Announcement about the defense of the Doctor of Philosophy (PhD) thesis of Makhmudova Markhabokhan Makhamadjonovna

The title of the dissertation of doctor of philosophy (PhD) has been registered by the Supreme

Attestation Commission at the Cabinet of Ministers of the Republic of Uzbekistan with registration numbers of В2022.1.PhD/K131.

The dissertation has been prepared at the Institute of Chemistry of Plant Substances The abstract of the dissertation is posted in three (Uzbek, Russian, English (resume)) languages on the website of the Scientific Counsil (www.uzicps.uz) and on the website of «ZiyoNet» information and educational portal (www.ziyonet.uz).

Scientific supervisor: Bobaev Isomiddin Davronovich

doctor of sciences in chemistry, senior researcher

 

Official opponents: Gafurov Makhmudjan Bakievich

doctor of sciences in chemistry, senior researcher

 

Nishanbaev Sabirjan Zaripbaevich

doctor of sciences in chemistry

 

Leading organization: Tashkent Pharmaceutical Institut

 

INTRODUCTION (abstract of the dissertation for Doctor of Philosophy (PhD))

The aim of the study is to extract cucurbitacins from Citrullus colocynthis, as well as witasteroids and triterpenes from Datura stramonium, Physalis angulata and Silene viridiflora, to establish their structures and to determine their biological activity.

The object of the study was to isolate cucurbitacins, monosaccharides, witasteroids, triterpenes contained in the fruit pulp of the cultivated plant Citrullus colocynthis, the aerial part of the wild plants Datura stramonium, Physalis angulata, Silene viridiflora.

The scientific novelty of this research work was the study, for the first time, the chemical composition of the fruit pulp of the plant, Citrullus colocynthis, introduced to Uzbekistan, and the isolation of the previously reported cucurbitacin E, 2-O-в-Dglucopyranosyl cucurbitacin E, в-sitosterols, mannitol. The structures of the isolated compounds were identified by comprehensive NMR spectral analysis.

It is important to mention that this is the first report of daturamethelene H from the leaves of the Datura stramonium plant whose chemical structure was established as 14б-hydro-(20S,22R)-22,26-epoxy-27-[(в-glucopyranosyl)-oxy]ergosta-2,4,6,24-tetraen-1,26-dione. Moreover, the previously described witasteroids, daturalactone, witastramonolide, (22R)-27-hydroxy-7б-methoxy-1-oxovita-3,5,24-triene-olid, (22R)-7a,27-dihydro-hydroxy-1-oxovita-2,5,24-trienolide, daturataturin A were also isolated.

HPLC-MS analysis of the n-butanol fraction of the ethanol extract of the D.stramonium plant resulted in the identification of seven secondary metabolites viz. agmatine (0.027%), 4-trimethylammoniobutanal (0.083%), 6,7-epoxy-5,12-dihydroxy-1- oxovita-(5б, 6б, 7б, 12б, 22R)-2, 24-dienolide (0.057%), 8-methyl-8-azabicyclo [3.2.1] octane-3,6-diol; ((1R*,3S*,6S*,7R*)-form, 3-tigloyl, 6-propanoyl (0.062%), 3-phenylacetoxy-6-hydroxytropane (0.030%), 6-hydroxyhyoscyamine, (2'S, 3S, 6S) (0.031%), 8-methyl-8-azabicyclo[3.2.1]octane-3,6-diol, (1R,3R,5R,6R) 6-tigloyl (1.068%), 7-epoxy-5,12-dihydroxy-1-oxovita-(5б, 6б, 7б, 12б, 22R)-2, 24-dienolide, 4-trimethylammoniobutanal, 8-methyl-8-azabicyclo[3,2,1]octane -3,6-diol, (1R,3R,5R,6R)-6-tigloyl as major components.

Moreover, the essential oil from the aerial part of the D. stramonium plant was extracted, for the first time, by hydrodistillation and whose 17 components were identified.

Seven previously reported compounds from the aerial part of the Physalis angulata plant were isolated and identified: 14б-hydroxyiixocarpanolide, 24, 25-epoxywithanolide D, vamonolide, fizangulide, fizangulide B, angunolide and 4-oxoangunolide.

In this thesis, the absolute structures of fisangulide B and 14бhydroxyiixocarpanolide were also established by a single-crystal X-ray analysis.

The structures of fisangulide B and 14б-hydroxyiisocarpanolide, isolated for the first time from Silene viridiflora, were established using 1D (1H and 13C) and 2D42 (COSY, NOESY, TOCSY, HSQC, HMBC) NMR spectral analysis. These compounds have never been reported from plants of the genus Silene Implementation of research results. The results of the study of the chemical composition and biological activity of the plants Citrullus colocynthis, Datura stramonium, Physalis angulata, Silene viridiflora led to the development of a method for obtaining the substance “colosumacin” based on cucurbitacin and mannitol, isolated from the plant C. colocynthis, which is used for the treatment of diabetes mellitus and was received a patent for the invention of the Intellectual Property Agency of the Republic of Uzbekistan (November 29, 2019, No. IAP 06069). As a result, the medicinal substance “colosumacin” was developed for the treatment of diabetes mellitus;

The absolute structures of physangulide B (07/09/2021, deposit number 2095477) and 14б-hydroxyiisocarpanolides (07/09/2021, deposit number 2095478), isolated from the plant Ph. Angulata, were established using a single-crystal X-ray diffraction analysis. As a result, scientists in this field have the opportunity to use information about the structure, nature, intermolecular interaction and analysis of substances obtained by X-ray diffraction analysis.

The laboratory regulations for the anti-inflammatory medicinal substance 5% “Angunalit” in the form of a gel were approved, which obtained on the basis of fisangulide B, isolated from the plant Ph. angulata.

As a result, new anti-inflammatory components have been identified;

The structure and volume of the thesis. The dissertation contains the following parts: introduction, three chapters, conclusion, list of references and supplement. The volume of the thesis is 122 pages.

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