RESEARCH
INTEREST
Design
and development of new strategies for the synthesis of biologically
active natural products and their analogs. Partial synthesis of aza
analogs of steroid hormones, vitamin D, cholesterol etc. Design and
synthesis of 5alpha-reductase inhibitors. Chemical and spectral properties
of steroidal enamides. Heterocyclic chemistry; biologically active 1-(2-pyrimidyl)piperazine
derivatives. Synthesis of some dimeric steroids, as components of artificial
lipid bilayer membranes. Dimeric steroid-pyrazine marine alkaloids,
bis-steroidal pyrazines, analogs of cephalostatins. Cytotoxic steroidal
saponins, cholestane glycosides. Synthesis of a highly potent antitumor
natural product OSW-1 and its analogs. Structure determination by spectroscopic
methods. Vitamin E studies including some new reactions of alpha-tocopherol,
synthesis of new derivatives of alpha-tocopherol (e.g. glycosides) with
increased amphiphylic properties and better permeability through biological
membranes. Conformational analysis of chroman skeleton by dynamic NMR
and other techniques. Synthesis and structural investigations of alpha-tocopherol
derivatives (NMR in solution and solid state). Chiral pesticides. Development
of new methods for determination of selected pesticide residues.
PUBLICATIONS
Bavouzet
B., Destarac M., Herve P., Wilczewska
A. Z. 2003. Cosmetic composition
comprising a block copolymer. Patent docket No. DRN01046.
Cadena
N., Herve P., Destarac M., Wilczewska
A. Z. 2003. Method for depositing
polymer onto a surface by applying a composition onto said surface.
Patent docket No. DRN01045.
Gryszkiewicz-Wojtkielewicz
A., Jastrzębska I., Morzycki J. W., Romanowska D. B. 2003.
Approaches towards the synthesis of cephalostatins, ritterazines
and saponins from Ornithogalum saundersiae – new natural products with
cytostatic activity.
Current Organic Chemistry 7:
1-22.
Herve
P., Destarac M., Anthony O., Bavouzet B., Joanicot M., Wilczewska A. Z. 2003. Formulation
comprising an ionic compound, a polyionic polymer, and a block copolymer.
Patent docket No. DRN01044.
Anulewicz-Ostrowska
R., Jastrzębska I., Morzycki
J. W., Wójcik J. 2002. An assisted solvolysis of 23-spirostanyl
bromides and tosylates. A new rearrangement of spirostanes to the bisfuran
systems.
J. Org. Chem. 67: 6916-6924.
Destarac
M., Brochon C., Catala J-M., Wilczewska A. Z., Zard S. Z. 2002. Macromolecular design via the interchange of xanthates (MADIX). Polymerization
of styrene with O‑ethyl xanthates as controlling agents. Macromol. Chem. Phys. 203: 2281-2289.
Jastrzębska
I., Katryński K. S., Morzycki
J. W. 2002. Further study on oxidation of pseudosapogenins. Arkivoc IX: 46-54.
Kroszczyński
W., Morzycka B., Morzycki J. W. 2002. Nie kończąca
się historia witaminy D. Wiadomości Chemiczne 56: 793-809.
Krysiński
P., Żebrowska A., Pałys B., Łotowski Z. 2002. Spectroscopic and electrochemical studies
of bilayer lipid membranes tethered to the surface of gold. Journal of the Electrochemical Society
149: 189-194.
Łotowski
Z., Morzycki J. W., Niewczas I. S., Zdanowicz M. 2002. Synthesis of cis and
trans isomers of D-ring linked bis-steroid pyrazines from 16alpha-bromo-17-oxosteroids. Collect. Czech. Chem. Commun. 67: 47-54.
Morzycki
J. W., Wawer I., Gryszkiewicz
A., Maj J., Siergiejczyk L., Zaworska A. 2002. 13C‑NMR study of 4-azasteroids in solution and solid state. Steroids 67: 621-626.
Morzycki
J. W., Wojtkielewicz A. 2002. Synthesis of a cholestane glycoside
OSW-1 with potent cytostatic activity. Carbohydrate Research 337: 1269-1274.
Witkowski
S. 2002. Działanie destrukcyjne
wolnych rodników na błony komórkowe. Rola ochronna witaminy E. Farmacja Polska 56: 922-28.
Witkowski
S., Knaś M., Wałejko P.,
Zwierz K., Dudzik D. 2002. Badanie
szybkości rozpadu glikozydów alfa-tokoferolu w homogenatach tkanek szczura.
Farmacja Polska 56: 977-8.
Witkowski
S., Wałejko P. 2002. Studies in the acid catalysed glycosylation of
alpha-tocopherol. Z. Naturforsch., 57b: 571-78.
Witkowski
S., Wałejko P., Jóźwik M. 2002. Badanie
wpływu rozpuszczalników na peroksydację lipidów w homogenacie mózgu
wołowego. Farmacja Polska 56: 979-80.
Witkowski
S., Wawer I. 2002. 13C NMR Studies of conformational
dynamics in alpha-tocopherol esters
in solution and solid state. J. Chem. Soc., Perkin Trans. 2: 433-436.
Tarasów
E., Siergiejczyk L., Panasiuk
A., Kubas B., Prokopowicz D., Walecki J. 2002. Zastosowanie spektroskopii protonowej MR do
badań wątroby in vivo u osób
zdrowych. Med.
Sci. Monit. 8: 36-40.
Żebrowska
A., Krysiński P., Łotowski Z. 2002. Electrochemical studies of blocking
properties of solid supported tethered lipid membranes on gold. Bioelectrochemistry 56: 179-184.
Łotowski
Z., Maj J., Morzycki J. W. 2001. 3-Bromomethylcholest-2-ene
and its reactions.
Chem. Papers 55: 118-120.
Morzycki
J. W., Gryszkiewicz A. 2001. Synthesis of the potent
antitumor saponin OSW-1 aglycone. Polish J. Chem. 75: 983-989.
Morzycki
J. W., Gryszkiewicz A., Jastrzębska I. 2001. Neighboring
group participation in epoxide ring cleavage in reactions of some 16alpha,17alpha-oxidosteroids
with lithium hydroperoxide, Tetrahedron 57: 2185-2193.
Morzycki
J. W., Jastrzębska I. 2001. Novel transformation of
23-bromosapogenins. Synthesis of
(22S,23R)-22-hydroxy-23,26-epoxyfurostanes. Tetrahedron Letters 42: 5989-5991.
Morzycki
J. W., Maj J., Nikitiuk A., Kwolek G., Malinowska B. 2001. Three
new derivatives of 3-amino-1,2-propanediol; their spectral properties
and biological evaluation.
Acta Poloniae Pharmaceutica 58: 249-256.
Taton
D., Wilczewska, A. Z. Destarac M. 2001. Direct synthesis of double hydrophilic statistical di- and triblock copolymers
comprised of acrylamide and acrylic acid units via the MADIX process. Macromol. Rapid Commun. 22: 1497-1503.
Wałejko P., Żołek T., Witkowski S., Wawer I. 2001. Investigation of conformational
effects in glycosides of alpha-tocopherol derivatives by means of NMR
spectroscopy and Molecular Modelling. Molecular
Physics Reports 33: 70-73.
Wawer I., Witkowski
S. 2001. Analysis of solid state 13C NMR spectra of
biologically active compounds,
Curr. Org. Chem. 5: 191-203.
Witkowski S. 2001. Strukturalne aspekty aktywności biologicznej witaminy E. Farmacja
Polska 57: 714-718.
Witkowski S., Anulewicz-Ostrowska R., Krygowski
T. M. 2001. Water molecules as a gluing factor in organic crystals. Part 2. Crystal
and molecular structure of 6-acetoxy-2,5,7,8-tetramethylchroman-2-carboxylic
acid monohydrate. Pol. J Chem. 75: 883-888.
Witkowski
S., Wałejko P. 2001. Synthesis of alpha-tocopheryl
glycosides. Z. Naturforsch. 56b: 411-415.
Witkowski S., Wawer I. 2001. Cross-polarisation MAS 13C
NMR in 2,2,5,7,8-pentamethylchroman-6-ol, alpha-tocopherol model compound. Molecular Physics Reports 33: 74-77.
Wilczewska A., Destarac M., Zard S. Z., Kalai Ch., Mignani G. Procédé de réduction radicaler de fonctions
dithiocarbonylées ou dithiophosporylées portées par un polymère.
Zgłoszenie
patentowe RHODIA CHIMIE France 01,
11496 (05.09.2001).
Wilczewska A., Destarac M., Zard S. Z., Kalai Ch., Mignani G. Procédé de synthèse de polymères
a functions thiols. Zgłoszenie patentowe
RHODIA CHIMIE France 01, 11494 (05.09.2001).
Kalinowski S., Łotowski Z., Morzycki J. W. 2000. The influence of bolaamphiphilic
steroid dimer on the formation and structure of bilayer lipid membranes. Cellular &
Molecular Biology Letters 5: 107-128.
Łotowski
Z., Dubis E. N., Morzycki J. W. 2000. Functionalization of dimeric cholestanopyrazines at the
quasi-benzylic position.
Monatsh. Chem. 131: 65-71.
Morzycki
J. W., Gryszkiewicz A., Chilmonczyk Z., Cybulski J., Szelejewski
W. Sposób otrzymywania pochodnych 16alfa,17beta-dihydroksy-steroidowych
do syntez saponin OSW. Zgłoszenie patentowe P-338496 (18.02.2000).
Morzycki
J. W., Gryszkiewicz A., Jastrzębska I. 2000. Some
reactions of 16alpha,17alpha-oxido-steroids: a study related to the
synthesis of the potent anti-tumor saponin OSW-1 aglycone. Tetrahedron Letters 41: 3751-3754.
Popławski
J., Łozowicka B., Dubis A. T., Lachowska
B., Witkowski S., Siluk D., Petrusewicz J., Kaliszan R., Cybulski
J., Chilmonczyk Z. 2000. Synthesis
and hypolipidemic antiplatelet activities of alpha-asarone isomers in humans (in vitro), mice (in vivo), and rats (in
vivo). J.
Med. Chem. 43: 3671-3676.
Siergiejczyk
L., Popławski J., Łozowicka B., Dubis A., Lachowska B. 2000. 1H
and 13C NMR spectral analysis of (E)-asarone and its isomers, Magn. Reson.
Chem., 38: 1037-1038.
Wałejko
P., Witkowski S., Wawer I., Szczepanik T. 2000. 1H
and 13C NMR studies of vitamin E glycosides stereochemistry, Mol. Phys.
Rep. 29: 192-194.
Witkowski
S., Maciejewska D., Wawer I. 2000. 13C
NMR studies of conformational dynamics in 2,2,5,7,8-pentamethylchroman-6-ol
derivatives in solution and the solid state. J. Chem. Soc., Perkin Trans. 2: 1471-1776.
Quiclet-Sire B.,
Wilczewska A. Z., Zard S. Z. 2000. A practical process for polymer-supported synthesis.
Tetrahedron Lett. 41:
5673-5677.
Dubis
E. N., Dubis A. T., Morzycki
J. W. 1999. Comparative analysis of plant cuticular
waxes using HATR FT-IR reflection technique. Journal of Molecule Structure:
173-179.
Koronkiewicz
S., Bryl K., Witkowski S., Wałejko
P. 1999. Changes of structural and dynamic properties of model lipid
membranes induced by tocopherols. Natural Sciences: 19-33.
Łotowski
Z., Gryszkiewicz A., Borowiecka J. B., Nikitiuk A., Morzycki J. W. 1999. A facile synthesis
of symmetrical dimeric steroid-pyrazines. J. Chem. Research (S): 662-663.
Morzycki
J. W., Chilmonczyk Z., Cybulski J., Zaworska A., Szelejewski W.,
Dzikowska J. Sposób otrzymywania 17-podstawionych pochodnych
3-okso-4-aza-5-androstanu. Patent PL 177095 B1 (30.09.1999).
Dubis A. T., Łotowski Z., Siergiejczyk L., Wilczewska A. Z., Morzycki J. W. 1998.
Study of hydrogen bonding in nitro enamides. J. Chem. Research (S): 170-171; (M): 813-821.
Grzegorzewski P., Koladkiewicz I., Morzycki J. W., Sicinski R. R. 1998. Synthesis
and photochemical transformations of 19-phenylsulfonyl provitamin D
analogue. Collect. Czech. Chem. Commun. 63:
1597-1612.
Łotowski
Z., Morzycki J. W. 1998. Preparation of 7alpha-
and 7beta-methylcholestane derivatives by kinetic separation of the
diastereomeric mixture.
Tetrahedron: Asymmetry 9: 1627-1633.
Morzycki
J. W., Gryszkiewicz A., Łotowski Z., Szczepek W. J. 1998.
Reduction
of 2-nitro-5alpha-cholestan-3-one, its enol tautomer and 2-nitro-5alpha-cholest-2-en-3-amine
derivatives. Synthesis of bis-steroidal pyrazines. Collect. Czech.
Chem. Commun. 63: 1589-1596.
Witkowski S., Wałejko P. 1998. Bromination of alpha-tocopherol acetate. Bull. Pol. Acad. Sci. 46:
349-352.
Witkowski
S., Wałejko P., Wawer I. 1998. 13C CP MAS NMR study of 6-O-(beta-D-glucopyranosyl)- and 6-O-(beta-D-mannopyranosyl)-d-alpha-tocopherols. Solid State Nuclear Magnetic Resonance
10: 123-128.
Plesnar Z., Malanowski
S., Łotowski Z., Morzycki J.
W., Frelek J., Wójcik J. 1997. Stereospecific
association of C-20 epimers of 3beta-hydroxy-16-oxo-24-nor-17-azachol-5-eno-23-nitrile.
Z.
Naturforsch. 52b: 749-756.
Morzycki
J. W., Kalinowski S., Łotowski Z., Rabiczko J. 1997. Synthesis of dimeric steroids
as components of lipid membranes. Tetrahedron 53: 10579-10590.
Morzycki
J. W., Łotowski Z., Stępniowska M., Gryszkiewicz A., Wilczewska A. Z. 1997. Nitration of N-acetyl enamines
with acetyl nitrate.
Tetrahedron 53: 16161-16168.
Morzycki J. W., Wilczewska A. Z. 1997. Electrophilic
reactions of 4-methyl-A-homo-4-azacholest-4a-en-3-one. Tetrahedron
53: 10565-10578.
Witkowski S., Markowska A., Wałejko
P. 1997. Preparation and reactions
of 5-nitromethyl-g-tocopheryl acetate. Pol. J. Chem. 71: 449-453.
Morzycki
J. W., Dąbrowski Z., Trusewicz M., Wilczewska A. Z. 1996. Unusual
oxidation reactions of 7alpha-methyl- and 7alpha-phenylcholest-5-ene-3beta,7beta-diol. Monatsh. Chem. 127: 1283-1289.
Morzycki
J. W., Łotowski Z., Wilczewska A. Z., Stuart J. D. 1996. Synthesis
of 4,17-diazasteroid inhibitors of human 5alpha)-reductase. Bioorganic & Medicinal Chemistry 4: 1209-1215.
Morzycki
J. W., Wilczewska A. Z. 1996. Reactions of 4-azacholest-5-en-3-one,
6-azacholest-4-en-7-one, and their N-methyl derivatives with electrophilic
reagents. Tetrahedron 52:14057-14067.
Morzycki J. W., Wilczewska A. Z., Łotowski Z. 1996. On reaction
of enamides with acetyl nitrate. Tetrahedron Lett. 37: 2079-2082.
Witkowski S., Popławski J. 1996. Oxidation of alpha-tocopherol with dioxane dibromide. Pol. J. Chem.
70: 1448-1452.
Witkowski S., Markowska A. 1996. Nitration of alpha-tocopherol acetate. Pol. J. Chem. 70: 656-657.
Morzycki J. W. 1995. Partial
synthesis of azasteroids. Praca przeglądowa. Polish J. Chem. 69: 321-340.
Morzycki
J. W., Łotowski Z. 1995. Studies on the construction
of the 2-isooctyl side chain in 17-azasteroids. Monatsh. Chem. 126: 119-128.
Morzycki J. W.,
Łotowski Z. 1995. Synthesis of 17-azacholesterol. Heterocycles
41: 931-936.
Morzycki J. W., Łotowski Z., Siergiejczyk L., Lipkowski J., Tabaszewska A., Wójcik J. 1995. Structure of 3beta-hydroxy-16-oxo-24-nor-17-azachol-5-eno-23-nitrile
and its 20S
Epimer.
Steroids 60: 195-203.
Morzycki
J. W., Wilczewska A. Z., Żochowska E., Łotowski Z. 1995. Stereoselective reduction of the double bond in delta5-3-oxo-4-azasteroids.
Heterocycles 41: 2729-2736.
Back T. G., Baron D. L., Morzycki
J. W. 1994. Preparation of
6-azaandrost-4-ene-3,7,17-trione and some related 3-oxygenated 6-azaandrostanes.
Heterocycles 38: 1053-1060.
Morzycki J. W., Łotowski Z. 1994. N-Alkylation of 17-azasteroids.
Steroids 59: 30-33.
Morzycki J. W., Krupska A., Sołowiej M. 1993. Reakcje octanu 7-oksocholesterolu z odczynnikami Grignarda. Badania nad
syntezą pochodnych prowitaminy D3 podstawionych w pozycji
7. Zeszyty FUW 74: tom XI, 25-39.
Morzycki J. W., Obidzińska J. 1993. Reakcja retroaldolowa w układzie
3beta,6beta-diacetoksy-5beta-metylo-9,10‑secocholestano-9,10-dionu.
Zeszyty FUW 74: tom XI, 5-23.
Popławski
J., Lux S., Witkowski S.,
Dubis E., Dubis A., Wróbel J. T., Dmoch J. 1993. Preliminary Isolation
Study of the Colorado Beetle Leptinotarsa Decemlineata Say Body Components
and Their Influence on the Male Behaviour. Bull. Pol. Acad. Sci. 41: 243-248.
Popławski
J., Różański A., Siergiejczyk L. 1993. Determination of anomeric configuration
of 3-acetyl-5-[2-(3,4-dihydroxytetrahydrofuryl)]-2-methylpyrrole by
NMR spectroscopy based on the spectral analysis of a single isomer. Bull. Pol. Ac. Sci., Chem. 41/4:
195-203.
Back T. G., Chau J. H.-L., Codding P. W., Gladstone P. L., Jones D. H.,
Morzycki J. W., Roszak A. W. 1992. A novel stereospecific rearrangement of 3-substituted
B-homo 5-azasteroids to their A-nor analogs. Preparation, stereochemistry
and conformational studies. J. Org. Chem. 57: 4110-4121.
Morzycki J. W., Benedysiuk A., Łaźny R. 1992. Reactions of beta-keto
ester enol ethers with 3‑chloro-peroxybenzoic acid. Polish J. Chem. 66: 1191-1193.
Witkowski S., Rao Y. K., Premchandran R. H., Halushka P. V.,
Fried J. 1992. Total synthesis
of (+)-10,10-difluorothromboxane A2 and its 9,11 and 15 stereoisomers.
J. Am. Chem. Soc. 114: 8464-72.