Senyawa Golongan Limonoid dari Tanaman Genus Chisocheton dan Aktivitas Antikankernya

Indonesia merupakan negara yang kaya akan keanekaragaman hayati. Terdapat banyak tanaman yang mengandung senyawa metabolit sekunder yang memiliki aktivitas biologi sehingga berpotensi untuk digunakan sebagai obat, salah satunya adalah genus Chisocheton. Tanaman genus Chisocheton sudah banyak dilaporkan mengandung senyawa triterpenoid, seskuiterpenoid, limonoid, steroid, dan fenol. Limonoid merupakan turunan triterpenoid yang paling banyak ditemukan pada tanaman genus Chisocheton. Lebih dari tiga puluh senyawa golongan limonoid telah diuji aktivitas antikankernya terhadap beberapa jenis sel kanker manusia, seperti sel kanker payudara, mulut, paru-paru, leukimia, serviks, dan hati. Beberapa senyawa limonid tersebut diketahui memiliki aktivitas sitotoksik yang tinggi dengan kisaran nilai IC50 1,67 − 50,27 µg/mL. Review ini memaparkan beberapa senyawa limonoid yang diisolasi dari genus Chisocheton, aktivitas sitotoksiknya terhadap sel-sel kanker manusia, serta hubungan struktur dan aktifitas biologisnya (SAR = Structure Activity Relationship). Selain itu beberapa penelitian juga sudah melakukan penelitian lebih lanjut seperti pengujian induksi apoptosis dan penentuan tingkat ekspresi gen-gen yang berhubungan dengan apoptosis. Penelitian-penelitian yang dilakukan ini mengarah pada pencarian senyawa baru yang dapat digunakan sebagai lead compound untuk mendapatkan obat antikanker yang efektif.Limonoid Compounds from Genus Chisocheton Plant and Its Anticancer Activity. Indonesia is a country with a large biodiversity. There are many plants contain secondary metabolite compounds with biological activity, such as Chisocheton genus. The Chisocheton is reported as plant with triterpenoids, sesquiterpenoids, limonoids, steroids and phenols content. Limonoids arethe derivative of triterpenoid which mostly found in Chisocheton genus. More than thirty limonoids have been studied for their anticancer activity against several types of human cancer cells, such as breast, mouth, lung, leukemia, cervical, and liver cancer cells. Some of these limonoids are known to have high cytotoxic activity with the IC50 values of 1.67 − 50.27 µg/mL. This review discuss many kind of limonoid compounds isolated from Chisocheton, their cytotoxic activity against human cancer cells, and their structural activity relationship (SAR) study. This review also discusses some research result for further studies of Chisocheton wether in the mechanism of apoptosis induction and also the determination genes level expression or proteins associated with the apoptosis. This review reveals the important of the study to find a new compounds for an effective anticancer drug.

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Easily Available, Amphiphilic Diiron Cyclopentadienyl Complexes Exhibit in Vitro Anticancer Activity in 2D and 3D Human Cancer Cells through Redox Modulation Triggered by CO Release

Chemistry - A European Journal ◽

10.1002/chem.202101048 ◽

2021 ◽

Author(s):

Lorenzo Biancalana ◽

Michele De Franco ◽

Gianluca Ciancaleoni ◽

Stefano Zacchini ◽

Guido Pampaloni ◽

...

Keyword(s):

Anticancer Activity ◽

Cancer Cells ◽

Human Cancer ◽

Redox Modulation ◽

Human Cancer Cells ◽

Cyclopentadienyl Complexes ◽

2D And 3D

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Conjugated Polyene Ketones From the Marine Sponge Clathria (Thalysias) Reinwardti (Vosmaer, 1880) and Their Cytotoxic Activity

Natural Product Communications ◽

10.1177/1934578x211043732 ◽

2021 ◽

Vol 16 (9) ◽

pp. 1934578X2110437

Author(s):

Bui H. Tai ◽

Dan T. Hang ◽

Do T. Trang ◽

Pham H. Yen ◽

Phan T. T. Huong ◽

...

Keyword(s):

Cytotoxic Activity ◽

Marine Sponge ◽

Human Cancer ◽

2D Nmr ◽

Ionization Mass ◽

Hep G2 ◽

Human Cancer Cells ◽

Resolution Electron ◽

New Compounds ◽

First Time

Five conjugated polyene ketones (1-5) were isolated from the methanol extract of the marine sponge Clathria ( Thalysias) reinwardti (Vosmaer, 1880) living in the coastal waters of Vietnam. Their structures were determined to be 8-(2′,3′,4′-trimethylphenyl)-6-methyl-oct-3( E),5( E),7( E)-trien-2-one (1), 13-apoastaxanthinone (2), 9-apoastaxanthinone (3), 2,3-dehydro-4-oxo- β-ionone (4), and 4-(2′,3′,4′-trimethylphenyl)-but-3( E)-en-2-one (5), by extensive analysis of high-resolution electron spray ionization mass spectrum (HR-ESI-MS), one-dimensional, and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, as well as by comparison of the spectral data with those reported in the literature. Compound 1 was new, compounds 2 to 4 were isolated from nature for the first time, and the chemical structure as well as the NMR assignments, of 5 were indicated by 2D NMR for the first time. Additionally, compound 5 exhibited cytotoxic activity against the human cancer cells SK-LU-1, SK-Mel-2, MCF-7, and Hep-G2 with half-minimal inhibitory concentration (IC50) values of 15.12 ± 3.43, 17.41 ± 2.83, 33.12 ± 3.39, and 34.38 ± 3.52 µM, respectively, but displayed only a weak cytotoxic effect on the normal HEK-239A cells (IC50 64.67 ± 3.67 µM). Compound 5 also significantly increased Caspase-3 activity in SK-LU-1 cells at concentrations of 10, 15, and 20 µM.

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Glaziovianin A, a New Isoflavone, from the Leaves of Ateleia Glaziovianna and Its Cytotoxic Activity Against Human Cancer Cells.

ChemInform ◽

10.1002/chin.200741198 ◽

2007 ◽

Vol 38 (41) ◽

Author(s):

Akihito Yokosuka ◽

Mitsue Haraguchi ◽

Takeo Usui ◽

Sayaka Kazami ◽

Hiroyuki Osada ◽

...

Keyword(s):

Cytotoxic Activity ◽

Cancer Cells ◽

Human Cancer ◽

Human Cancer Cells

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Chamaecypanone C, a novel skeleton microtubule inhibitor, with anticancer activity by trigger caspase 8-Fas/FasL dependent apoptotic pathway in human cancer cells

Biochemical Pharmacology ◽

10.1016/j.bcp.2009.12.017 ◽

2010 ◽

Vol 79 (9) ◽

pp. 1261-1271 ◽

Cited By ~ 17

Author(s):

Cheng-Chih Hsieh ◽

Yueh-Hsiung Kuo ◽

Ching-Chuan Kuo ◽

Li-Tzong Chen ◽

Chun-Hei Antonio Cheung ◽

...

Keyword(s):

Anticancer Activity ◽

Cancer Cells ◽

Human Cancer ◽

Caspase 8 ◽

Microtubule Inhibitor ◽

Apoptotic Pathway ◽

Human Cancer Cells

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Maytenus disticha Extract and an Isolated β-Dihydroagarofuran Induce Mitochondrial Depolarization and Apoptosis in Human Cancer Cells by Increasing Mitochondrial Reactive Oxygen Species

Biomolecules ◽

10.3390/biom10030377 ◽

2020 ◽

Vol 10 (3) ◽

pp. 377

Author(s):

Iván González-Chavarría ◽

Felix Duprat ◽

Francisco J. Roa ◽

Nery Jara ◽

Jorge R. Toledo ◽

...

Keyword(s):

Cytotoxic Activity ◽

Cancer Cells ◽

Human Cancer ◽

Ros Generation ◽

Active Components ◽

Total Extract ◽

Human Cancer Cells ◽

Mitochondrial Superoxide ◽

Mitochondrial Membrane Depolarization ◽

Mcf 7

Maytenus disticha (Hook F.), belonging to the Celastraceae family, is an evergreen shrub, native of the central southern mountains of Chile. Previous studies demonstrated that the total extract of M. disticha (MD) has an acetylcholinesterase inhibitory activity along with growth regulatory and insecticidal activities. β-Dihydroagarofurans sesquiterpenes are the most active components in the plant. However, its activity in cancer has not been analyzed yet. Here, we demonstrate that MD has a cytotoxic activity on breast (MCF-7), lung (PC9), and prostate (C4-2B) human cancer cells with an IC50 (µg/mL) of 40, 4.7, and 5 µg/mL, respectively, an increasing Bax/Bcl2 ratio, and inducing a mitochondrial membrane depolarization. The β-dihydroagarofuran-type sesquiterpene (MD-6), dihydromyricetin (MD-9), and dihydromyricetin-3-O-β-glucoside (MD-10) were isolated as the major compounds from MD extracts. From these compounds, only MD-6 showed cytotoxic activity on MCF-7, PC9, and C4-2B with an IC50 of 31.02, 17.58, and 42.19 µM, respectively. Furthermore, the MD-6 increases cell ROS generation, and MD and MD-6 induce a mitochondrial superoxide generation and apoptosis on MCF-7, PC9, and C4-2B, which suggests that the cytotoxic effect of MD is mediated in part by the β-dihydroagarofuran-type that induces apoptosis by a mitochondrial dysfunction.

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Synthesis of cucurbitacin IIa derivatives with apoptosis-inducing capabilities in human cancer cells

RSC Advances ◽

10.1039/c9ra09113k ◽

2020 ◽

Vol 10 (7) ◽

pp. 3872-3881

Author(s):

Kun Yu ◽

Xinmei Yang ◽

Ying Li ◽

Xue Cui ◽

Bo Liu ◽

...

Keyword(s):

Cytotoxic Activity ◽

Cancer Cells ◽

Human Cancer ◽

Human Cancer Cells

Twenty-one cucurbitacin IIa derivatives were synthesized and screened for cytotoxic activity.

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Phenylarsonic Acid Compounds with Broad-Spectrum and Potent Cytotoxic Activity against Human Cancer Cells

Arzneimittelforschung ◽

10.1055/s-0031-1297131 ◽

2011 ◽

Vol 53 (06) ◽

pp. 428-439

Author(s):

Fatih Uckun ◽

Osmond D’Cruz ◽

Xing-Ping Liu ◽

Rama Narla

Keyword(s):

Cytotoxic Activity ◽

Cancer Cells ◽

Broad Spectrum ◽

Human Cancer ◽

Human Cancer Cells ◽

Phenylarsonic Acid

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Momordica charantiaExtract Induces Apoptosis in Human Cancer Cells through Caspase- and Mitochondria-Dependent Pathways

Evidence-based Complementary and Alternative Medicine ◽

10.1155/2012/261971 ◽

2012 ◽

Vol 2012 ◽

pp. 1-11 ◽

Cited By ~ 19

Author(s):

Chia-Jung Li ◽

Shih-Fang Tsang ◽

Chun-Hao Tsai ◽

Hsin-Yi Tsai ◽

Jong-Ho Chyuan ◽

...

Keyword(s):

Cell Death ◽

Cytotoxic Activity ◽

Cancer Cells ◽

Dna Fragmentation ◽

Human Cancer ◽

Momordica Charantia ◽

Carcinoma Cells ◽

Human Cancer Cells ◽

Adenocarcinoma Cells ◽

Anti Cancer

Plants are an invaluable source of potential new anti-cancer drugs.Momordica charantiais one of these plants with both edible and medical value and reported to exhibit anticancer activity. To explore the potential effectiveness ofMomordica charantia, methanol extract ofMomordica charantia(MCME) was used to evaluate the cytotoxic activity on four human cancer cell lines, Hone-1 nasopharyngeal carcinoma cells, AGS gastric adenocarcinoma cells, HCT-116 colorectal carcinoma cells, and CL1-0 lung adenocarcinoma cells, in this study. MCME showed cytotoxic activity towards all cancer cells tested, with the approximate IC50ranging from 0.25 to 0.35 mg/mL at 24 h. MCME induced cell death was found to be time-dependent in these cells. Apoptosis was demonstrated by DAPI staining and DNA fragmentation analysis using agarose gel electrophoresis. MCME activated caspase-3 and enhanced the cleavage of downstream DFF45 and PARP, subsequently leading to DNA fragmentation and nuclear condensation. The apoptogenic protein, Bax, was increased, whereas Bcl-2 was decreased after treating for 24 h in all cancer cells, indicating the involvement of mitochondrial pathway in MCME-induced cell death. These findings indicate that MCME has cytotoxic effects on human cancer cells and exhibits promising anti-cancer activity by triggering apoptosis through the regulation of caspases and mitochondria.

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