A. Sukardiman Suzana SUZANA, SUZANA Tegar Achsendo Yuniarta Wahyu Dewi Tamayanti, Wahyu Dewi