Structure of dimethylaminodihydroarglabin hydrochloride

Fazylova, A. S.; Itzhanova, Kh. I.; Kulyyasov, A. T.; Турдыбеков, К. М.; Адекенов, С. М.

doi:10.1007/bf02234851

Cited by 7 publications

(4 citation statements)

References 2 publications

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“…similar to that of previously studied arglabin molecules [6] and a dimethylamino-hydrochloride derivative of arglabin [7]. The difference in the values of the corresponding torsion angles is less than 10°.…”

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confidence: 86%

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Synthesis of Dihalocarbene Derivatives of Arglabin

et al. 2005

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confidence: 86%

“…Although this product was crystalline, suitable crystals for an XSA could not be obtained. Its stereochemistry is assumed to be that of 3 taking into account the known stereochemistry of electrophilic addition to 1 [7,8]. It occurs from the β-side at the tri-substituted double bond and from the α-side at the exomethylene.…”

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confidence: 99%

Synthesis of Dihalocarbene Derivatives of Arglabin

et al. 2005

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“…Reaction of 1 with an ethanolic solution of dimethylamine 22 (Scheme ) followed by acidic work‐up (HCl) gave low yields of 2.HCl 23. Reaction of 1 , however, with Dimcarb 24, 25 in dry acetonitrile for one day gave 82% of isolated 2 .…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Biological Evaluation of Antitumor‐Active Arglabin Derivatives

Csuk

Heinold

Siewert

et al. 2011

Archiv der Pharmazie

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Arglabin derivatives varied at the endo- or exo-cyclic double bond were synthesized and studied in a colorimetric sulforhodamine B assay for their cytotoxicity. Variations on the endocyclic double bond led to compounds of reduced cytotoxicity whereas derivatives from the reaction of the α-methylene-γ-butyrolactone moiety led to compounds of similar or only slightly reduced cytotoxicity but different, cell line-dependent selectivity. In addition, arglabin is an excellent starting material for the synthesis of the guaianolide arborescin.

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“…On the basis of this compound some new amino derivatives 146-148 and epoxide -149-150 were synthesized. The structure of hydrochloride 13-dimethylamino derivative arglabin 152 was determined by X-ray analysis [78].…”

Section: Nitrogen-and Sulphur-containing Sesquiterpene Lactonesmentioning

confidence: 99%

Heteroatom-Containing Natural Sesquiterpene Lactones and Methods for their Obtaining

Адекенов¹,

Атажанова²

2013

Eur Chem Tech J

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This review shows the data about isolated heteroatom-containing sesquiterpene lactones from various genera of Asteraceae family, natural occurence, isolation methods and their biological activity. Chlorinecontaining sesquiterpene lactones were isolated from genera of Artemisia L., Achillea L., Acroptilon Cass, Centaurea L., Chartolepis Cass, Eupatorium L., Jurinea Cass, Rhaponticum Adams, Saussurea DC. The greatest quantity of chlorine-containing sesquiterpene lactones were isolated from Centaurea genus. 25 new sesquiterpene lactones with chlorine atom in molecule were isolated and characterized. The sesquiterpene lactones, which in their structure contained a sulphur atom as a component of various alkoxyl-, thiohydroxygroups and acid residues, were isolated from genera of Eupatorium L., Petasites Mill, Helenium L., Acritopappus R.M. King and H. Rob., Arctium L., Saussurea DC. Nitrogen atom in the structure of natural sesquiterpene lactones is present in the form of amino groups as a part of ester groups as well as amino acids as Michael adducts. Nitrogen-containing sesquiterpene lactones were isolated from Acanthospermum Schrank, Saussurea DC. Isolated heteroatom-containing sesquiterpene lactones possess bactericidal, antifungal, cytotoxic, antiviral, virucidal, antiulcer and others activities. Another method for obtaining heteroatom-containing sesquiterpene lactones is a directed synthesis of chlorine-, fluorine-, bromine-, sulphur- and nitrogen-containing sesquiterpene lactones. On the basis of sesquiterpene lactone artemisinin known as an effective antimalarial preparation, we synthesized over 200 derivatives, among which fluorine-, chlorine-, bromine-, nitrogen-, sulphur- and azide-containing derivatives of artemisinin were obtained.

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Structure of dimethylaminodihydroarglabin hydrochloride

Cited by 7 publications

References 2 publications

Synthesis of Dihalocarbene Derivatives of Arglabin

Synthesis of Dihalocarbene Derivatives of Arglabin

Synthesis and Biological Evaluation of Antitumor‐Active Arglabin Derivatives

Heteroatom-Containing Natural Sesquiterpene Lactones and Methods for their Obtaining

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