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Literature DB >> 32227943

Galtonosides A-E: Antiproliferative and Antiplasmodial Cholestane Glycosides from Galtonia regalis.

Yongle Du¹, Brooke A Martin¹, Ana Lisa Valenciano², Jason A Clement³, Michael Goetz³, Maria B Cassera², David G I Kingston¹.

Abstract

An extract of Galtonia regalis from the Natural Products Discovery Institute showed moderate antiplasmodial activity, with an IC50 value less than 1.25 μg/mL. The two known cholestane glycosides 1 and 2 and the five new cholestane glycosides galtonosides A-E (3-7) were isolated after bioassay-directed fractionation. The structures of the new compounds were determined by interpretation of their NMR and mass spectra. Among these compounds, galtonoside B (4) displayed the most potent antiplasmodial activity, with an IC50 value of 0.214 μM against the drug-resistant Dd2 strain of Plasmodium falciparum.

Entities: CellLine Chemical Disease Gene Species

Year: 2020 PMID： 32227943 PMCID： PMC7183436 DOI： 10.1021/acs.jnatprod.9b01064

Source DB: PubMed Journal: J Nat Prod ISSN： 0163-3864 Impact factor: 4.050

24 in total

1. Antiproliferative xanthones of Terminalia calcicola from the Madagascar rain forest.

Authors: Shugeng Cao; Peggy J Brodie; James S Miller; Richard Randrianaivo; Fidy Ratovoson; Chris Birkinshaw; Rabodo Andriantsiferana; Vincent E Rasamison; David G I Kingston
Journal: J Nat Prod Date: 2007-02-27 Impact factor: 4.050

2. Anticancer saponin OSW-1 is a novel class of selective Golgi stress inducer.

Authors: Mayu Kimura; Kanae Sasaki; Yosuke Fukutani; Hiderou Yoshida; Ikuroh Ohsawa; Masafumi Yohda; Kaori Sakurai
Journal: Bioorg Med Chem Lett Date: 2019-05-15 Impact factor: 2.823

Review 3. Structure, bioactivity, and chemical synthesis of OSW-1 and other steroidal glycosides in the genus Ornithogalum.

Authors: Yuping Tang; Nianguang Li; Jin-ao Duan; Weiwei Tao
Journal: Chem Rev Date: 2013-03-26 Impact factor: 60.622

4. Influence of intramolecular hydrogen bonds on regioselectivity of glycosylation. Synthesis of lupane-type saponins bearing the OSW-1 saponin disaccharide unit and its isomers.

Authors: Kinga Kuczynska; Piotr Cmoch; Lucie Rárová; Jana Oklešťková; Anna Korda; Zbigniew Pakulski; Miroslav Strnad
Journal: Carbohydr Res Date: 2016-01-26 Impact factor: 2.104

5. Cholestane glycosides from the bulbs of Galtonia candicans and their cytotoxicity.

Authors: M Kuroda; Y Mimaki; A Yokosuka; Y Sashida
Journal: Chem Pharm Bull (Tokyo) Date: 2001-08 Impact factor: 1.645

6. Artemisinin resistance in Plasmodium falciparum malaria.

Authors: Arjen M Dondorp; François Nosten; Poravuth Yi; Debashish Das; Aung Phae Phyo; Joel Tarning; Khin Maung Lwin; Frederic Ariey; Warunee Hanpithakpong; Sue J Lee; Pascal Ringwald; Kamolrat Silamut; Mallika Imwong; Kesinee Chotivanich; Pharath Lim; Trent Herdman; Sen Sam An; Shunmay Yeung; Pratap Singhasivanon; Nicholas P J Day; Niklas Lindegardh; Duong Socheat; Nicholas J White
Journal: N Engl J Med Date: 2009-07-30 Impact factor: 91.245

7. A Convolutional Neural Network-Based Approach for the Rapid Annotation of Molecularly Diverse Natural Products.

Authors: Raphael Reher; Hyun Woo Kim; Chen Zhang; Huanru Henry Mao; Mingxun Wang; Louis-Félix Nothias; Andres Mauricio Caraballo-Rodriguez; Evgenia Glukhov; Bahar Teke; Tiago Leao; Kelsey L Alexander; Brendan M Duggan; Ezra L Van Everbroeck; Pieter C Dorrestein; Garrison W Cottrell; William H Gerwick
Journal: J Am Chem Soc Date: 2020-02-21 Impact factor: 15.419

Galtonosides A-E: Antiproliferative and Antiplasmodial Cholestane Glycosides from Galtonia regalis.

1. Antiproliferative xanthones of Terminalia calcicola from the Madagascar rain forest.

2. Anticancer saponin OSW-1 is a novel class of selective Golgi stress inducer.

Review 3. Structure, bioactivity, and chemical synthesis of OSW-1 and other steroidal glycosides in the genus Ornithogalum.

4. Influence of intramolecular hydrogen bonds on regioselectivity of glycosylation. Synthesis of lupane-type saponins bearing the OSW-1 saponin disaccharide unit and its isomers.

5. Cholestane glycosides from the bulbs of Galtonia candicans and their cytotoxicity.

6. Artemisinin resistance in Plasmodium falciparum malaria.

7. A Convolutional Neural Network-Based Approach for the Rapid Annotation of Molecularly Diverse Natural Products.

8. New analogues of the potent cytotoxic saponin OSW-1.

Review 9. Quinine, an old anti-malarial drug in a modern world: role in the treatment of malaria.

Review 10. Host cell remodeling by pathogens: the exomembrane system in Plasmodium-infected erythrocytes.

1. Antimalarial Natural Products.