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Synthesis of α-Hydroxyisovaleric acid (Hiv) and α-Acetyloxyisovaleric Acid (Ac-Hiv), Precursors of Aureobasidin B, with Improved Yield Rani Maharani; Andi Rahim; Herdanu Rizqullah; Nur Muhammad Miftah; Ace Tatang Hidayat; Achmad Zainuddin; Nurlelasari Nurlelasari; Desi Harneti; Unang Supratman
Chimica et Natura Acta Vol 6, No 3 (2018)
Publisher : Departemen Kimia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (536.045 KB) | DOI: 10.24198/cna.v6.n3.20855

Abstract

α-Hydroxyisovaleric acid (Ac-Hiv) and α-acetyloxyisovaleric acid (Ac-Hiv) have been successfully synthesized through a diazotisation of amino acid using sodium nitrite with the catalyst of sulfuric acid and acetic acid, respectively. In the synthesis of Hiv, Zubia et al. (2005) mentioned that 3 equivalents of sodium nitrite for the reaction gave the hydroxy acid with a good yield. However, Cohen-Arazi et al. (2008) described that 6 equivalents of sodium nitrite resulted the highest yield. In present study, a variation of equivalents of sodium nitrite (3, 4, 5, 6 eq.) were trialed for the same method of synthesis. Through several experiments, we found that 6 equivalents of sodium nitrite were the best portion among all. This finding was applied into the synthesis of protected Hiv (Ac-Hiv) that was previously reported by Maharani et al. (2017) giving 63% yield when 3 equivalent of sodium nitrite was employed. By increasing the equivalent of sodium nitrite into 6 equivalents, the Ac-Hiv can be synthesized with an improved yield (71%).
Sintesis Senyawa 5-(4'-Metoksibenzilidena)imidazolidina-2,4-dion Melalui Reaksi Kondensasi 4'-Metoksibenzaldehida dan Imidazolidina-2,4-dion dengan Katalis Amonium Asetat Ika Wiani Hidayat; Adhitthana Wiguna; Ayu Andini; Fahmi Faturahman; Muhamad Naufal; Rismawati Rismawati; Dadan Sumiarsa; Rani Maharani
Chimica et Natura Acta Vol 9, No 1 (2021)
Publisher : Departemen Kimia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24198/cna.v9.n1.32727

Abstract

Senyawa 5-benzalhidantoin dan turunannya merupakan suatu senyawa bioaktif yang memiliki berbagai sifat terapeutik, diantaranya sebagai agen antikonsulvan, antibakteri, antikanker dan antijamur. Beberapa hasil penelitian menunjukkan bahwa senyawa tersebut dapat disintesis dengan berbagai cara diantaranya dengan reaksi Knoevenagel antara aldehid aromatik dengan hidantoin. Tujuan dari penelitian ini adalah untuk menyintesis 5-(4′-metoksi-benzal)hidantoin melalui reaksi kondensasi dengan menggunakan metode baru berkatalis amonium asetat serta membandingkan hasilnya dengan prosedur kondensasi metode Eli-Lilly dan Wheeler-Hoffmann. Senyawa hidantoin direaksikan dengan 4-metoksibenzaldehid dalam asam asetat glasial dengan katalis amonium asetat lalu direfluks dan diaduk dengan magnetic stirrer selama 8-12 jam. Campuran reaksi dinetralkan dengan penambahan natrium bikarbonat lalu diaduk selama 10 menit setelah itu disaring. Produk dimurnikan dengan pencucian menggunakan air dingin dan metanol dan setelah itu produk dikeringkan. Produk yang sudah kering diuji titik lelehnya dan diidentifikasi dengan spektroskopi UV, FTIR, 1H-NMR, 13NMR dan serta dibandingkan dengan 5-(4′-metoksi-benzal)hidantoin standar. Hasil dari percobaan diperoleh senyawa 5-(4′-metoksi-benzal)hidantoin dengan rendemen 88%  dan titik leleh 255,5˚C.
Bioaktivitas Formulasi Minyak Biji Azadirachta indica (A. Juss) terhadap Spodoptera litura F. Raden Arif Malik Ramadhan; Lindung Tri Puspasari; Rika Meliansyah; Rani Maharani; Yusup Hidayat; Danar Dono
Agrikultura Vol 27, No 1 (2016): April, 2016
Publisher : Fakultas Pertanian Universitas Padjadjaran

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (475.974 KB) | DOI: 10.24198/agrikultura.v27i1.8470

Abstract

ABSTRACTBioactivity Formulation of Seed Neem Oil Azadirachta indica (A.Juss) against Spodoptera litura (F)The purpose of this research was to know the influence of neem seed extract formulation (Azadin 50 EC) on the mortality, larvae development, larvae weight, and food consumption of Armyworm (Spodoptera litura). This research used randomized complete design with 6 treatments and 5 replications, i.e. control, formula at concentration of 0.2%, 0.4%; 0.8%; 1.6%; and 3.2%. Correlation of concentration neem seed oil formulation and mortality of test insect was analysed using probit analysis, weight of test larvae presented in mean and standard deviation, and development time and food consumption of test larvae analysed with analysis of varians. Formula Azadin 50 EC had LC50 value of 0.659% (0.550-0.781%) at 12 days after treatment. The mortality increased significantly in pupae stage that caused LC50 value become 0.152%. The formula prolonged development time, decrease the weight of test insect and decrease food consumption by the larvae.Keywords: Lethal concentration, Mortality, Growth derangement, ExtractABSTRAKPenelitian ini bertujuan untuk mempelajari perlakuan formulasi minyak biji mimba Azadin 50 EC terhadap mortalitas, perkembangan larva, bobot larva dan konsumsi pakan ulat grayak (Spodoptera litura F.). Metode Penelitian menggunakan Rancangan Acak Lengkap (RAL) dengan 6 perlakuan dengan 5 kali ulangan. Perlakuan tersebut yaitu : Kontrol, konsentrasi formula minyak mimba Azadin 50 EC 0,2%; 0,4%; 0,8%; 1,6% dan 3,2%. Hubungan mortalitas dengan konsentrasi formula dianalisis menggunakan analisis probit, sedangkan data bobot larva, konsumsi pakan dan waktu perkembangan larva dianalisis dengan sidik ragam. Hasil penelitian menunjukkan bahwa formula minyak biji A. Indica memiliki nilai LC50 sebesar 0,659% (0,550-0,781%) terhadap larva instar 2 hingga instar 4. Pada fase pupa kematian kembali meningkat tajam sehingga nilai LC50 menjadi 0,152%. Perlakuan formula tersebut mengakibatkan perpanjangan waktu perkembangan, menurunkan bobot, dan menurunkan konsumsi pakan larva uji.Kata Kunci: Konsentrasi letal, Mortalitas, Gangguan perkembangan, Ekstrak
AKTIVITAS ANTIFIDAN EKSTRAK ETANOL DAUN TANAMAN Piper nigrum, Acorus calamus, DAN Dysoxylum alliaceum TERHADAP LARVA Spodoptera litura INSTAR III Hikmat Kasmara; Melanie Melanie; Vita Novianti; Madihah Madihah; Desak Made Malini; Rani Maharani; Tri Mayanti; Wawan Hermawan
BIOTIKA Jurnal Ilmiah Biologi Vol 16, No 1 (2018): BIOTIKA JUNI 2018
Publisher : Universitas Padjadjaran

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24198/bjib.v16i1.17481

Abstract

STIGMASTANE-STEROID FROM THE BARK OF Chisocheton lasiocarfus (Meliaceae) Nurlelasari Nurlelasari; Fajar Fauzi Abdullah; Nadya Thufaila; Rani Maharani; Desi Harnet; Ace Tatang Hidayat; Unang Supratman
Jurnal Kimia (Journal of Chemistry) Vol. 11. No.2 Juli 2017
Publisher : Program Studi Kimia, FMIPA, Universitas Udayana (Program of Study in Chemistry, Faculty of Mathematics and Natural Sciences, Udayana University), Bali, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (199.211 KB) | DOI: 10.24843/JCHEM.2017.v11.i02.p11

Abstract

Stigmastan-steroid, stigma-4-ene-3-on (1) has been isolated from the bark of Chisocheton lansiocarpus. The chemical structure of stigmastan-steroid was identified based on spectroscopic data and by comparison of spectral data obtained previously. The discovery of stigma-4-ene-3-on in C. lansiocarpus was shown in this study for the first time.
Insecticidal Bufadienolides from The Leaves of Kalanchoe daigremontiana (Crassulaceae) Wawan Hermawan; Rani Maharani; Sofa Fajriah; Revan Hardiawan; Unang Supratman
Jurnal ILMU DASAR Vol 11 No 2 (2010)
Publisher : Fakultas Matematika dan Ilmu Pengetahuan Alam Universitas Jember

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (55.04 KB)

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Kalanchoe is the biggest genera of Crassulaceae family and distributed in tropical and subtropical regions. This genera is found to be a rich source of biologically active natural products such as triterpenes, flavonoids and steroids. As a part of our continuing search for novel insecticidal compounds from Indonesian Kalanchoe plants, we examined Kalanchoe daigremontiana collected from Bandung region, West Java, Indonesia. The methanolic extract of the dried leaves of K. daigremontiana was concentrated and extracted with methylene chloride The methylene chloride extract exhibited an insecticidal activity toward silkworms. The methylene chloride extract was partitioned between n-hexane and methanol containing 10% water. The active lower layer was extracted with ethyl acetate. By using the insecticidal activity to follow the separations, the ethyl acetate fraction was separated by combination of column chromatography on Kieselgel 60 and ODS to afford two insecticidal bufadienolides 1 and 2. The structures of these compounds were elucidated based on spectroscopic analysis (UV, IR, NMR, 2D-NMR) and comparison with those related data previously reported. In this paper, the isolation, structural elucidation, and insecticidal activities against the third instar larvae of silkworm will be described.
Two Limonoids from The Seeds of Chisocheton Macrophyllus and Their Cytotoxic Activity Against Mcf-7 Breast Cancer Cells Intan Rahmayanti; Nurlelasari Nurlelasari; Desi Harneti; Rani Maharani; Darwati Darwati; Yoshihito Shiono; Unang Supratman
Molekul Vol 16, No 2 (2021)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (4976.505 KB) | DOI: 10.20884/1.jm.2021.16.2.708

Abstract

Limonoids (tetranortriterpenoids) are triterpenoid compounds that lose four terminals in their structural framework. These compounds have a wide variety of structures and interesting activities including anti-inflammatory, anti-cancer, anti-tumor and anti-malarial properties. The purpose of this study was to find limonoid compounds from the Indonesian Chisocheton plant, and one of which is Chisocheton macrophyllus. The dried and powdered seeds of C. macrophyllus (4.5 kg) were extracted with methanol and partitioned successively with n-hexane, ethyl acetate and n-butanol. Evaporation of each extract resulted in the crude extracts of n-hexane (346.6 g), ethyl acetate (60.8 g) and n-butanol (14.6 g). The n-hexane fraction was subjected to a silica gel vacuum-liquid chromatography (VLC) column packed with silica gel 60 using gradient of n-hexane, ethyl acetate and methanol (10% stepwise) to afford thirteen fractions (A-M). Fraction F (4.4 g) was subjected to silica gel column chromatography using gradient of n-hexane and ethyl acetate (5% stepwise). Subfraction F5 (1.2 g) was chromatographed on a column of silica gel eluted with n-hexane: CH2Cl2: EtOAc (2:7.5:0.5) to give compound 1 (19.7 mg) and fraction H (1.8 g) was subjected to silica gel column chromatography using gradient of n-hexane and ethyl acetate (5% stepwise) as eluting solvent to give 2 (12.0 mg). Chemical structures of 1 and 2 were elucidated by spectroscopic methods and determined as 6α-acetoxyepoxyazadiradione (1) and Dysobinin(2). Dysobinin (2) showed weak cytotoxic activity against MCF-7 breast cancer cells with an IC50 value of 228.15 μM
A Cytotoxic Rocaglate Compound from The Stembark of Aglaia argentea (Meliaceae) Ace Tatang Hidayat; Kindi Farabi; Desi Harneti; Nurlelasari Nurlelasari; Rani Maharani; Tri Mayanti; Unang Supratman; Yoshihito Shiono
Molekul Vol 12, No 2 (2017)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (86.011 KB) | DOI: 10.20884/1.jm.2017.12.2.361

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The Aglaia genus belong to Meliceae family is unique plant species because the presence of rocaglate and rocaglamide which is so far isolated only from Aglaia genus, indicate that type of this compound as a chemical marker for the genus of Aglaia. This type of compound known to have strong activity, such as insecticide and cytotoxic. This study describe the isolation, structure elucidation, and cytotoxic activity of an isolated rocaglate compound. Dried stembark of A. argentea extracted with methanol and partition between n-hexane, ethyl acetate, and n-butanol, respectively The extracts were tested against P-388 murine leukemia cells and the ethyl acetat showed strongest activity with IC50 value of 15.5 mg/mL. The ethyl acetate then was separated and purified with chromatography technique to obtain isolated compound 1. The chemical structure of isolated  compounds were elucidated by spectroscopic methods including one and two-dimensional NMR as well as high-resolution mass spectrometric analysis and identified as a methyl rocaglate. Compound  1 showed strong cytotoxic activity with an IC50 value of < 0.1 μg/mL.
Cytotoxic Sesquiterpenoids from the Stem Bark of Aglaia harmsiana (Meliaceae) Hersa Milawati; Winda Sukmawati; Desi Harneti; Rani Maharani; Nurlelasari Nurlelasari; Ace Tatang Hidayat; Darwati Darwati; Unang Supratman; Yoshihito Shiono
Indonesian Journal of Chemistry Vol 20, No 6 (2020)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (5103.197 KB) | DOI: 10.22146/ijc.47808

Abstract

Three aromadendrane-type sesquiterpenoids, spathulenol (1), 4β,10α-dihydroxyaromadendrane (2), and 4α,10α-dihydroxyaromadendrane (3) were isolated from the stem bark of Aglaia harmsiana (Meliaceae). Compound 3 was isolated for the first time from Aglaia genus. The chemical structures of isolated compounds were elucidated by various spectroscopic methods, including one and two-dimensional NMR, as well as mass spectroscopy analysis. These sesquiterpenoids 1-3 were evaluated for their cytotoxic activity against MCF-7 breast cancer cell lines. The IC50 value of compound 1-3 were 31.65 ± 0.1, 8.41 ± 0.04 and 2.80 ± 0.02 µM, respectively. Among the aromadendrane-type sesquiterpenoids, compounds 2 and 3, which do not have a double bond, showed higher activity than compound 1. Whereas, compound 3 showed the strongest activity indicate that α configuration of hydroxyl group increases the cytotoxic activity.
Sesquiterpenoids from the Stem Bark of Aglaia simplicifolia and Their Cytotoxic Activity against B16-F10 Melanoma Skin Cancer Cell Ghina Izdihar; Al Arofatus Naini; Desi Harneti; Rani Maharani; Nurlelasari Nurlelasari; Tri Mayanti; Agus Safari; Kindi Farabi; Unang Supratman; Mohamad Nurul Azmi; Yoshihito Shiono
Indonesian Journal of Chemistry Vol 21, No 6 (2021)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.68383

Abstract

Four sesquiterpenoid derivatives, i.e., 4β,10α-dihydroxyaromadendrane (1), caryophyllenol-II (2), senecrassidiol (3), and clovane-2β,9α-diol (4) have been isolated from the stem bark of Aglaia simplicifolia. The chemical structures of compounds 1-4 were determined based on spectroscopic data, including one and two-dimensional NMR and mass spectroscopy. In addition, these sesquiterpenoids 1-4, were also tested for their cytotoxic activity against B16-F10 melanoma skin cancer cell lines through in vitro assay. Among the isolated compounds 1-4, compound 1 showed the highest activity with an IC50 value of 44.8 μg/mL, suggesting the presence of a cyclopropane ring that plays an essential role in cytotoxic activity against B16-F10 melanoma skin cancer cell lines.
Co-Authors 10060321019, Dinah Shafira Abasi Ace Tatang Hidayat Achmad Zainuddin Achmad Zainuddin Adhitthana Wiguna Agus Safari Agus Safari Al Arofatus Naini Al Arofatus Naini Alhakim, Ibrahim Anastasya Firdausi Andi Rahim Aprilia Permata Sari Ari Hardianto Ari Tri Wanodyo Handayani Ariq, Muhammad Ayu Andini Azmi, Mohamad Nurul Celcius Waranmaselembun Dadan Sumiarsa Danar Dono Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati, Darwati Deden Indra Dinata, Deden Indra Desak Made Malini Desi Harnet Desi Harneti Desi Harneti Putri Huspa Dessy Yulyani Kurnia Dewa Gede Katja Dina Puspitasari Dini Oktaviani DUDI RUNADI Dwi Maulidani Fadhlan Eka Fitri Yanti, Eka Fitri Erina Hilmayanti Erina Hilmayanti Euis Julaeha Euis Julaeha Euis Julaeha Evan Hadrian Fadillah, Yusuf Fahmi Faturahman Fajar Fauzi Abdullah Fajar Fauzi Abdullah Farabi, Kindi Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Ghina Izdihar Gunawan Gunawan Gunawan, Latifah Hedi Paramita Herdanu Rizqullah Hersa Milawati Hidayatunnisa, Nurul Hikmat Kasmara Hilmayanti, Erina Ika Wiani Intan Rahmayanti Iqbal Wahyu Mustaqim Irwandaru Dananjaya Jamaludin Al-Anshori Khalijah Awang Khalijah Awang Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kiswaluyo . Kusumawardhani, Ayuning Dyah Lindung Tri Puspasari Madihah Madihah Magdalena, Ina Melanie Melanie Mohamad Nurul Azmi Mohamad Nurul Azmi Muchlis, Handi Nugraha Muhamad Naufal Muhamad Nurul Azmi Muhamad Nurul Azmi Muhammad Hanafi Muhammad Hanafi Muhammad Luthfi Muhammad Naufal, Muhammad Muhammad Rijal Alfian Mustaqim, Iqbal Wahyu Mustofa, Hidayat Nurul Muttaqin, Fauzan Zein N, Gilang Kusuma Nadya Thufaila Nafiah, Mohamad Azlan Naini, Al Arofatus Nety Kurniaty Nur Muhammad Miftah Nurlelasari Nurlelasari Nuruzzahra Ammatillah Paramita, Hedi Puji Rahayu Purnama Purnama Purnama Purnama R. Arif Malik Ramadhan Revan Hardiawan Rika Meliansyah Risyandi Anwar Robbaniyyah, Nuzla Af'idatur Ronauli Fitriana Ropidoh, Siti Safri Ishmayana Samuel San Parulian Selly Marita Serlin Sepriyanti Dohare Shabarni Gaffar Shiono, Yoshihito Siska Elisahbet Sinaga Sofa Fajriah Sofa Fajriah Sofa Fajriah Sofa Fajriah Sofa Fajriah Supriatno Salam Taufiqqurahman, Taufiqqurahman Tharysa Rizqika Putri Tiara Prima Amalya Tri Mayanti Tri Mayanti Tri Mayanti Ulfa, Kurnia UMAN SUHERMAN, UMAN Unang Supratman Urfa, Salsa Rojana Vita Novianti Wawan Hermawan Wawan Hermawan Widyana, Almas Winda Sukmawati Winda Sukmawati Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yusuf Hidayat Yusuf Hidayat Yusup Hidayat Yusup Hidayat