Lupane Triterpenes and Derivatives with Antiviral Activity

Балтина, Л. А.; Флехтер, О. Б.; Nigmatullina, L. R.; Бореко, Е. И.; Pavlova, N. I.; Николаева, С. Н.; Savinova, Olga V.; Толстиков, Г. А.

doi:10.1002/chin.200404144

Cited by 14 publications

(18 citation statements)

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“…38,39 However, the anti-influenza activity reported for BA are rare due to its weak activity. 40,41 For example, a report by Baltina illustrates that BA only showed weak anti-influenza activity with IC50 over 200 μM. 40 In brief, α-CD was converted into hexakis (6-deoxy-6-azide-2,3-di-O-acetyl)-α-CD 4…”

Section: Table Of Contents Graphicmentioning

confidence: 99%

Synthesis of a Hexavalent Betulinic Acid Derivative as a Hemagglutinin-Targeted Influenza Virus Entry Inhibitor

et al. 2020

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Naturally occurring pentacyclic triterpenes, such as betulinic acid (BA) and its derivatives, exhibit various pharmaceutical activities and have been the subject of great interest, in particular for their antiviral properties. Here, we found a new anti-influenza virus conjugate, hexakis 6-deoxy-6-[4-N-(3β-hydroxy-lup-20(29)-en-28-oate)aminomethyl-1H-1,2,3-triazol-1-yl]-2,3-di-O-acetyl-α-cyclodextrin (CYY1-11, 1), in a mini library of pentacyclic triterpene–cyclodextrin conjugates by performing a cell-based screening assay and then exploring the underlying mechanisms. Our results showed that conjugate 1 possessed a high-level activity against the influenza virus A/WSN/33 with an IC50 value of 5.20 μM (SI > 38.4). The study of the mechanism of action indicated that conjugate 1 inhibited viral replication by directly targeting the influenza hemagglutinin protein (K D = 1.50 μM), thus efficiently preventing the attachment of the virion to its receptors on host cells and subsequent infection. This study suggests that multivalent BA derivatives have possible use as a new class of influenza virus entry inhibitors.

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Section: Table Of Contents Graphicmentioning

confidence: 99%

Synthesis of a Hexavalent Betulinic Acid Derivative as a Hemagglutinin-Targeted Influenza Virus Entry Inhibitor

et al. 2020

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“…Antioxidant (Arbab et al, 2016;Singh, Jain, & Jain, 2010). Antiviral (Baltina et al, 2003). Antiplasmodic (El-Hadi, Barki, Yousif & Hassan, 2010;Simonsen et al, 2001).…”

Section: Aerva Javanicamentioning

confidence: 99%

Ethnobotanical, Phytochemical, and Biological Study of Tamarix aphylla and Aerva javanica Medicinal Plants Growing in the Asir Region, Saudi Arabia

Suleiman

2019

Tropical Conservation Science

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In this study, Tamarix aphylla and Aerva javanica, plants used in folkloric medicine in the Asir region of Saudi Arabia were studied ethnobotanically, chemically, and biologically to assess their medicinal uses, phytochemical constituents, and biological activities. Ethnobotanical data were collected using semistructured interviews and the use values were calculated. A total of 61 informants were interviewed and results indicated high-value uses (0.9 and 0.7) for the plants. Phytochemical investigation indicated that the plants contained most of the phytochemicals that were tested for. The antioxidant activity was examined by assaying total phenolic content, 1,1-Diphenyl-2-picrylhydrazyl (DPPH), and hydrogen peroxide (H 2 O 2) radical scavenging activity. .The bark extract of T. aphylla showed the best antioxidant effect in total phenolic content, DPPH, and H 2 O 2 assays (278.02 AE 0.16 mg GAE/100 g; The half-maximal inhibitory concentration (IC 50): DPPH, 18.39 AE 0.62 lg/mL; H 2 O 2 , 252.94 AE 1.86 lg/mL), followed by extract of the A. javanica aerial parts (228.60 AE 2.09 mg GAE/100 g; IC 50 : DPPH, 28.54 AE 0.53 lg/mL; H 2 O 2 , 154.17 AE 0.78 lg/mL) compared with ascorbic acid (DPPH: 27.27 AE 0.11 lg/mL; H 2 O 2 : 164.9 AE 0.37 lg/mL). The disc diffusion method performed for antimicrobial activity revealed weak activities in T. aphylla and A. javanica extracts (100 lg/mL) against six human pathogens. It was concluded that these plants possess therapeutic potential in the treatment of 18 types of ailments, which are important phytochemical constituents and antioxidant activities that justify their therapeutic uses in traditional medicine. Thus, this study laid sufficient background for further pharmacological research on extracts of these plants.

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“…Licorice (G. glabra) is one of the most important crude drugs in the world, and its major triterpene saponin, glycyrrhizin, is a well-known natural sweetener and pharmaceutical (Gibson 1978;Shibata 2000). In addition, extracted licorice, containing glycyrrhizin, is used as an additive for flavoring and sweetening tobacco, candies, chewing gum, toothpaste, and beverages all around the world (Baltina et al 2003;Rauchensteiner et al 2005). G. glabra and G. uralensis are known to be the major glycyrrhizin-producing species (Shibata 2000).…”

Section: Introductionmentioning

confidence: 99%

In vitro studies on protective effect of Glycyrrhiza glabra root extracts against cadmium-induced genetic and oxidative damage in human lymphocytes

Dirican

Türkez

2013

Cytotechnology

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Cadmium is a modern environmental contaminant that is toxic and carcinogenic. Glycyrrhiza glabra is a traditional medicinal herb which grows in the various parts of the World. Recent studies demonstrated that G. glabra has antifungal, antimicrobial, antioxidant, and powerful antiinflammatory features. The purpose of this study was to investigate the genetic safety of extracts from G. glabra and its effects on cadmium (as CdCl 2 ) induced genotoxicity. Therefore we evaluated the capability of G. glabra extract to inhibit the rate of micronucleus (MN), sister chromatid exchange (SCE) formations induced by CdCl 2 . Moreover, to assess the effects of G. glabra on cell viability and oxidative status, we performed 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) and total antioxidant capacity (TAC) assays. Our results showed that there were significant increases (P \ 0.05) in both SCE and MN frequencies of cultures treated with CdCl 2 (5 ppm) as compared to controls. However, co-application of G. glabra extract (5, 10 and 20 ppm) and CdCl 2 resulted in decreases of MN and SCE rates as compared to the group treated with CdCl 2 alone. Again, the results of MTT and TAC assays clearly indicated dose dependent ameliorative effects of G. glabra extracts against CdCl 2 toxicity. In conclusion, this study demonstrated for the first time that G. glabra extracts provided increased resistance of DNA against CdCl 2 induced genetic and oxidative damage in human lymphocytes. So, the risk on target tissues of CdCl 2 could be reduced and ensured early recovery from its toxicity.

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Lupane Triterpenes and Derivatives with Antiviral Activity

Cited by 14 publications

References 1 publication

Synthesis of a Hexavalent Betulinic Acid Derivative as a Hemagglutinin-Targeted Influenza Virus Entry Inhibitor

Synthesis of a Hexavalent Betulinic Acid Derivative as a Hemagglutinin-Targeted Influenza Virus Entry Inhibitor

Ethnobotanical, Phytochemical, and Biological Study of Tamarix aphylla and Aerva javanica Medicinal Plants Growing in the Asir Region, Saudi Arabia

In vitro studies on protective effect of Glycyrrhiza glabra root extracts against cadmium-induced genetic and oxidative damage in human lymphocytes

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