scholarly journals Saracoside: A New Lignan Glycoside from Saraca indica, a Potential Inhibitor of DNA Topoisomerase IB

2012 ◽  
Vol 7 (6) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Tulika Mukherjee ◽  
Sayan Chowdhury ◽  
Ashish Kumar ◽  
Hemanta K Majumder ◽  
Parasuraman Jaisankar ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Stem Bark ◽  
Chemical Investigation ◽  
Dna Topoisomerase ◽  
Potential Inhibitor ◽  
Topoisomerase Ib ◽  
Lignan Glycoside ◽  
Lignan Glycosides ◽  
First Time

Chemical investigation of the stem bark of Saraca indica has resulted in the isolation of a new lignan glycoside, saracoside, along with four known lignan glycosides lyoniside, icariside E3, (+)5′methoxyisolarciresinol-9′- O-β-D-glucopyranoside and nudiposide, and a phenolic glucopyranoside, 3,4,5– trimethoxyphenyl-β-D-glucopyranoside, which has been isolated for the first time from this species. The isolated lignan glycosides exhibit potent DNA topoisomerase IB inhibitory activity.

scholarly journals A New Ellagic Acid Glycoside and DNA Topoisomerase IB Inhibitory Activity of Saponins from Putranjiva roxburghii

2014 ◽  
Vol 9 (5) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Ashish Kumar ◽  
Somenath Roy Chowdhury ◽  
Tulika Chakrabarti ◽  
Hemanta K Majumdar ◽  
Tarun Jha ◽  
...  
Keyword(s):  
Spectral Analysis ◽  
Methyl Ester ◽  
Ellagic Acid ◽  
Inhibitory Activity ◽  
Stem Bark ◽  
Chemical Investigation ◽  
Dna Topoisomerase ◽  
Topoisomerase Ib ◽  
Putranjiva Roxburghii ◽  
First Time

Chemical investigation of the stem bark and leaves of Putranjiva roxburghii has resulted in the isolation of a new ellagic acid glycoside (5) along with four saponins (1-4). The structures of the isolated compounds were established by detailed spectral analysis. Incidentally putranoside-A methyl ester (4) has been isolated for the first time from this species and the saponins (1-4) exhibited potent DNA topoisomerase IB inhibitory activity.

scholarly journals Anthocephaline, a New Indole Alkaloid and Cadambine, a Potent Inhibitor of DNA Topoisomerase IB of Leishmania donovani (LdTOP1LS), Isolated from Anthocephalus cadamba

2015 ◽  
Vol 10 (2) ◽  
pp. 1934578X1501000
Author(s):  
Ashish Kumar ◽  
Somenath Roy Chowdhury ◽  
Kumar Kalyan Jatte ◽  
Tulika Chakrabarti ◽  
Hemanta K Majumder ◽  
...  
Keyword(s):  
Spectral Analysis ◽  
Inhibitory Activity ◽  
Leishmania Donovani ◽  
Potent Inhibitor ◽  
Indole Alkaloid ◽  
2D Nmr ◽  
Stem Bark ◽  
Dna Topoisomerase ◽  
Topoisomerase Ib ◽  
Anthocephalus Cadamba

Chemical investigation of the stem bark of Anthocephalus cadamba has resulted in the isolation of anthocephaline (1), a new indole alkaloid, along with strictosamide (2), vincosamide (3) and cadambine (4). The structures of the isolated alkaloids (1-4) were established by detailed 2D NMR spectral analysis. Cadambine (4) exhibited potent DNA topoisomerase IB inhibitory activity.

scholarly journals FLAVONOL AND LIGNAN GLYCOSIDES FROM Datura metel L.

2017 ◽  
Vol 55 (3) ◽  
pp. 263
Author(s):  
Nguyen Thi Mai ◽  
Nguyen Thi Cuc ◽  
Tran Hong Quang ◽  
Phan Van Kiem
Keyword(s):  
Methanol Extract ◽  
2D Nmr ◽  
Chemical Investigation ◽  
Cd Spectra ◽  
Datura Metel ◽  
Spectroscopic Analyses ◽  
The Absolute ◽  
Lignan Glycosides ◽  
Whole Plants ◽  
First Time

Chemical investigation of an acidic methanol extract of the whole plants of D. metel resulted in the isolation of five compounds, including kaempferol 3-O-beta-D-glucosyl(1->2)-beta-D-galactoside 7-O-beta-D-glucoside (1), kaempferol 3-O-beta-glucopyranosyl(1->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (2), pinoresinol O-beta-D-glucopyranoside (3), (7R,8S,7'S,8'R)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside (4), and (7S,8R,7'S,8'S)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside (5). Their structures were elucidated by 1D and 2D NMR and MS spectroscopic analyses as well as comparing with the data reported in the literature. The absolute configurations of compounds 4 and 5 were determined by CD spectra. It is noted that (7R,8S,7'S,8'R)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside and (7S,8R,7'S,8'S)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside were isolated for the first time from the Datura genus.

Benzoic Acid Allopyranosides and Lignan Glycosides from the Twigs of Keteleeria evelyniana

2011 ◽  
Vol 66 (7) ◽  
pp. 733-739
Author(s):  
Wen Jun He ◽  
Zhao Hui Fu ◽  
Hong Jin Han ◽  
He Yan ◽  
Guang Zhi Zeng ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Benzoic Acid ◽  
Cytotoxic Activity ◽  
Methanolic Extract ◽  
Lignan Glycoside ◽  
Lignan Glycosides ◽  
New Compounds ◽  
First Time ◽  
And Staphylococcus Aureus ◽  
Ht 29

Seven new compounds, including three benzoic acid allopyranosides keteleeroside A (1), keteleeroside B (2) and keteleeroside C (3), and four lignan glycosides 3’-demethylicariside E3 (4), isocupressoside B (5), 3-methoxyisocupressoside B (6), and isomassonianoside B (7), along with five known compounds (8 - 12), were isolated from the n-butanol part of the methanolic extract of the twigs of Keteleeria evelyniana. The structures of these compounds were elucidated mainly by the analysis of their NMR and MS data. All compounds were isolated from this genus for the first time. The skeleton of lignan glycoside 4 was isolated from the Pinaceae family for the first time. All compounds were evaluated for antimicrobial activity against Candida albicans and Staphylococcus aureus, and their cytotoxic activity against K562, HT-29, B16, BGC-823, BEL-7402, SGC-7901, U251, and A549 cancer cell lines was studied. Results indicated that none of the compounds showed antimicrobial or cytotoxic activity.

scholarly journals In Vitro and In Silico Characterization of an Antimalarial Compound with Antitumor Activity Targeting Human DNA Topoisomerase IB

2021 ◽  
Vol 22 (14) ◽  
pp. 7455
Author(s):  
Bini Chhetri Soren ◽  
Jagadish Babu Dasari ◽  
Alessio Ottaviani ◽  
Beatrice Messina ◽  
Giada Andreotti ◽  
...  
Keyword(s):  
Enzyme Reaction ◽  
Dna Topoisomerase ◽  
Human Dna ◽  
Topoisomerase Ib ◽  
Topological State ◽  
Cleavage Step ◽  
Dynamics Simulations ◽  
In Silico Characterization ◽  
Dna Complex

Human DNA topoisomerase IB controls the topological state of supercoiled DNA through a complex catalytic cycle that consists of cleavage and religation reactions, allowing the progression of fundamental DNA metabolism. The catalytic steps of human DNA topoisomerase IB were analyzed in the presence of a drug, obtained by the open-access drug bank Medicines for Malaria Venture. The experiments indicate that the compound strongly and irreversibly inhibits the cleavage step of the enzyme reaction and reduces the cell viability of three different cancer cell lines. Molecular docking and molecular dynamics simulations suggest that the drug binds to the human DNA topoisomerase IB-DNA complex sitting inside the catalytic site of the enzyme, providing a molecular explanation for the cleavage-inhibition effect. For all these reasons, the aforementioned drug could be a possible lead compound for the development of an efficient anti-tumor molecule targeting human DNA topoisomerase IB.

scholarly journals First total synthesis of the (±)-2-methoxy-6-heptadecynoic acid and related 2-methoxylated analogs as effective inhibitors of the Leishmania topoisomerase IB enzyme

2012 ◽  
Vol 84 (9) ◽  
pp. 1867-1875 ◽  
Author(s):  
Néstor M. Carballeira ◽  
Michelle Cartagena ◽  
Fengyu Li ◽  
Zhongfang Chen ◽  
Christopher F. Prada ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fatty Acid ◽  
Total Synthesis ◽  
Leishmania Donovani ◽  
Dna Topoisomerase ◽  
Triple Bonds ◽  
Weak Intermolecular Interactions ◽  
Topoisomerase Ib ◽  
Effective Inhibition ◽  
Acetylenic Fatty Acid

The fatty acids (±)-2-methoxy-6Z-heptadecenoic acid, (±)-2-methoxy-6-hepta-decynoic acid, and (±)-2-methoxyheptadecanoic acid were synthesized and their inhibitory activity against the Leishmania DNA topoisomerase IB enzyme (LdTopIB) determined. Both 2-OMe-17:1 fatty acids were synthesized from 4-bromo-1-pentanol, the olefinic fatty acid in 10 steps and in 7 % overall yield, while the acetylenic fatty acid in 7 steps and in 14 % overall yield. The 2-OMe-17:0 acid was prepared in 6 steps and in 42 % yield from 1-hexa-decanol. The 2-OMe-17:1 acids inhibited LdTopIB, with the acetylenic acid displaying an EC50 = 16.6 ± 1.1 μM, but the 2-OMe-17:0 acid did not inhibit LdTopIB. The (±)-2-methoxy-6Z-heptadecenoic acid preferentially inhibited LdTopIB over the human TopIB enzyme. Unsaturation seems to be a prerequisite for effective inhibition, rationalized in terms of weak intermolecular interactions between the active site of LdTopIB and either the double or triple bonds of the fatty acids. Toxicity toward Leishmania donovani promastigotes was also investigated, resulting in the order acetylenic > olefinic > saturated with the (±)-2-methoxy-6-heptadecynoic acid displaying an EC50 = 74.0 ± 17.1 μM. Our results indicate that α-methoxylation decreases the toxicity of C17:1 fatty acids toward L. donovani promastigotes, but improves their selectivity index.

scholarly journals Gimatecan and other camptothecin derivatives poison Leishmania DNA-topoisomerase IB leading to a strong leishmanicidal effect

2013 ◽  
Vol 85 (10) ◽  
pp. 1433-1440 ◽  
Author(s):  
Christopher F. Prada ◽  
Raquel Álvarez-Velilla ◽  
Rafael Balaña-Fouce ◽  
Carlos Prieto ◽  
Estefania Calvo-Álvarez ◽  
...  
Keyword(s):  
Dna Topoisomerase ◽  
Topoisomerase Ib

Comparative studies of oxindolimine-metal complexes as inhibitors of human DNA topoisomerase IB

2018 ◽  
Vol 186 ◽  
pp. 85-94 ◽  
Author(s):  
Silvia Castelli ◽  
Marcos Brown Gonçalves ◽  
Prafulla Katkar ◽  
Gabriela Cristina Stuchi ◽  
Ricardo Alexandre Alves Couto ◽  
...  
Keyword(s):  
Metal Complexes ◽  
Comparative Studies ◽  
Dna Topoisomerase ◽  
Human Dna ◽  
Topoisomerase Ib

ChemInform Abstract: Syntheses of Novel Antitumor Dihydroxanthone Derivatives with Inhibitory Activity Against DNA Topoisomerase II.

ChemInform ◽  
2010 ◽  
Vol 30 (52) ◽  
pp. no-no
Author(s):  
Seiichi Sato ◽  
Yasuyo Suga ◽  
Toshihiko Yoshimura ◽  
Ryusuke Nakagawa ◽  
Takashi Tsuji ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Topoisomerase Ii ◽  
Dna Topoisomerase Ii ◽  
Dna Topoisomerase
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