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EFFECT OF BENZALDEHYDE EXCESS IN THE SYNTHESIS OF LR-2 AND CYTOTOXIC ACTIVITY OF LR-2 AGAINTS HeLa CELL Ritmaleni, Ritmaleni; Arifin, Muhammad Fajar; Laksmiani, Ni Putu Linda; ., Rumiyati; ., Sismindari
INDONESIAN JOURNAL OF PHARMACY Vol 23 No 1, 2012
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (405.791 KB) | DOI: 10.14499/indonesianjpharm0iss0pp9-17

Abstract

LR-2(4-phenyl-3,4-dihydro-indeno[2’,1’]pyramidine-2(1H)- thione;  Leni  Ritmaleni  2),  which  designed  and  assumed  to  have biologically  activity  as  anticancer,  has  been  successfully synthesized  by  using  the  Biginelli  reaction.  This  research  was aimed  to  investigate  the  effect  of  benzaldehyde  excess  in  the synthesis  of  LR-2  and  to  evaluate  the  cytotoxic  activity  of  LR-2against HeLa cancer cell lines. The synthesis was done by reacting benzaldehyde, 2-indanone and together  with thiourea at one time as  said  as  one  pot  reaction  synthetic  methodology  and  the reaction was acid catalysed. The mole equivalent of benzaldehyde was  in  excess  compare  to  others.  The  effect  of  benzaldehyde  in excess is the higher the mole of benzaldehyde, the lower the yield of  LR-2.  The  cytotoxicity  of  LR-2  was  done  by  using  MTT  method and the LC50 was 268.15 μM.Key words : LR-2, benzaldehyde, cytotoxic, HeLa 
Cytotoxicity of Tetrahydropentagamavunon-0 (THPGV)-0 and Tetrahydropentagamavunon-1 (THPGV-1) in Several Cancer Cell Lines Ikawati, Muthi; Purwanto, Heri; Imaniyyati, Niar Nurul; Afifah, Anis; Sagiyo, Marrita Langgeng; Yohanes, Jasson; Sismindari, Sismindari; Ritmaleni, Ritmaleni
Indonesian Journal of Pharmacy Vol 29 No 4, 2018
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (1198.508 KB) | DOI: 10.14499/indonesianjpharm29iss4pp179

Abstract

Tetrahydropentagamavunon-0 (THPGV-0) and Tetrahydro-pentagamavunon-1 (THPGV-1), are analogs of a curcumin metabolite, tetrahydrocurcumin, and a derivate of Pentagama-vunon-0 (PGV-0) and Pentagamavunon-1 (PGV-1), respectively.  THPGV-0 and THPGV-1 have been successfully synthesized and are investigated for their anticancer potency.  Cytotoxic assays were performed toward several cancer cell lines to determine values of the IC50 against those cell lines. Assessing cytotoxicity in Vero normal cell line showed the selectivity of those compound.  THPGV-1 showed highest cytotoxic activity in lymphoma Raji cells, a suspension cell line, with an IC50 of 180mM.  Both THPGV-0 and THPGV-1 showed similar potencies in T47D breast cancer cell line with IC50 values of 250-270mM.  Regardless their high selectivity, however, cytotoxic activities of THPGV-0 and THPGV-1 were lower compared to PGV-0 and PGV-1 in HeLa cervical, T47D breast, and WiDr colon cancer cell lines.  Further study using different types of cancer cell lines and confirmation of cell viability by another assays and apoptosis detection may give more benefit. 
Synthesis of 4-phenyl-3,4-tetrahydro-indeno [2,1]-pyrimidin-2-one (LR-1) Ritmaleni, Ritmaleni; Nurcahyani, Wahyu
Indonesian Journal of Pharmacy Vol 17 No 3, 2006
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (253.961 KB) | DOI: 10.14499/indonesianjpharm0iss0pp149-155

Abstract

The synthetic compound 4-phenyl-3,4-tetrahydro-indeno[2,1]- pyrimidin-2-one 20a (LR-1) was synthesised using Biginelli reaction method. The reaction involved benzaldehyde 6, 2-indanone 2 and urea 7 in acid condition. This condensation reaction yielded 15 % of the product 20, at 133,4-135,0oC of melting point and 0.15 (Et2O : CHCl3 = 1 : 3) of Rf  value.Keywords : benzaldehyde, indenone-2, urea
Synthesis of Tetrahydro Pentagavunon-0 Ritmaleni, Ritmaleni; Simbara, Ari
Indonesian Journal of Pharmacy Vol 21 No 2, 2010
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (188.499 KB) | DOI: 10.14499/indonesianjpharm0iss0pp100-105

Abstract

Curcumin,  tetrahydrocurcumin,  and  monoketone  curcumin  analogue, pentagamavunone-0  (PGV-0),   have  been  investigated  as  antioxidant,  antiinflammatory  and  anticancer.  This  research  was  aimed  to  synthesise  the Tetrahydropentagamavunone-0  (THPGV-0)  compound  which  assumed  as  an active  metabolite  of  PGV-0.  The  hydrogenation  reaction  was  applied  to  the synthesis  of  THPGV-0  from  PGV-0  using  Pd/C  10  %  as  catalyst  at  room temperature.  The structure elucidation  was  analysed by  using  spectroscophy method. The synthetic result showed that THPGV-0 asa white crystalline powder in 25 % with melting point about 122-123 oC.Key words: pentagamavunone-0, Tetrahydropentagamavunone-0, hydrogenation
Synthesis of 4 Phenyl 3,4 Dihydr Indeno[2′,1′]Pyrimidine 2 One on Different Amount of Catalysts Ritmaleni Ritmaleni; Megawati Parmasari
EKSAKTA: Journal of Sciences and Data Analysis VOLUME 12, ISSUE 1, February 2011
Publisher : Fakultas Matematika dan Ilmu Pengetahuan Alam

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Abstract

Dihydropirimidine  is  a  heterocyclic  compound  which  has  important  pharmacologic  and  therapeutic  activities.  This  compound  can  be  synthesised  by  using Biginelli  reaction  which  involve  three  type  of  starting  materials  and  also  have  been developed  into  different method    of  reaction  condition  and  starting material.  LR1  (4phenyl3,4dihydroindeno[2′,1′]pyrimidine2one)  is  a  derivative  of  dihydropirimidine. This research was aimed to study the effect of catalyst amount in the synthesis of LR1 in order to reach the optimal yield.  LR1 can be synthesised form benzaldehyde, urea adn 2indanone in ethanol and concentrated chloric acid as catalyst for five hours under reflux. The product mixture was then  extracted  and  isolated  by  column  chromatography  preparative.  The melting  point was checked to determine the purity of the product. The structure elucidation was carried out by using spectroscopic method (uvvis, IR, 1HNMR and MS) The result showed that the highest yield of LR1 was obtained around 15 % when 0.25 %  of chloric acid used as catalyst. The higher the condition of acid in the reaction, the lower the tield of LR1 obtained.
Reaksi Antara Gliserol dan o-Metoksi Fenol Dalam Suasana Basa dan Asam Sebagai Upaya Pendahuluan Pemanfaatan Gliserol dari Produk Samping Produksi Biodiesel Untuk Pembuatan Obat Batuk Gliseril Guaiakolat Ritmaleni Ritmaleni
CAKRA KIMIA (Indonesian E-Journal of Applied Chemistry) Volume 1, No. 2, 2013
Publisher : Magister Program of Applied Chemistry, Udayana University, Bali-INDONESIA

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (88.923 KB)

Abstract

Berbagai kondisi reaksi basa dan asam termasuk penggunaan asam Lewis telah diaplikasikan pada reaksi antara gliserol dan o-metoksi fenol sebagai upaya dalam pemanfaatan gliserol dari hasil samping produksi biodiesel berbahan dasar minyak jelantah. Reaksi ini nantinya akan digunakan pada pembuatan obat batuk gliseril guaiakolat. Kondisi reaksi yang dilakukan belum menghasilkan suatu reaksi yang berjalan secara optimal sehingga masih diperlukan penelitian berikutnya. Some reaction conditions in basic and acid including Lewis acid have been applied on the reaction between glycerol and o-methoxy phenol. This study is an attempt to use glycerol as by-product of waste cooking oil-based biodiesel production. This reaction will be applied for synthesizing of cough medicine named glyceryl guaiacolate. Based on the results obtained, the reaction conditions applied were still not fit yet for optimum reactionand need to be found in the further study.
PEMBUATAN GLISEROL KLORIDA SEBAGAI PREKUSOR OBAT BATUK GLISERIL GUAIAKOLAT: UPAYA PEMANFAATAN GLISEROL HASIL SAMPING PRODUKSI BIODIESEL Ritmaleni Ritmaleni
CAKRA KIMIA (Indonesian E-Journal of Applied Chemistry) Vol 2 No 1 (2014)
Publisher : Magister Program of Applied Chemistry, Udayana University, Bali-INDONESIA

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (211.479 KB)

Abstract

ABSTRAK: Pemanfaatan gliserol dari hasil samping pembuatan biodiesel sudah banyak dilakukan seperti ditransformasi menjadi produk kimia lain yang mempunyai nilai ekonomi lebih tinggi. Pada penelitian ini gliserol tersebut akan dimanfaatkan sebagai bahan baku pada pembuatan obat batuk gliseril guaiakolat (GG). Gliserol murni maupun yang berasal dari minyak jelantah diubah terlebih dahulu menjadi gliseril klorida melalui reaksi klorinasi, yang kemudian bereaksi dengan o-metoksifenol menjadi GG.Hasil reaksi belum memberikan hasil yang optimal sehingga obat batuk GG belum dapat dihasilkan.Kata kunci: gliserol, gliseril klorida, klorinasi, o-metoksifenol, gliseril guaiakolat. ABSTRACT: Conversion of glycerol as by-product from the biodiesel production into some more valuable products have been done by some researchers. In this research, that glycerol will be used as starting material for the production of cough medicine, glyceril guaiacolate (GG). A pure glycerol or one from the biodiesel production based on waste cooking oil were transformed to glyceril chloride firstly, through the chlorination reaction, which then reacted with o-methoxyfenol to form GG. The reaction conditions that have been applied to make the reactions worked well were not got enough. So, the GG was not obtained yet.Keywords: glycerol, glyceril chloride, chlorination,
Antituberculosis Activity of Brotowali (Tinospora crispa) Extract and Fractions against Mycobacterium tuberculosis using Microplate Alamar Blue Assay Method Retno Wahyuningrum; Ritmaleni Ritmaleni; Tatang Irianti; Subagus Wahyuono; Takushi Kaneko; Titik Nuryastuti
Majalah Obat Tradisional Vol 22, No 2 (2017)
Publisher : Faculty of Pharmacy, Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (343.582 KB) | DOI: 10.22146/tradmedj.27925

Abstract

Tuberculosis (TB), in which caused by pathogenic bacteria, Mycobacterium tuberculosis, has become the major causes of death among all of infectious diseases. The increasing incidence of multidrug-resistant tuberculosis (MDR-TB) and extensively drug-resistant tuberculosis (XDR-TB) has created a need to discover a new antituberculosis drug candidate. The aim of this study was to screen extract and fractions of Tinospora crispa for activity against Mycobacterium tuberculosis H37Rv using the Microplate Alamar Blue Assay (MABA) method. T. crispa extract was prepared by maceration in ethanol (96%) and antituberculosis activity was carried out using MABA method. The result of this study showed that ethanolic extract of T. crispa exhibit antituberculosis activity with minimum inhibition concentration of 12.5 mg/ml.
Curcumin Analogs Induce Apoptosis and G2/M Arrest In 4T1 Murine Triple-Negative Breast Cancer Cells Retno Murwanti; Azmi Rahmadani; Ritmaleni Ritmaleni; Adam Hermawan; Bambang Sulistiyo Ari Sudarmanto
Indonesian Journal of Pharmacy Vol 31 No 1, 2020
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.14499/indonesianjpharm31iss1pp11

Abstract

Chemotherapy is the first-line treatment for triple-negative breast cancer (TNBC), yet toxicity and resistance effects have been the current problems. Curcumin,a natural compound, has been reported to exert anti-proliferative effects on various cancer cells, including breast carcinoma cells. However, the β-diketone moiety influences the stability of curcumin. Curcumin analogs, pentagamavunon-0 (PGV-0), and pentagamavunon-1 (PGV-1) were synthesized to improve the stability and activity of curcumin by modified the β-diketone moiety into mono-ketone pentanone. In this study, we evaluated the cytotoxicity, inhibition of cell cycle progression, and induction of apoptosis of curcumin and its analogs (PGV-0 and PGV-1) in murine triple-negative breast cancer 4T1 cell line. The cytotoxic evaluation was done by MTT assay, while apoptosis induction and cell cycle evaluation was performed by annexin V staining and detected by flow cytometry. Curcumin and its analogs, PGV-0, and  PGV-1, significantly inhibit the viability of 4T1 breast cancer cells with an IC50 value of 34.34µg/mL, 13.76µg/mL and 38.21μg/mL, respectively. Apoptosis analysis with a dose of 10µg/mL and 15µg/mL in 4T1 breast cancer cells showed that curcumin and its analogs effectively induce apoptotic in a dose-dependent manner. In cell cycle analysis using a dose of 15µg/mL, curcumin inhibited the cell cycle progression in the S phase, whereas PGV-0 and PGV-1 inhibited the cell cycle in the G2/M phase. It could be concluded that curcumin analogs, PGV-0 and PGV-1, have higher potential to be developed as anti-cancer agents by inducing cell cycle arrest and apoptosis in triple-negative breast cancer.
Inhibitory effect of THPGV-0 on the histamine release from antigen-induced RBL-2H3 cells Agung Endro Nugroho; Ritmaleni Ritmaleni; Novrizal Abdi Sahid; Kazutaka Maeyama
Indonesian Journal of Pharmacy Vol 21 No 4, 2010
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (383.85 KB) | DOI: 10.14499/indonesianjpharm0iss0pp242-249

Abstract

Tetrahydropentagamavunon-0  (THPGV-0)  is  assumed  to  be  main metabolite  product  of  biotransformation  process  of  PGV-0.  THPGV-0  was synthesized  by  converting  PGV-0  to  the  compound  by  hydrogenation  with  Pd/C as a catalyst. PGV-0 potently inhibited the histamine release from  rat mast cells in  vitro  and  in  vivo,  however,  ironically  only  traces  amount  of  compound  was found in the blood. THPGV-0 is assumed to have important roles in the biological effects of PGV-0 in vivo. In present study, we investigated the antiallergy effect of  THPGV-0  in  compare  to  this  of  PGV-0  in  vitro.  The  study  was  performed  by using  rat  basophilic  leukemia  (RBL-2H3)  cell  line,  a  tumor  analog  of  mucosal mast  cells.  DNP-BSA,  an  antigen,  was  used  as  an  inducer  for  stimulating  the histamine  release  from  mast  cells.  In  present  study,  THPGV-0  at  low concentration  did  not  succeed  to  inhibit  the  histamine  release,  but  at  higher concentration (30 and 100  M) showed strong effects. THPGV-0 at concentration of  100  M  depleted  the  histamine  release  by  96.10  0.51%.  In  compare  to PGV-0,  THPGV-0  has  higher  efficacy  but  less  potent.  In  the  study,  the possibilities  of  the  spontaneous  release  from  RBL-2H3  cells  by  the  compounds were also observed. All concentrations of THPGV-0 as well as PGV-0 showed low spontaneous histamine release, less than 10 % of the total histamine contained in RBL-2H3 cells.Key words: tetrahydropentagamavunon-0, allergy, histamine, RBL-2H3 cells