Antituberculosis activity of glycosides from Stevia rebaudiana and hybrid compounds of steviolbioside and pyridinecarboxylic acid hydrazides

Sharipova, R. R.; Strobykina, I. Yu.; Mordovskoi, G. G.; Честнова, Р. В.; Миронов, В. Ф.; Катаев, В. Е.

doi:10.1007/s10600-011-9779-6

Cited by 20 publications

(6 citation statements)

References 22 publications

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“…The specified chemical shifts and coupling constants agree with published data [7][8][9][11][12][13].…”

supporting

confidence: 87%

“…It is interesting to note that, along with a sweet taste, stevioside I, the dominant glycoside of S. rebaudiana shows a broad-spectrum biological activity [2,3], but, to our knowledge, most effort on chemical and enzymatic modifications of both stevioside I and glycosides from other plants of the genus Stevia was directed to sweetness enhancement and limited to variation of the number of carbohydrate moieties attached to the aglycone [1,3]. An exception is the S. rebaudiana glycoside steviolbioside II [4] which was transformed into amides, esters, and hydrazides [5][6][7][8][9]. It will be emphasized that the authors of these works functionalized no other groups in steviolbioside II but carboxyl.…”

mentioning

confidence: 99%

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Functionalization of the double bond in the glycoside of the Stevia rebaudiana plant steviolbioside, as a way to macrocyclic glycosides

et al. 2015

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The С 16 =С 17 bond in the glycoside steviolbioside from the plant Stevia rebaudiana was oxidized for the first time. Ketone, thiosemicarbazone, and oxime of steviolbioside with a heptaacetylated sophorosyl fragment, as well as binuclear and tetranuclear macrocyclic derivatives of this rebaudioside were synthesized.The 1 Н NMR spectra of glycosides I-VI show characteristic signals of the С 20 Н 3 (0.99-1.23 ppm) and С 18 Н 3 protons (1.24-1.34 ppm), as well as the С 14 Н α proton as doublet at 2.70 ppm in stevioside I and as doublet of doublets at 2.46-2.56 ppm in glicosides II, IV. The anomeric protons of the sophorosyl fragment

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“…The specified chemical shifts and coupling constants agree with published data [7][8][9][11][12][13].…”

supporting

confidence: 87%

mentioning

confidence: 99%

Functionalization of the double bond in the glycoside of the Stevia rebaudiana plant steviolbioside, as a way to macrocyclic glycosides

et al. 2015

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“…Stevia constituents could also be used as starting points for the obtention of semi-synthetic derivatives. For instance, Sharipova et al explored the effects on Mycobacterium tuberculosis of stevioside and steviolbioside plus hybrid compounds derived from steviolbioside and isoniazid or nicotinic acid hydrazide, finding that the hybrid compounds displayed modest activity against such pathogen (Sharipova et al 2011).…”

Section: Antimicrobial Activitymentioning

confidence: 99%

Potential medicinal effects and applications of stevia constituents

Talevi¹

2021

Phytochem Rev

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The application of stevia glycosides in the food industry has grown steadily in the last two decades. Besides the use of its constituents as natural sweeteners, increasing attention has been given to their potential health benefits and therapeutic applications. Whereas in some cases clinical studies have been realized (prominently, to investigate its hypoglycemic and antihypertensive activity) many of them have failed to cover the expectations from preclinical investigations. Here, we review current knowledge on stevia constituents' pharmacokinetics (both in rodents and in humans) and some of the most profusely investigated potential medical/health-related applications: i.e. diabetes and metabolic syndrome, hypertension, antimicrobial and anticancer activity. The outcome of available clinical studies and the perspectives of Stevia therapeutic uses are discussed in connection with pharmacokinetics knowledge.

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“…Stevioside is now widely used as a non-nutritive sweetener, particularly for anti-diabetic drinks. Its biological activity has been reviewed 90 whilst some derivatives have shown moderate anti-tubercular activity, 91 Some further steviol glycosides have been isolated from Stevia rebaudiana. 92,93 The bio-transformation of an isosteviol ring D lactam has been investigated.…”

Section: Pimaranesmentioning

confidence: 99%