scholarly journals Secondary Metabolites from Indonesian Kigelia africana (Bignoniaceae)

2019 ◽  
Vol 2 (2) ◽  
pp. 114 ◽  
Author(s):  
Purwantiningsih Sugita ◽  
Dina Anggraini ◽  
Gustini Syahbirin ◽  
Dyah Utami Cahayaning Rahayu ◽  
Auliya Ilmiawati

From the fruit of Kigelia africana three fractions of secondary metabolites were isolated. Fraction 1 (CD-1) was characterized by using UV-Vis, FTIR, 1D and 2D NMR and MS, meanwhile fraction 2 (CD-2) and 3 (B-1) were characterized by LCMS and compared with literature. All these fractions were screened for anticancer activity by using (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method to calculate IC50 toward Michigan Cancer Foundation-7 MCF-7 breast cancer and menogaril-resistant mouse leukemia P388 cells. Based on spectroscopic data, CD-1 fraction was identified as methyl ferulate (1). On the other hand, the B-1 and CD-2 fraction did not pure, yet. Based on LCMS data that analyzed by chemspider and masslink software, CD-2 fraction was estimated as compound mixture with dominant compounds like viscumside (2), specioside (3), caffeic acid glucoside (4), ferulic acid (5), meanwhile B-1 fraction was estimated as compound mixture with dominant warfarin alcohol (6), p-Coumaroyl glucose (7) and β - Sitosterol (8) compounds. Nevertheless, all isolated fractions did not show anticancer activity towards both the cancer cells since it had different constituent compared with previous results.

2011 ◽  
Vol 6 (2) ◽  
pp. 1934578X1100600
Author(s):  
Sibel Avunduk ◽  
Özgen Alankuş-Çalişkan ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Marie-Aleth Lacaille-Dubois

Two novel secondary metabolites, compounds (1–2) were isolated from the roots of Paronychia chionaea. On the basis of spectroscopic data including 1D and 2D NMR experiments (COSY, TOCSY, HSQC, and HMBC), and mass spectroscopy, their structures were established as 6- C-[α-L-arabinopyranosyl-(1→2)-β-D-glucopyranosyl]-7- O-[β-D-glucopyranosyl]-luteolin 3′-methyl ether (1), and 2-(methoxy)-2-(3,5-dimethoxy 4-hydroxyphenyl)-ethane-1,2-diol 1- O-β-D-glucopyranoside (2).


Molecules ◽  
2019 ◽  
Vol 24 (23) ◽  
pp. 4412 ◽  
Author(s):  
Yves Salomon Makong ◽  
Gervais Mouthé Happi ◽  
Judith Liliane Djouaka Bavoua ◽  
Jean Duplex Wansi ◽  
Lutfun Nahar ◽  
...  

A phytochemical study of the root and bark of Brucea antidysenterica J. F. Mill. (Simaroubaceae) afforded three new compounds, including a stilbene glycoside bruceanoside A (1), and two canthinone alkaloids bruceacanthinones A (3) and B (4), along with ten known secondary metabolites, rhaponticin (2), 1,11-dimethoxycanthin-6-one (5), canthin-6-one (6), 1-methoxycanthin-6-one (7), 2-methoxycanthin-6-one (8), 2-hydroxy-1,11-dimethoxycanthin-6-one (9), β-carboline-1-propionic acid (10), cleomiscosin C (11), cleomiscosin A (12), and hydnocarpin (13). The structures of all the compounds were determined using spectrometric and spectroscopic methods including 1D and 2D NMR, and HRSEIMS. The identities of the known compounds were further confirmed by comparison of their data with those reported in the literature. The root and bark methanolic extracts, the dichloromethane and ethyl acetate soluble fractions, and the isolated compounds (3–13), were assessed for their cytotoxicity against the cancer cell lines A-549, MCF-7, and PC-3. The results suggested that compounds in the extracts might possess a synergic action in their cytotoxicity.


Author(s):  
Rollando Rollando ◽  
Rokiy Alfanaar

ABSTRAK: Faloak (Sterculia quadrifida R.Br) digunakan secara empiris oleh penduduk Nusa Tenggara Timur untuk mengobati hepatitis, tifus, maag, dan pemulih stamina. Informasi senyawa aktif yang terkandung didalam kulit faloak secara spesifik belum dipublikasi. Penelitian ini bertujuan untuk mengetahui senyawa aktif yang terdapat didalam kulit faloak sebagai antikanker. Ekstraksi menggunakan metode maserasi, isolasi menggunakan metode isolasi bertingkat, elusidasi menggunakan penggabungan informasi dari spektra IR, 1D-NMR, 2D-NMR dan LC-MS, dan uji aktivitas antikanker pada sel kanker payudara T47D menggunakan metode MTT. Hasil isolasi diperoleh isolat turunan senyawa naptokuinon yaitu 2,3-dihydro-6-hydroxy-2-methylenenaphtho[1,2-b]furan-4,5-dione yang aktif sebagai antikanker dengan nilai IC50 pada sel kanker payudara sebesar 9,88 µg/mL dan dengan nilai selektivitas indeks sebesar 30,23.     ABSTRACT: Faloak (Sterculia quadrifida R.Br) is used empirically by residents of East Nusa Tenggara to treat hepatitis, typhoid, ulcers, and stamina restorers. The information of the active compounds contained in the faloak skin is not specifically published. This study aims to determine the active compounds contained in the bark of faloak as anticancer. The extraction was conducted with maceration method followed by a multilevel isolation method. The elucidation was carried out using information of IR spectra, 1D-NMR, 2D-NMR and LC-MS. The anticancer activity test on T47D breast cancer cells was also conducted using MTT method. Based on the results obtained, the active compound is naphthoquinone derivative compound which is 2,3-dihydro-6-hydroxy-2-methylenenaphtho [1,2-b] furan-4,5-dione that has anticancer activity on breast cancer cell (T47D) with IC50 value of 9.88 µg/mL and index selectivity value of 30.23.


Author(s):  
HAITHAM ALI IBRAHIM ◽  
REHAM RAGAEI IBRAHIM ◽  
REEM ALAA KAMEL ◽  
SHAHENDA METWALLY EL-MESSERY ◽  
FATMA ABDELKADER MOHARRAM

Objective: Aspergillus fungus is a rich source of natural products with broad biological activities. This study was conducted to identify secondary metabolites from the rice culture of Aspergillus species isolated from Melaleuca subulata leaves and evaluated their anticancer activity. Methods: Ethyl acetate extract was fractionated on silica gel and Sephadex columns. Structures of the compounds were established using physical and chemical methods. Cytotoxic activities of the extract and pure compounds against two human cancer cell lines (Mcf-7and Hep G2) were evaluated using microculture tetrazolium assay as well as the mode of the cytotoxicity was evaluated. Molecular docking studies have been performed using the Hsp 90 enzyme as an anticancer target. Results: Methyl linoleate (1), arugosin C (2), ergosterol (3), sterigmatocystin (4), diorcinol (5), alternariol-5-O-methyl ether (6), averufin (7), averufanin (8), and alternariol (9) were identified from ethyl acetate extract. All tested compounds exhibit week activity against MCF-7 and Hep G2 cell lines but a mixture of compounds 7 and 8 is considered to be more active towards both MCF-7 and Hep G 2 in comparison to other compounds. Compound 4 exhibits moderate activity against Hep G2 only as well as the ethyl acetate extract exerts moderate activity against MCF-7 cell line Moreover, compound 4 and a mixture of 7 and 8 caused a decrease in the number of Hep G2 cancer cells due to apoptotic and necrotic processes. Most active anticancer candidates 7 and 8 showed binding to the active site similar to geldanamycin reference ligand. Conclusion: Secondary metabolites identified from Aspergillus sp. and their anticancer activity were evaluated. Molecular docking suggested active candidates as Hsp 90 inhibitors.


Molbank ◽  
10.3390/m1112 ◽  
2020 ◽  
Vol 2020 (1) ◽  
pp. M1112
Author(s):  
Ricson P. Hutagaol ◽  
Desi Harneti ◽  
Ace T. Hidayat ◽  
Nurlelasari Nurlelasari ◽  
Rani Maharani ◽  
...  

A new propylcholesterol-type steroid, namely (22E,24S)-24-propylcholest-5en-3α-acetate (1), has been isolated from the stembark of Aglaia angustifolia (Miq.). The structure of 1 was determined on the basis of spectroscopic data including 1D- and 2D-NMR as well as high resolution mass spectroscopy analysis. Compound 1 showed weak activity against the MCF-7 breast cancer cell line.


2021 ◽  
Vol 8 (4) ◽  
pp. 4294-4305
Author(s):  
Mohammad Murwih Alidmat ◽  
Melati Khairuddean ◽  
Salizawati Muhamad Salhimi ◽  
Mohammad Al-Amin

Introduction: A bis-chalcones were prepared by the reaction of terephthalaldehyde with 3-acetyl-2,5-dichlorothiophene or 3-acetyl- 5-chlorothiophene and reaction cyclo ketone derivatives with phenyl aldehyde derivatives in good yields. Methods: The molecular docking studies were conducted using the Discovery Studio (DSv4.5) and MG. Tools installed in Window 10. The cancer receptor (3ERT) was downloaded from the protein data bank (PDB). All new compounds were characterized by IR, 1H-NMR, 13C-NMR, 2D-NMR, and CHN elemental analysis. The anticancer activity of the synthesized compounds was determined using MTT (3-(4, 5- dimethylthiazol-2-yl)-2, 5-diphenyl tetrazolium bromide) reduction assay against MCF-7 cells, and then the minimum inhibitory concentration (IC50) was determined with the reference of the standard drug tamoxifen. Results: The results showed that compound 6 showed more potent activity in inhibiting growth on both types of MCF-7 compared to reference tamoxifen.    


2018 ◽  
Vol 13 (11) ◽  
pp. 1934578X1801301
Author(s):  
Nurfida Ablajan ◽  
Bo Zhao ◽  
Wenjuan Xue ◽  
Zukela Ruzi ◽  
Jiangyu Zhao ◽  
...  

A new naturally occurring lycoctonine-type C19-diterpenoid alkaloid aemulansine (1), together with ten known alkaloids (2–11), were isolated from the whole herb of Delphinium aemulans Navski. Their structures were elucidated by extensive spectroscopic analyses, including 1D, 2D NMR and HR-ESI-MS. Compounds 1–10 were also evaluated in vitro for cytotoxicity against A549, Hela and MCF-7 cells using the MTT method.


2019 ◽  
Vol 22 (6) ◽  
pp. 317-325
Author(s):  
La Ode Sumarlin ◽  
Anna Muawanah ◽  
Farhan Riza Afandi ◽  
Adawiah Adawiah

Indonesian local honey contains active compounds that have the potential as an antioxidant and anticancer, primarily as a laryngeal anticancer through the inhibition of HEp-2 cells. This study aims to determine the anticancer activity of several types of honey in Indonesia through the inhibition of HEp-2 cells. Samples used in the form of Trigona, Longan, Rambutan, and Kaliandra honey obtained from honey farmers in Sulawesi and Java, Indonesia. Honey samples extracted by using methanol, then liquids partition was carried out consecutively using n-hexane and ethyl acetate. The cytotoxicity test for HEp-2 cells was carried out using the MTT method (3- (4,5-dimethyl thiazol-2-il) -2,5-diphenyl tetrazolium bromide). The results showed that all honey samples were active against preventing HEp-2 cells with the highest inhibition activity from longan honey with ethyl acetate extract at 65.18% at 100 ppm. Longan honey has decreased HEp-2 cell inhibitory activity after fractionation. Indonesian local honey, namely trigona honey, kaliandra honey, rambutan honey, and longan honey, can be used as a supplementary supplement for patients with laryngeal cancer.


2004 ◽  
Vol 59 (1-2) ◽  
pp. 19-22 ◽  
Author(s):  
Jane Eire S. A. de Menezes ◽  
Francisca Elane A. Machado ◽  
Telma Leda G. Lemos ◽  
Edilberto R. Silveira ◽  
Raimundo Braz Filho ◽  
...  

Two new secondary metabolites, the phenylpropanoid 3-(2′,4′,5′-trimethoxyphenyl)propanoic acid (1) and the sesquiterpene (+)-1β,4β,6α-trihydroxyeudesmane (2) were isolated from the heartwood of Cordia trichotoma Vell., along with the known sesquiterpenes (D)-1β,4β,7α- trihydroxyeudesmane (3) and (+)-1β,4β,11-trihydroxyoppositane (4). Their structures were elucidated by means of spectroscopic data interpretation, mainly 1D and 2D NMR and mass spectrometry.


2019 ◽  
Vol 6 (02) ◽  
pp. e36-e40
Author(s):  
Takashi Kamada ◽  
Chin-Soon Phan ◽  
Tatsufumi Okino ◽  
Charles Santhanaraju Vairappan

AbstractRed algae of the genus Laurencia have been known to produce a wide array of bioactive secondary metabolites. Here, we report the isolation of two new halogenated chamigrenes, lauremantanones A (1) and B (2), along with seven known compounds, dendroidiol (3), (+)-elatol (4), cartilagineol (5), obtusol (6), (+)-laurencenone B (7), 2-chloro-3-hydroxy-α-chamigren-9-one (8), and puertitol A (9), from a population of Laurencia majuscula (Harvey) Lucas from Mantanani Island (North Borneo). The structures of the two new metabolites were determined based on spectroscopic data (IR, 1D and 2D NMR, and MS). Compounds isolated from this alga exhibited potent cytotoxic (HeLa, MCF-7, P-388) and antibacterial (against antibiotic-resistant clinical bacteria) activities. The major metabolite of this population has significant importance in the geographical distribution of this species globally.


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