V. A. Raldugin

Phenolic compounds from Filipendula ulmaria

A chromatographically inseparable crystalline mixture of the previously undescribed quercetin-4′-O-β-galactopyranoside and the known quercetin-3-O-β-glucopyranoside (isoquercitrin) in a 7:5 ratio was isolated from the extract of the aerial part of Filipendula ulmaria (L.) Maxim.

Sesquiterpene lactones and flavonoids from Artemisia albida

The five known lactones matricarin, austricin, canin, and achillin guaianolides and argolide germacranolide and the two flavonoids eupatilin and its 7-O-methyl ester were isolated for the first time from the aerial part of Artemisia albida Willd. The structure of eupatilin was confirmed by an x-ray structure analysis.

Components of Artemisia pontica

Chemical components from the aerial part of the Kazakhstan population of Artemisia pontica, from which the rarely encountered flavonoids 7-O-methyl- and 4′,7-di-O-methyl-esters of apigenin were isolated for the first time, were identified. The complete chemical composition of the essential oil was established using GC-MS.

3-Oxocostusic acid fromArtemisia altaiensis

From the epigeal part ofArtemisia altaiensis Krash. we have isolated 3-oxocostus acid (selina-4,11(13)-dien-3-on-12-oic acid), the structure of the molecule of which has been confirmed by x-ray structural analysis, while its absolute configuration has been established from the results of circular dichroism.

Preparation and structure elucidation of two minor products from reaction of arglabin with chloroform in the presence of a crown ether

A pentachloro derivative, the structure of which was proved by x-ray structure analysis, in addition to a new dichlorocarbene derivative were obtained for the first time by dichlorocyclopropanation of arglabin guaianolide. The stereochemistry of the principal reaction product was established.

18-Succinyloxyabieta-8,11,13-triene as a new component from green shoots of the Siberian fir

A new diterpene derivative, 18-succinyloxyabieta-8,11,13-triene, was isolated from the acidic fraction of the extract from wood greens of a Siberian fir. The chemical structure of the molecule was established on the basis of spectroscopy and confirmed by partial synthesis from abieta-8,11,13-trien-18-ol.

First synthesis of dialkyl phosphonate derivatives of sesquiterpene α-methylene-γ-lactone

The stereoselective synthesis of two phosphorus-containing derivatives of the known guaianolide arglabin was carried out for the first time. The molecular structures of these products were established based on the spectroscopic data and the results of X-ray diffraction analysis of one of these compounds.

Ajanolide A, a new germacranolide fromAjania fruticulosa

A new germacranolide, ajanolide A, was isolated from aerial parts ofAjania fruticulosa by means of extraction with CHCl3 and adsorption chromatography. This compound was identified as (1(10)E,3S,4Z,6R,7S,11R)-3-acetoxygermacra-1(10),4-dien-12,6-olide ((1S,7S,10R,13R)-7-acetoxy-4,8,13-trimethyl-11-oxabicyclo[8.3.0]trideca-4(E),8(Z)-dien-12-one) by X-ray diffraction analysis. 2D1H−1H (COSY) and13C−1H (COSY) NMR spectroscopy was used for assigning the1H and13C NMR signals in the spectra of ajanolide A.

4-Epiashantin from Artemisia sieversiana

Fitokhimiya, 100009, Karaganda, Gazalieva, 4, fax 8(3212) 43 37 73, e-mail: arglabin@phyto.kz; 3) N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, 630090, Novosibirsk, prosp. Akad. Lavrent′eva, 9, fax (3832) 34 47 52, e-mail: raldugin@nioch.nsc.ru. Translated from Khimiya Prirodnykh Soedinenii, No. 2, p. 192, March-April, 2007. Original article submitted October 9, 2006.

Synthesis of Dihalocarbene Derivatives of Arglabin

Dibromocarbene and bisdichlorocarbene derivatives of the available sesquiterpene lactone arglabin were synthesized for the first time. The structures of the molecules were established by spectra methods and XSA.