scholarly journals Dammarane-Type Triterpenoids from The Stembark of Aglaia argentea (Meliaceae)

2018 ◽  
Vol 4 (1) ◽  
pp. 7-13
Author(s):  
Ace Tatang Hidayat ◽  
Kindi Farabi ◽  
Ida Nur Farida ◽  
Kansy Haikal ◽  
Nurlelasari Nurlelasari ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Spectral Data ◽  
Chemical Structure ◽  
2D Nmr ◽  
Leukemia Cells ◽  
Ic50 Values ◽  
First Time ◽  
Murine Leukemia

Two dammarane-type triterpenoids, 20S,24S-epoxy-3α,25-dihydroxydammarane (1) and 3α-acetyl-20S,24S-epoxy-3α,25-dihydroxydammarane (2), have been isolated from the stembark of Aglaia argentea. The chemical structure of compounds (1 and 2) were identified by spectroscopic evidences including UV, IR, 1D-NMR, 2D-NMR and MS as well as by comparing with previously reported spectral data. Those compounds were isolated from this plant for first time. Compounds (1 and 2) showed cytotoxic activity against P-388 murine leukemia cells with IC50 values of 23.96 and 8.14 mM, respectively.DOI:http://dx.doi.org/10.15408/jkv.v4i1.7065

scholarly journals Chemical Constituents of the Marine Sponge Aaptos aaptos (Schmidt, 1864) and Their Cytotoxic Activity

2021 ◽  
Vol 16 (2) ◽  
pp. 1934578X2199334
Author(s):  
Do Thi Trang ◽  
Bui Huu Tai ◽  
Dan Thuy Hang ◽  
Pham Hai Yen ◽  
Phan Thi Thanh Huong ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Spectral Data ◽  
Absolute Configuration ◽  
Marine Sponge ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Extensive Analysis ◽  
First Time ◽  
Tddft Method ◽  
Mcf 7

Seven compounds (1-7) were isolated from the marine sponge Aaptos aaptos living in the Vietnamese sea. Their structures were determined as 2 hours, 5 H,7 H,9 H-9 S-hydroxy-imidazo[1,5- α]pyridine-1,3-dione (1), 3-([9-methylhexadecyl]oxy)propane-1,2-diol 2, 2,3-dihydro-2,3-dioxoaaptamine (3), indol-3-aldehyde (4), methyl indole-3-carboxylate (5) 4-hydroxy-5-(indole-3-yl)−5-oxo-pentan-2-one (6), and thymidine (7) by extensive analysis of HR-ESI-MS, 1D, and 2D NMR spectral data, as well as by comparison of the spectral data with those reported in the literature. In addition, the absolute configuration of 1 was determined from the experimental ECD spectrum and comparison of this with the theoretical ECD calculations using the TDDFT method. Compounds 1 and 2 were isolated from nature for the first time. Compound 3 induced cytotoxic activity against SK-LU-1, MCF-7, HepG2, and SK-Mel-2 cell lines with IC50 values of 41.27 ± 2.63, 40.70 ± 2.65, 34.31 ± 3.43, and 36.63 ± 1.40 µM, respectively.

scholarly journals Melicope moluccana Antimalarial Activity of Furoquinoline Alkaloids from the Leaves of Melicope moluccana

2020 ◽  
Vol 5 (2) ◽  
pp. 138-142
Author(s):  
Ryan Ayub Wahjoedi ◽  
Ratih Dewi Saputri ◽  
Tjitjik Srie Tjahjandarie ◽  
Mulyadi Tandjung
Keyword(s):  
Plasmodium Falciparum ◽  
Spectral Data ◽  
Spectroscopic Data ◽  
Chemical Structure ◽  
Antimalarial Activity ◽  
2D Nmr ◽  
Esi Ms ◽  
Ic50 Values

Two furoquinoline alkaloids, leptanoine C (1) and haplopine-3,3´-dimethylallyl ether (2) were isolated from the leaves of Melicope moluccana. The chemical structure of both compounds was determined based on spectroscopic data, including UV, IR, HR-ESI-MS, 1D, and 2D NMR spectral data. The antimalarial activity of compounds 1-2 against Plasmodium falciparum 3D7 showing their IC50 values are 0.18 ppm and 2.28 µg/mL, respectively.

scholarly journals SENYAWA STIGMASTEROL (STEROID) DARI KULIT BATANG Chisocheton celebicus koord (MELIACEAE)

2021 ◽  
Vol 14 (1) ◽  
Author(s):  
Dewa Gede Katja
Keyword(s):  
Spectral Data ◽  
Spectroscopic Data ◽  
Chemical Structure ◽  
2D Nmr ◽  
Isolated Compound ◽  
First Time

ABSRTAKStigmasterol (suatu steroid) dengan rumus molekul C29H48O  telah doiisolasi dari kulit batang chisocheton celebicus (Meliacea) menggunakan pelarut n-heksan, kemudian dipisahkan dengan teknik kromatografi dan dihasilkan isolat murni berupa kristal jarum tak berwarna(10,2 mg) dengan titik leleh 169-1710C. Struktur kimia stigmasterol diidentifikasi berdasarkan data-data spektroskopi meliputi IR, NMR-1D, NMR-2D dan masa,serta perbandingan dengan data spektroskopi yang diperoleh dari literatur. Penemuan senyawa stigmasterol dari kulit batang Chisocheton celebicus dilaporkan untuk pertama kalinya dalam penelitian ini.. ABSTRACTStigmasterol C29H48O has been isolated from the bark of Chisocheton celebicus (Meliacee) in n-hexan and separated using several chromatography and it has been pure isolated the crystal calorness compound (10,2 mg). The chemical structure of isolated compound was identified on the basis of spectroscopic data including IR, 1D-NMR, 2D-NMR and mass along with comparison with those spectral data previously reported. The discovery of stigmasterol compound from the bark C. celebicus reported for the first time in this study.

scholarly journals Benzylated Dihydroflavones and Isoquinoline-Derived Alkaloids from the Bark of Diclinanona calycina (Annonaceae) and Their Cytotoxicities

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3714
Author(s):  
Emmanoel V. Costa ◽  
Liviane do N. Soares ◽  
Jamal da Silva Chaar ◽  
Valdenizia R. Silva ◽  
Luciano de S. Santos ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Cell Lines ◽  
2D Nmr ◽  
Cytotoxic Activities ◽  
2D Nmr Spectroscopy ◽  
Cancerous Cell ◽  
Ic50 Value ◽  
Ic50 Values ◽  
Low Cytotoxicity ◽  
First Time

Diclinanona calycina R. E. Fries popularly known as “envira”, is a species of the Annonaceae family endemic to Brazil. In our ongoing search for bioactive compounds from Annonaceae Amazon plants, the bark of D. calycina was investigated by classical chromatography techniques that yielded thirteen compounds (alkaloids and flavonoids) described for the first time in D. calycina as well as in the genus Diclinanona. The structure of these isolated compounds were established by extensive analysis using 1D/2D-NMR spectroscopy in combination with MS. The isolated alkaloids were identified as belonging to the subclasses: simple isoquinoline, thalifoline (1); aporphine, anonaine (2); oxoaporphine, liriodenine (3); benzyltetrahydroisoquinolines, (S)-(+)-reticuline (4); dehydro-oxonorreticuline (3,4-dihydro-7-hydroxy-6-methoxy-1-isoquinolinyl)(3-hydroxy-4-methoxyphenyl)-methanone) (5); (+)-1S,2R-reticuline Nβ-oxide (6); and (+)-1S,2S-reticuline Nα-oxide (7); tetrahydroprotoberberine, coreximine (8); and pavine, bisnorargemonine (9). While the flavonoids belong to the benzylated dihydroflavones, isochamanetin (10), dichamanetin (11), and a mixture of uvarinol (12) and isouvarinol (13). Compound 5 is described for the first time in the literature as a natural product. The cytotoxic activity of the main isolated compounds was evaluated against cancer and non-cancerous cell lines. Among the tested compounds, the most promising results were found for the benzylated dihydroflavones dichamanetin (10), and the mixture of uvarinol (12) and isouvarinol (13), which presented moderate cytotoxic activity against the tested cancer cell lines (<20.0 µg·mL−1) and low cytotoxicity against the non-cancerous cell line MRC-5 (>25.0 µg·mL−1). Dichamanetin (11) showed cytotoxic activity against HL-60 and HCT116 with IC50 values of 15.78 µg·mL−1 (33.70 µmol·L−1) and 18.99 µg·mL−1 (40.56 µmol·L−1), respectively while the mixture of uvarinol (12) and isouvarinol (13) demonstrated cytotoxic activity against HL-60, with an IC50 value of 9.74 µg·mL−1, and HCT116, with an IC50 value of 17.31 µg·mL−1. These cytotoxic activities can be attributed to the presence of one or more hydroxybenzyl groups present in these molecules as well as the position in which these groups are linked. The cytotoxic activities of reticuline, anonaine and liriodenine have been previously established, with liriodenine being the most potent compound.

scholarly journals Cytotoxic Triterpenoids from the Stembark of Aglaia argentea (Meliaceae)

2018 ◽  
Vol 18 (1) ◽  
pp. 35 ◽  
Author(s):  
Ace Tatang Hidayat ◽  
Kindi Farabi ◽  
Desi Harneti ◽  
Nurlelasari Nurlelasari ◽  
Rani Maharani ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Methanolic Extract ◽  
Leukemia Cells ◽  
Side Chain ◽  
Spectrometric Analysis ◽  
Synthetic Analog ◽  
Ic50 Values ◽  
First Time ◽  
Chain Increase

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.

scholarly journals Cytotoxic Steroids From The Stembak of Chisocheton celebicus KOORD

2019 ◽  
Vol 5 (2) ◽  
pp. 143-148
Author(s):  
Dewa Gede Katja ◽  
Desi Harneti ◽  
Tri Mayanti ◽  
Nurlelasari Nurlelasari ◽  
Rani Maharani ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
2D Nmr ◽  
Leukemia Cells ◽  
Anticancer Compounds ◽  
Cytotoxic Effects ◽  
Cytotoxicity Activity ◽  
Ic50 Values ◽  
Cytotoxic Steroids ◽  
Murine Leukemia ◽  
Tof Ms

In the course of our continuing search for anticancer compounds from Chisocheton species, three steroids, stigmast-5-en-3β-ol (1), stigmast-5-en-3β-ol-3-O-β-D-glucopyranoside (2) and stigmast-5,22-dien-3β-ol-3-O-β-D-glucopyranoside (3), were obtained from the stembark of Chisocheton celebicus. The structures of compound 1-3 were identified with spectroscopic data including IR, 1D-NMR, 2D-NMR and TOF-MS, as well as by comparing with those spectral data previously. Compounds 1-3, were evaluated for their cytotoxic effects against P-388 murine leukemia cells and displayed the cytotoxicity activity with IC50 values of 12.45 ± 0.050, 52.27 ± 0.031 and 62.52 ± 0.076 µg/mL, respectively.

scholarly journals A Cytotoxic Rocaglate Compound from The Stembark of Aglaia argentea (Meliaceae)

Molekul ◽  
2017 ◽  
Vol 12 (2) ◽  
pp. 146
Author(s):  
Ace Tatang Hidayat ◽  
Kindi Farabi ◽  
Desi Harneti ◽  
Nurlelasari Nurlelasari ◽  
Rani Maharani ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Cytotoxic Activity ◽  
Chemical Structure ◽  
Leukemia Cells ◽  
Spectrometric Analysis ◽  
Chemical Marker ◽  
Strong Activity ◽  
Ic50 Value ◽  
Isolated Compound ◽  
Murine Leukemia

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.

scholarly journals Two Flavonoid Compounds as Antiproliferative Activity Against SP-C1 Cancer Tongue Cells from the Leaves of Rasamala (Altingia excelsa Nornha)

2018 ◽  
Vol 4 (2) ◽  
pp. 75-78
Author(s):  
Risyandi Anwar ◽  
Arlette Setiawan ◽  
Supriatno Supriatno ◽  
Unang Supratman
Keyword(s):  
Antiproliferative Activity ◽  
Chemical Structure ◽  
2D Nmr ◽  
Flavonoid Compounds ◽  
Ic50 Values ◽  
First Time

Two flavonoid compounds, kaempferol (1) and quercetin (2) have been isolated from the leaves of Rasamala (Altingia excelsa Nornha). The chemical structure of compounds 1 and 2 were identified by spectroscopic evidences including, UV, IR, 1D-NMR, 2D-NMR and MS as well as by comparing with previously reported spectral data.These compounds were isolated from this plant for the first time. Compounds 1 and 2 were evaluated for their antiproliferative activity against SP-C1 cancer tongue cells and showed IC50 values of 2.50 and 2.31 mM, respectively.  

scholarly journals Flavanoids fromthe Stembark of Chisocheton pentandrus(Meliaceae)

2017 ◽  
pp. 122-126
Author(s):  
Supriatno Supriatno ◽  
Ace Tatang Hidayat ◽  
Kindi Farabi ◽  
Fajar Fauzi Abdullah ◽  
Nurlelasari Nurlelasari ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Cytotoxic Activity ◽  
Cancer Cells ◽  
Spectral Data ◽  
Breast Cancer Cells ◽  
Chemical Structure ◽  
First Time ◽  
Mcf 7

Two flavanoid compounds, catechin (1) and epicatechin (2), have been isolated from the stembark of Chisocheton pentandrus. The chemical structure of compounds1and2were identified byspectroscopic data including, UV, IR, NMR (1H, 13C, DEPT 135°, HMQC, HMBC, 1H-1H COSY) and MS and by comparing with previously reported spectral data. Compounds 1 and 2, were isolated in this plant for first time and showed no cytotoxic activity against MCF-7 breast cancer cells.

Phytochemical Constituents of Annona reticulata and their Cytotoxic Activity

2020 ◽  
Vol 17 (3) ◽  
pp. 206-210
Author(s):  
Ty Viet Pham ◽  
Thang Quoc Le ◽  
Anh Tuan Le ◽  
Hung Quoc Vo ◽  
Duc Viet Ho
Keyword(s):  
Cytotoxic Activity ◽  
Cell Lines ◽  
Structural Determination ◽  
Phytochemical Investigation ◽  
Ic50 Values ◽  
Phytochemical Constituents ◽  
First Time ◽  
Annona Reticulata

A phytochemical investigation of the leaves of Annona reticulata led to the isolation and structural determination of β-sitosterol (1), ent-pimara-8(14),15-dien-19-oic acid (2), ent-pimara- 8(14),15-dien-19-ol (3), quercetin (4), quercetin 3-O-α-L-arabinopyranoside (5), and a mixture of quercetin 3-O-β-D-galactopyranoside (6a) and quercetin 3-O-β-D-glucopyranoside (6b). Of these, compounds 2 and 3 were isolated from the genus Annona for the first time. Compound 3 showed strong cytotoxicity against SK-LU-1 and SW626 cell lines with IC50 values of 17.64 ± 1.07 and 19.79 ± 1.41 μg mL-1, respectively.

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