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All Journal EKSAKTA: Journal of Sciences and Data Analysis The Journal of Pure and Applied Chemistry Research Indonesian Journal of Chemistry IJCR (Indonesian Journal of Chemical Research) Khazanah: Jurnal Mahasiswa Makara Journal of Science
Dhina Fitriastuti
Department Of Chemistry, Universitas Islam Indonesia, Yogyakarta, Indonesia
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Synthesis of 1-(2-Methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide from Gandapura Oil Muhammad Idham Darussalam Mardjan; Dhina Fitriastuti; Bambang Purwono; Jumina Jumina
The Journal of Pure and Applied Chemistry Research Vol 8, No 3 (2019): Edition September-December 2019
Publisher : Chemistry Department, The University of Brawijaya

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21776/ub.jpacr.2019.008.03.484

Abstract

This study describes simple synthetic method to prepare 1-(2-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide from gandapura oil. The salt were synthesized in four steps. Initially, commercial gandapura oil was directly subjected to the alkylation reaction under basic condition using dimethyl sulfate to give methyl 2-methxybenzoate in 86% yield. Next, the produced benzoate ester was reduced by LiAlH4 to produce 2-methoxybenzyl alcohol in 67% yield. The treatment of benzyl alcohol with phosphorus tribromide under solvent free condition produced the corresponding benzyl bromide (in 67% yield), which was directly introduced into bimolecular nucleophilic substitution reaction with 1,10-phenantroline monohydrate to finally give the desired product in 63% yield.
Synthesis and Characterization of 2,3,4-Trihydroxy-5-methyl Xanthone as Antimalarial Compound Dhina Fitriastuti; Jumina Jumina; Priatmoko Priatmoko
EKSAKTA: Journal of Sciences and Data Analysis VOLUME 16, ISSUE 2, August 2016
Publisher : Fakultas Matematika dan Ilmu Pengetahuan Alam

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20885/eksakta.vol16.iss2.art4

Abstract

Synthesis of xanthone derivatives had been conducted to obtain new antimalaria active compounds. The characterization of the synthesized xanthones was also conducted. Synthesis of xanthone was conducted from the raw material of hydroxybenzoic acid and phenol derivatives using Eaton's reagent via acylation-dehydration reaction by modified Grover, Shah and Shah (GSS) method. The synthesis of 2,3,4-trihydroxy-5-methyl xanthone was carried out using gallic acid, o-cresol and Eaton's reagent.The mixture was heated for 3 h at 80 °C to yield 2,3,4-trihydroxy-5-methyl xanthone in 43% yield as dark red viscous liquid. The results of IR, 1H-NMR and 13C-NMR analysis of sampleshowed that the compound2,3,4-trihydroxy-5-methyl xanthonehas successfully synthesized.
Identification and Heme Polymerization Inhibition Activity (HPIA) Assay of Ethanolic Extract and Fraction of Temu Mangga (Curcuma mangga Val.) Rhizome Dhina Fitriastuti; Tatang Shabur Julianto; Annisa Wahyu Nur Iman
EKSAKTA: Journal of Sciences and Data Analysis VOLUME 1, ISSUE 1, February 2020
Publisher : Fakultas Matematika dan Ilmu Pengetahuan Alam

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20885/EKSAKTA.vol1.iss1.art10

Abstract

Curcuma mangga Val. is one of Indonesian herbs from Zingiberaceae family that is under explored and could contain potentially active substances to serve as an antimalarial. This research intends not only to examine the antimalarial activity by means of heme polymerization inhibitor mechanism by using the ethanolic extract and fraction of Curcuma mangga Val. but also to identify its compound classification. The extract of temu manga was obtained by Soxhlet extraction method using ethanol solvent followed by fractionation using Vacuum Liquid Chromatography with solvent sequence n-hexane, n-hexane: ethyl acetate (2:1), ethyl acetate and ethanol. The extract and fraction were analyzed by using LC-MS and GC-MS. Activities of hem polymerization inhibition showed by IC50 values which were obtained from analysis of relationship between concentration sample and the percentage of inhibition using the PROBIT on statistical software. The result of HPIA assay shows that the IC50 value of ethanolic extract and ethanolic fraction of Curcuma mangga Val. rhizome are 2.273 and 1.479 mg/mL, respectively. It clearly shows that the heme polymerization inhibition activity of ethanolic fraction relatively better than that of ethanolic extract. Phytochemical screening determines the ethanolic extract contains saponin, terpenoid, and phenol while the ethanolic fraction contains terpenoid. Thus, terpenoid compound is presumed to be the inhibitor of heme polymerization. The results of analysis with LC-MS and GC-MS showed that the active compounds suspected to inhibit heme polymerization in ethanolic extract and fraction were (E) -labda-8 (17), 12-dien-15,16-dial and di-n-octyl phthalate, respectively. Keywords: antimalarial, Curcuma mangga Val., heme polymerization
Synthesis and Heme Polymerization Inhibitory Activity (HPIA) Assay of Antiplasmodium of (1)-N-(3,4-Dimethoxybenzyl)-1,10-Phenanthrolinium Bromide from Vanillin Dhina Fitriastuti; Muhammad Idham Darussalam Mardjan; Jumina Jumina; Mustofa Mustofa
Indonesian Journal of Chemistry Vol 14, No 1 (2014)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (263.489 KB) | DOI: 10.22146/ijc.21260

Abstract

The synthesis of (1)-N-(3,4-dimethoxy-benzyl)-1,10-phenanthrolinium bromide had been conducted from vanillin. Heme polymerization inhibitory activity assay of the synthesized antiplasmodium has also been carried out. The first step of reaction was methylation of vanillin using dimethylsulfate and NaOH. The mixture was refluxed for 2 h to yield veratraldehyde in the form of light yellow solid (79% yield). Methylation product was reduced using sodium borohydride (NaBH4) with grinding method and yielded veratryl alcohol in the form of yellow liquid (98% yield). Veratryl alcohol was brominated using PBr3 to yield yellowish black liquid (85% yield). The final step was benzylation of 1,10-phenanthroline monohydrate with the synthesized veratryl bromide under reflux condition in acetone for 14 h to afford (1)-N-(3,4-dimethoxy-benzyl)-1,10-phenanthrolinium bromide (84%) as yellow solid with melting point of 166-177 °C. The structures of products were characterized by FT-IR, GC-MS and 1H-NMR spectrometers. The results of heme polymerization inhibitory activity assay of (1)-N-(3,4-dimethoxybenzyl)-1,10-phenanthrolinium bromide showed that it had IC50 HPIA of 3.63 mM, while chloroquine had IC50 of4.37 mM. These results indicated that (1)-N-(3,4-dimethoxybenzyl)-1,10-phenanthrolinium bromide was more potential antiplasmodium than chloroquine.
SINTESIS SENYAWA TURUNAN C-DIPRENILASITRIHIDROKSIXANTON SEBAGAI KANDIDAT ANTIKANKER PARU DAN UJI IN VITRO TERHADAP SEL NCI-H661 Muhammad Kurnia Akbari; Eka Zunita Pratiwi; Dwiki Anggara Putra; Dhina Fitriastuti
Khazanah: Jurnal Mahasiswa Vol. 11 No. 1: Agustus 2019
Publisher : Universitas Islam Indonesia

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Abstract

Xanton merupakan suatu metabolit sekunder yang terdapat secara alami pada beberapa tanaman obat dan memiliki aktivitas biologi yang baik seperti antikanker, antibakteri, antiinflamasi dan antimalaria. Kelompok C-prenilasi merupakan substituen yang paling banyak melekat di berbagai posisi pada kerangka xanton hasil isolasi. Selain cara isolasi, senyawa xanton dapat diperoleh dengan cara sintesis. Sintesis senyawa obat baru turunan C-diprenilasi polihidroksi xanton sebagai senyawa dengan aktivitas antikanker paru dan uji secara in vitro terhadap sel NCI-H661 merupakan tujuan penelitian ini. Senyawa target disintesis dari asam 2,5-dihidroksi benzoat dan 1,3,5-trihidroksi benzena melalui dua tahap yaitu reaksi asilasi-dehidrasi modifikasi metode Grover, Shah dan Shah (GSS) dan C-prenilasi terhadap senyawa xanton. Senyawa 1,3,7- trihidroksixanton dan 1,3,7-trihidroksi-2,4-diprenilxanton telah berhasil disintesis, dipurifikasi dengan kromatografi kolom dan kromatografi lapis tipis preparatif dan dikarakterisasi menggunakan instrumen FT-IR, 1H-NMR, 13C- NMR. Hasil pengujian in vitro terhadap sel NCI-H661 diperoleh hasil senyawa 1,3,7-trihidroksi-2,4-diprenilxanton memiliki aktivitas antikanker paru yang lebih baik dibandingkan 1,3,7-trihidroksixanton.
Essential oils from Alpinia purpurata (Zingiberaceae): Chemical composition and Formulation of antiacne cream Farah Khilma Yustica; Nur Intan Widiastuti; Nava Sapitri; Dhina Fitriastuti
INDONESIAN JOURNAL OF CHEMICAL RESEARCH (IJCR) VOLUME 4, ISSUE 1, 2019
Publisher : Universitas Islam Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (720.373 KB) | DOI: 10.20885/ijcr.vol4.iss1.art3

Abstract

Jerawat merupakan penyakit radang yang terjadi di kulit wajah, leher, dada dan punggung yang salah satunya disebabkan oleh bakteri. Salah satu bahan yang memiliki aktivitas antibakteri yaitu minyak lengkuas merah. Minyak atsiri diperoleh dengan cara distilasi uap-air. Penelitian ini bertujuan untuk mengetahui kandungan kimia minyak atsiri lengkuas merah Alpinia purpurata (Zingiberaceae) dan formulasi krim dari minyak atsiri lengkuas merah sebagai krim anti jerawat. Sediaan krim dipilih karena merupakan sistem emulsi yang mudah dioleskan dengan tekstur yang lembut dan dapat digunakan pada bagian kulit yang luas dan berfungsi sebagai pelindung yang baik bagi kulit. Minyak atsiri diformulasikan dalam sediaan krim dengan perbandingan konsentrasi minyak atsiri F1(0 persen), F2 (2,5persen), F3 (5persen), F4 (10persen). Minyak atsiri lengkuas merah diuji sifat fisik meliputi warna, bau, rendemen, berat jenis, indeks bias serta dianalisis menggunakan GC-MS. Berdasarkan hasil GC-MS minyak lengkuas merah didominasi oleh senyawa Beta-sesquiphellandrene dan Beta-bisabolene yang merupakan golongan terpenoid. Evaluasi sediaan krim meliputi pemeriksaan organoleptis seperti bau, warna, bentuk serta pengujian daya sebar, daya serap, homogenitas, pH, dan antibakteri. Hasil evaluasi sediaan krim menunjukkan sediaan homogen, pH sesuai dengan pH kulit, daya sebar yaitu meningkat untuk setiap penambahan beban. Kata kunci: Alpinia purpurata, minyak atsiri, formulasi, krim anti jerawat
Synthesis of 1-(4-Ethoxy-3-methoxybenzyl)-1,10-phenanthrolin-1-ium Bromide and Its Evaluation as Antiplasmodium through Heme Polymerization Inhibitory Activity (HPIA) Assay Fitriastuti, Dhina; Alfiyah, Viny; Mustofa, Mustofa; Jumina, Jumina; Mardjan, Muhammad Idham Darussalam
Makara Journal of Science
Publisher : UI Scholars Hub

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

Abstract

This study describes the development of N-benzyl-1,10-phenantrolinium salt as an antiplasmodium agent. The salt, that is, 1-(4-ethoxy-3-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide, was prepared using vanillin as the starting material in four simple synthetic steps. First, the alkylation of vanillin using diethyl sulfate produced 4-ethoxy-3-methoxybenzaldehyde in 79% yield. Second, the reduction of the protected vanillin by NaBH4 through the grinding method allowed us to obtain 4-ethoxy-3-methoxybenzyl alcohol in 96% yield. Next, the bromination of the benzyl alcohol under solvent-free condition led to the formation of the corresponding benzyl bromide, which in turn underwent bimolecular nucleophilic substitution with 1,10-phenanthroline to produce the desired product, that is, 1-(4-ethoxy-3-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide, in 58% yield. The evaluation of N-benzyl-1,10-phenantrolinium salt as an antiplasmodium agent was conducted through heme polymerization inhibitory activity (HPIA) assay. The results showed that the phenantroline salt and chloroquine displayed the HPIA half maximal inhibitory concentrations of 3.63 and 4.37 mM, respectively. Therefore, 1-(4-ethoxy-3-methoxybenzyl)-1,10-phenanthrolin-1-ium bromide displays desirable HPIA and has a great potential to be further developed as an antiplasmodium.
Co-Authors Alfiyah, Viny Annisa Wahyu Nur Iman Bambang Purwono Dwiki Anggara Putra Eka Zunita Pratiwi Farah Khilma Yustica Jumina Jumina Jumina Jumina Jumina Jumina Jumina Jumina Muhammad Idham Darussalam Mardjan Muhammad Idham Darussalam Mardjan Muhammad Idham Darussalam Mardjan Muhammad Kurnia Akbari Mustofa Mustofa Mustofa Mustofa Nava Sapitri Nur Intan Widiastuti Priatmoko Priatmoko Sapitri, Nava Tatang Shabur Juliantoa Widiastuti, Nur Intan Yustica, Farah Khilma