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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 Tetrapeptida PSSY dengan Metode Fasa Padat Rani Maharani; Siska Mulya Octavia; Achmad Zainuddin; Ace Tatang Hidayat; Dadan Sumiarsa; Desi Harneti; Nurlelasari Nurlelasari; Unang Supratman
Chimica et Natura Acta Vol 7, No 2 (2019)
Publisher : Departemen Kimia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (220.512 KB) | DOI: 10.24198/cna.v7.n2.26156

Abstract

Senyawa tetrapeptida antioksidan PAGY telah berhasil diisolasi dari kulit ikan amur sturgeon dan telah berhasil disintesis berserta analog PSGY, PFFY, PAFY dan PAIY menggunakan metode SPPS. Uji antioksidan menunjukkan senyawa PSGY lebih aktif dari senyawa PAGY dan senyawa analog lainnya. Penelitian ini bertujuan untuk mensintesis senyawa tetrapeptida PSSY dengan metode SPPS, dan mengetahui aktivitas antioksidan senyawa tetrapeptida hasil sintesis dengan uji DPPH. ibuat dalam dua versi; bahasa Indonesia dan Inggris. Tetrapeptida PSSY telah berhasil disintesis menggunakan strategi SPPS dengan resin 2-klorotritilklorida sebagai padatan penyangga, gugus pelindung Fmoc, dan reagen kopling HATU/HOAt. Padatan PSSY berhasil dimurnikan menghasilkan PSSY 17 mg (13,88%). Setelah dimurnikan, PSSY dikarakterisasi dengan HR-TOF-MS yang memberikan nilai m/z [M+H] 453,2711 yang sesuai untuk PSSY. Uji aktivitas antioksidan dilakukan pada PSSY dengan nilai IC50 sebesar 7,513 mg/mL.
ZAT PENGHAMBAT PERTUMBUHAN, METIL FEOFORBIDA B DARI BIJI PETIR (Parkia intermedia Hassk) Ace Tatang Hidayat; Unang Supratman; Supriyatna, -; Ponis Tarigan
Bionatura Vol 5, No 2 (2003): Bionatura Juli 2003
Publisher : Direktorat Sumber Daya Akademik dan Perpustakaan

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (347.535 KB)

Abstract

Dalam penelitian berkelanjutan terhadap kandungan zat pengatur tumbuh barudari tumbuhan Indonesia, di peroleh hasil bahwa ekstrak metanol dari biji mudatanaman petir (Parkia intermedia Hassk) suku Leguminosae memiliki aktivitaspengatur tumbuh yang signifikan terhadap bioindikator padi (Oryza sativa)kultivar Conde. Pemisahan ekstrak metanol dilakukan melalui partisi pelarutorganik dilanjutkan dengan kombinasi kolom kromatografi pada silika gel GF254menghasilkan suatu senyawa yang beraktivitas penghambat pertumbuhanterhadap bioindikator padi (Oryza sativa). Struktur kimia zat penghambatpertumbuhan diidentifikasi dengan metode spektroskopi dan di identifikasisebagai suatu metil feoforbida B. Metil feoforbida B menunjukkan aktivitaspenghambat pertumbuhan pada konsentrasi 0,1 bpj terhadap bioindikator padi.
BEKATUL PADI SEBAGAI SUMBER PRODUKSI MINYAK DAN ISOLAT PROTEIN O. Suprijana -; Ace Tatang Hidayat; Ukun Ms Soedjanaatmadja
Bionatura Vol 4, No 2 (2002): Bionatura Juli 2002
Publisher : Direktorat Sumber Daya Akademik dan Perpustakaan

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (109.199 KB)

Abstract

Penelitian ini bertujuan untuk memanfaatkan bekatul padi sebagai bahan bakuuntuk memperoleh minyak bekatul murni dan isolat protein. Ekstraksi minyakdilakukan dengan menggunakan pelarut n-heksan (food grade) dilanjutkandengan proses pemurnian yang meliputi penghilangan gum, penghilanganmalam, netralisasi asam lemak dengan larutan natrium hidroksida dan prosespemucatan dengan zeolit sebagai adsorben. Isolat protein di peroleh melaluiproses ekstraksi protein dari bekatul bebas lemak dengan larutan natriumhidroksida pada pH 9,5 yang dilanjutkan dengan presipitasi protein pada pH 4,5.Dengan cara di atas dalam penelitian ini diperoleh minyak bekatul kasar 14,01%b/b dan minyak bekatul murni sebanyak 22,13% dari minyak bekatul kasar.Komposisi asam lemak dari minyak bekatul murni adalah asam palmitat (C16:0)17,03%, asam oleat (C18:1 ω-9) 34,29%, asam linoleat (CI8:2 ω-6) 46,02% danasam α-linolenat (C18:3 ω-3) 2,66%. Kandungan protein total dari bekatul bebaslemak adalah 11,4%. Isolat protein yang dihasilkan mengandung 50,2% proteindengan perolehan kembali 70,1% dari berat protein dalam bekatul. Kualitasminyak bekatul murni telah memenuhi persyaratan mutu untuk minyak bekatul.Akan tetapi karena perolehan minyak bekatul murni yang rendah dan bilanganasam dari minyak bekatul kasar yang tinggi, maka mungkin minyak bekatul kasarini lebih cocok sebagai sumber produksi asam lemak jenuh atau derivat esternya.Kata kunci : Bekatul padi, Minyak bekatul, Asam lemak, Isolat protein
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.
Caryophyllene-Type Sesquiterpenoids from the Stembark of Aglalia harmsiana and Their Cytotoxic Activity Against MCF-7 Breast Cancer Cells Hersa Milawati; Desi Harneti; Rani Maharani; Nurlelasari Nurlelasari; Ace Tatang Hidayat; Mohamad Nurul Azmi; Yoshihito Shiono; Unang Supratman
Molekul Vol 14, No 2 (2019)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (367.192 KB) | DOI: 10.20884/1.jm.2019.14.2.543

Abstract

Sesquiterpenoid is a class of terpenoid compounds that have the most abundant diversity of structures and biological activitiesthat can be found in natural resources. Tropical plants are main source of sesquiterpenoid compounds such as Aglaiagenus belong to Meliaceae family. A. harmsianais a species from Aglaiathat only has few previous researchs.  Therefore, the purpose of this study was to isolate and determine the structure of sesquiterpenoid compounds from stem barkA. harmsianaalong withtheir cytotoxic activity against MCF-7 breast cancer cells. The isolation process begins by extracting powder from A. harmsianastembark using n-hexane, ethyl acetate and methanol. All extracts were evaluated for their cytotoxic activity against MCF-7 breast cancer cells, and n-hexane extractsshowed significant cytotoxic activitywith IC50values of 117.86 µg/mL. Therefore, n-hexane extracts were further separated and purified by various chromatographic techniquesto obtain compounds 1and 2. Compounds 1and 2were elucidated their chemical structures by spectroscopic methods includingIR, NMR, and MS as well as bycomparison of data with literatures and identified ascaryophyllene-typesesquiterpenoids, β-caryophylleneoxide (1) and senecrassidiol (2). Compounds 1and 2were submitted for cytotoxic eveluation on MCF-7 breast cancer cells and as a result, β-caryophyllene oxide (1) showed the stronger activity compared to senecrassidiol (2). These finding indicatedthat the cytotoxic activity of caryophyllene-typesesquiterpenoid areinfluenced by the presence of double bonds and configuration of methyl groups.
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

Abstract

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.
Sesquiterpenoid Compounds from The Stembark of Aglaia minahassae (Meliaceae) Nunung Kurniasih; Hersa Milawati; Mohamad Fajar; Ace Tatang Hidayat; Rizky Abdulah; Desi Harneti; Unang Supratman; Mohamad Nurul Azmi
Molekul Vol 13, No 1 (2018)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (370.996 KB) | DOI: 10.20884/1.jm.2018.13.1.410

Abstract

Two sesquiterpenoid compounds, 4(15)-eudesmen-1b,6a-diol (1) and spathulenol (2) have been isolated from the stembark of Aglaia minahassae belong to Meliaceae family. The chemical structures of 1 and 2 were identified on the basis of spectroscopic evidence including UV, IR, NMR 1D, NMR 2D as well as mass spectra and by comparison with those previously reported spectra data. This compounds were isolated from this plant for the first time.
Cytotoxic Triterpenoids from the Stembark of Aglaia argentea (Meliaceae) Ace Tatang Hidayat; Kindi Farabi; Desi Harneti; Nurlelasari Nurlelasari; Rani Maharani; Ida Nurfarida; Unang Supratman; Yoshihito Shiono
Indonesian Journal of Chemistry Vol 18, No 1 (2018)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (446.817 KB) | DOI: 10.22146/ijc.25052

Abstract

Four dammarane-type triterpenoid compounds, dammar-24-en-3a-ol (1), 3-epi-cabraleahydroxy lactone (2), (E)-25-hydroperoxydammar-23-en-3b,20-diol (3), and dammar-24-en-3β,20-diol (4), were isolated from the methanolic extract of the stembark of Aglaia argentea. Compounds 1-4 were isolated for first time from this plant. The structure of isolated compounds were elucidated by spectroscopic methods including one and two-dimensional NMR as well as mass spectrometric analysis. Compounds, 1-4, along with a known synthetic analog, 20-hydroxy-dammar-24-en-3-on (5), were evaluated their cytotoxic activity against P-388 murine leukemia cells in vitro. The IC50 values of compounds, 1-5 were 9.09 ± 0.10, 68.53 ± 0.08, 5.89 ± 0.08, 22.40 ± 0.11, and 11.53 ± 0.08 µg/mL, respectively. Among the dammarane-type triterpenoids, compounds 1, 3, 4 and 5 having opened side chain showed the stronger activity, wheres compound 2 with cyclic side chain showed weak or no activity. In addition, compound 3 showed strongest activity, indicate that hydroperoxy group at side chain increase cytotoxic activity.
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.
Co-Authors Achmad Zainuddin Achmad Zainuddin Ade Sholeh Hidayat Andi Rahim Anjari, Intan Hawina Astrid, Dewi Azmi, Mohamad Nurul Christina Marpaung Dadan Sumiarsa Darwati Darwati Darwati Darwati Desi Harnet Desi Harneti Putri Huspa Dessy Yulyani Kurnia Dewa Gede Katja Dewi Astrid DUDI RUNADI Euis Julaeha Fajar Fauzi Abdullah Fajar Fauzi Abdullah Farabi, Kindi Febrianti, Inky Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Gunawan Gunawan Gunawan, Latifah Harizon Harizon Hasbilla, Raihan Fathurrahman Herdanu Rizqullah Hersa Milawati Hersa Milawati Hidayat, Ade Sholeh Hilmayanti, Erina Hutagaol, Ricson Pemimpin Ida Nur Farida Ida Nurfarida Ihsan Rahadian Ika Wiani Iman Permana Maksum IMAN PERMANA MAKSUM Iman Rahayu Inky Febrianti Jamaludin Al-Anshori Kansy Haikal Khadijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Mohamad Fajar Mohamad Nurul Azmi Mohamad Nurul Azmi Muchlis, Handi Nugraha Mulyasari, Rita Mustaqim, Iqbal Wahyu Mustofa, Hidayat Nurul Nadya Thufaila Naini, Al Arofatus Nunung Kurniasih Nur Muhammad Miftah Nurlelasari Nurlelasari Nuruzzahra Ammatillah O. Suprijana - Ponis Tarigan Primahana, Gian Purnama Purnama R. Ukun M.S. Soedjanaatmadja Rachman, Saadah Diana Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Ricson Pemimpin Hutagaol Rita Mulyasari Rizky Abdulah Ronny Lesmana Rurini Retnowati Saadah Diana Rachman Safriansyah, Wahyu Salam, Supriatno Salam, Supriyanto Sandra Amalia Riyadi Shiono, Yoshihito Siska Mulya Octavia Siska Mulya Octavia Sofa Fajriah Srikandi, Srikandi Supriatno Supriatno Supriyatna, - Susianti, Susianti Tati Herlina TATI NURHAYATI Tjandrawati Mozef Tri Mayanti Tri Mayanti Unang Supratman Winda Sukmawati Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito shiono Yoshihito Shiono