Jaromir Budzianowski

Phenylpropanoid esters from Lamium album flowers

Two phenylpropanoid glycosides, a new one, lamalboside (2R-galactosylacteoside) and the known acteoside, the flavonol p-coumaroylglucoside, tiliroside, 5-caffeoylquinic acid (chlorogenic acid), along with rutoside and quercetin and kaempferol 3-O-glucosides were isolated from the flowers of Lamium album. Esters of glycosides were obtained as mixtures of trans/cis isomers. The presence of flavonoid p-coumaroylglucosides links Lamium to other members of the subfamily Lamioideae.

Ellagic acid derivatives and naphthoquinones of Dionaea muscipula from in vitro cultures

Abstract From Dionaea muscipula , obtained by in vitro culture, the known compounds plumbagin, chloroplumbagin and 8,8′-biplumbagin as naphthoquinones, 1- O - β -galloylglucose, ellagic acid, 3- O -methylellagic acid, 3,3′-di- O -methylellagic acid and its 4- O -glucoside, and a new compound, the 4,4′-di- O -glucoside of 3,3′-di- O -methylellagic acid, were isolated. The assignments of NMR resonances of 3,3′-di- O -methylellagic acid 4- O -glucoside were substantiated by correlation techniques.

Kaempferol glycosides from Hosta ventricosa

Leaves of Hosta ventricosa yielded eight kaempferol glycosides, of which six: the 3-(2G-glucosylrutinoside)-7-glucoside, 3-sophoroside-7-glucoside, 3-rutinoside-7-glucoside, 3-(2G-glucosylrutinoside), 3-sophoroside, 3-rutinoside were fully characterized and two: the 3-xylosylrutinoside-7-glucoside and 3-xylosylrutinoside were tentatively identified. Investigations included 1H-1H COSY and 1H-1H 2D J NMR analysis.

Naphthalene glucoside and other phenolics from the shoot and callus cultures of Drosophyllum lusitanicum.

The callus and, for the first time established, shoot cultures of Drosophyllum lusitanicum Link. (Droseraceae) yielded new naphthalene glucoside-5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid 5-O-beta-glucoside (drosophylloside) and 5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid methyl ester besides other phenolics like naphthalenes-5-hydroxy-4-methoxy-2-naphthalenecarboxylic acid (ancistronaphthoic acid B), hydroplumbagin 4-O-glucoside, naphthoquinones-plumbagin and 3-chloroplumbagin, C-glycosylflavones- vitexin, isovitexin, orientin and isoorientin. The pattern of phenolics found supports affinity of Drosophyllum to the families-Droseraceae, Ancistrocladaceae and Dioncophyllaceae.

Naphthohydroquinone glucosides of Drosera rotundifolia and D. intermedia from in vitro cultures

Rossoliside (7-methylhydrojuglone 4-O-glucoside) was isolated from Drosera rotundifolia, together with hydroplumbagin 4-O-glucoside, from D. intermedia, both of which were produced by in vitro micropropagation. Hydroplumbagin glucoside released the corresponding 1,4-naphthoquinone (plumbagin) more rapidly than rossoliside (7-methyljuglone). These glucosides can be detected in plant extracts by reversed-phase TLC and appearance of the corresponding free quinones after treatment with β-glucosidase.

C-galactosylflavones from Polygonatum multiflorum

Abstract 8-C-Galactosylapigenin and 6-C-galactosyl-8-C-arabinosylapigenin were isolated from the leaves of Polygonatum multiflorum (L.) All. Structural assignments for the latter compound were made on the basis of mass, CD and 13C-NMR spectra.

Naphthoquinones of Drosera spathulata from in vitro cultures

Abstract From Drosera spathulata obtained by in vitro culture the known 1,4-naphthoquinones—7-methyljuglone, artefactual 2- and 3-methoxy-7-methyljuglone, together with 7-methyl-1,4,5-trihydroxynaphthalene 4-O-glucoside (rossoliside) were isolated. The structure of the last-named compound, was substantiated by NMR correlation techniques. It was also shown that 7-methyljuglone can be very easily released from rossoliside.

Six flavonol glucuronides from Tulipa gesneriana

Abstract The perianths of Tulipa gesneriana yielded 3-glucosides, 3-gentiobiosides and 3-rutinosides of 7-O-glucuronosylquercetin and 7-O-glucuronosylkaempferol. Isovitexin and 3-glucosides of kaempferol and quercetin were found also.

2-methylnaphthazarin 5-O-glucoside from the methanol extracts of in vitro cultures of Drosera species

The methanol extracts of Drosera rotundifolia and D. spathulata obtained by in vitro micropropagation yielded the new pigment 2-methylnaphthazarin (5,8-dihydroxy-2-methyl-1,4-naphthoquinone) 5-O-glucoside, which is an artefact formed from rossoliside (7-methylhydrojuglone 4-O-glucoside) during extraction with methanol.

6-C-Glucosylnaringenin from Tulipa gesneriana

Abstract 6- C -glucosylnaringenin, the first flavanone derivative found in Liliaceae, was isolated from the perianths of Tulipa gesneriana cv ‘Paradae’.