4/2006 «Вестник МИТХТ»
Федеральное
агентство по
образованию
Вестник
МИТХТ
СОДЕРЖАНИЕ
ХИМИЯ И ТЕХНОЛОГИЯ БИОЛОГИЧЕСКИ АКТИВНЫХ ВЕЩЕСТВ
4/2006 А.Ф. Миронов, М.А. Грин. Сенсибилизаторы бактериохлоринового
август Н.В. Гроза, И.В. Иванов, А.Б. Голованов, Г.И. Мягкова
Химический синтез ω-гидроксипроизводных растительных
жирнокислотных субстратов.……...................................................... 29
Научнотехнический
журнал
Издается
с февраля
2006 г.
Выходит один раз в два
месяца
Учредитель:
МИТХТ
им .М.В.Ломоносова
Главный редактор:
В.С. Тимофеев
Зам. главного
редактора:
А.К. Фролкова
В.В. Фомичев
Редакционная
коллегия:
Р.Р. Биглов
Д.В. Дробот
В.Ф. Корнюшко
Н.Т. Кузнецов
А.И. Мирошников
Ю.П. Мирошников
А.Н. Озерин
Л.А. Серафимов
С.М. Сухорукова
В.А. Тверской
А.Ю. Цивадзе
В.И. Швец
В.Д. Юловская
© МИТХТ им. М.В. Ломоносова
Л.Ю. Гурьева, А.А. Северьянова, Ю.Л. Себякин. Активные
производные D-галактозы и D-лактозы в синтезе
неогликоконъюгатов………………………………………………… 33
Г.А. Желтухина, Е.И. Ефимова, Т.А. Кромова, В.Е. Небольсин.
Синтез и необычно легкая внутримолекулярная циклизация в
ряду аспартильных производных гистамина…................................. 39
О.В.Краденова, Д.А.Круговов, Е.А.Ларкина, Е.П. Ткачевская,
О.Т.Касаикина. Влияние феофорбида а на темновое и
фотоокисление олефинов……………………………………………. 44
А.А. Мезенцева, Е.В. Бурляева, А.Ф. Миронов. Расчеты
квантово-химических параметров производных хлорина с
дополнительными циклами…………………………………………. 50
Н.Г.Морозова, М.А.Маслов, В.В.Мягченков, Г.А.Серебренникова.
Модельный синтез катионного неогликолипида.………………….. 55
Ф.В. Тоукач, И.С. Бушмаринов, Ю.А. Книрель. Новая электронная
база данных по бактериальным углеводам (BCSDB)……………... 59
И.Н.Федулова, Н.В.Новиков, О.А.Угольникова, Н.А.Брагина,
А.Ф.Миронов. Синтез мезо-арилзамещенных липопорфиринов с
целью создания наноразмерных ансамблей с липидами………….. 67
С.В.Цуканов, В.Д.Румянцева, А.Ф.Миронов. Формилирование
металлокомплексов м- и п-изомеров тетраaнизилпорфиринов…… 71
ХИМИЯ И ТЕХНОЛОГИЯ ОРГАНИЧЕСКИХ ВЕЩЕСТВ
Ю.А. Стрижакова, Т.В. Усова, В.Ф. Третьяков. Горючие сланцы
– потенциальный источник сырья для топливно-энергетической и
химической промышленности………………………………………. 76
В.Ф. Третьяков, М.С. Якимова, Т.Н. Мастюнина, Т.Н.Бурдейная.
Биоэтанол – альтернативный источник получения моторных
топлив и химических продуктов……………………………………. 86
Информационные сообщения……………………………………….. 92
Abstract……………………………………………………………....... 93
ряда: перспективы использования в фотодинамической терапии……... 5
ISSN 1819-1487
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4/2006 «Вестник МИТХТ»
Review
MITHT
4/2006
Редакция:
И.М. Агаянц
Ю.А. Наумова
Л.Г. Семерня
CONTENTS
Адрес редакции:
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телефон: (495) 936-82-88
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CHEMISTRY AND TECHNOLOGY OF BIOLOGICALLY ACTIVE COMPOUNDS
А.Mironov, M.Grin. Sensitizers of the bacteriochlorin series:
prospects of the usage in photodynamic therapy……………. 5
N.Groza, I.Ivanov, A.Golovanov, G.Myagkova. Chemical
synthesis of ω-hydroxyderivatives of plant fatty acid
substrates……………………………………………………. 29
L. Guryeva, A. Severyanova, Y. Sebyakin. Active derivatives
based on D – galactose and D – lactose in synthesis of
neoglycoconjugates …………………………………………. 33
G. Zheltukhina, E. Efimova, T. Kromova, V. Nebolsin.
Synthesis and easy intramolecular cyclization in a number of
aspartyl derivatives of histamine……………………………. 39
O. Kradenova, D. Krugovov, E. Larkina, E. Tkachevskaya,
O. Kasaikina. Pheophorbide a effect upon dark- and
photooxidation of olefins……………………………………. 44
A.Mezentseva, E.Burlyeva, A.Mironov. Quantum chemical
parameters calculations for chlorine derivatives with
additional rings………............................................................. 50
N. Morozova, M. Maslov, V. Myagchenkov, G. Serebrennikova.
Model synthesis of cationic neoglycolipid.......................................... 55
F.Toukach, I.Bushmarinov, Y.Knirel. New bacterial
carbohydrate structure database (BCSDB)………………….. 59
I. Fedulova, N. Novikov, O. Ugolnikova, N. Bragina,
A. Mironov. Synthesis of meso-arylsubstituted lypoporphyrins to
design nanosized lipid assembles………………………… 67
S.Tsukanov, V. Rumyantseva, A.Mironov. Formylation of
metallocomplexes of p- and m-tetraanizylporphyrins……….. 71
CHEMISTRY AND TECHNOLOGY OF ORGANIC SUBSTANCE
Yu.Strizhakova, Т. Usova, V.Tretjakov. Oil shale – potential
feedstock for fuel and energy sector and chemical industry… 76
V. Tretjakov, M.Yakimova, T.Mastyunina. Bioethanol – source
for motor fuel components and petrochemicals production…. 86
Abstract………………………………………………………. 93
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ABSTRACT
А.Mironov, M.Grin. Sensitizers of the bacteriochlorin series: prospects of the
usage in photodynamic therapy
Materials
concerning
synthesis and chemical modification of the
bacteriochlorophyll a for 10-15 years past were collected in this review.
Effectiveness of the bacteriochlorin derivatives usage in photodynamic therapy was
discussed. Directional chemical modifications, which lead to increasing of stability,
improvement of photophysic properties and creation of water-soluble
photosensitizers were report.
N.Groza, I.Ivanov, A.Golovanov, G.Myagkova. Chemical synthesis of ωhydroxyderivatives
of plant fatty acid substrates.
A common synthetic procedure for the synthesis of (9Z,12Z)-18-hydroxy-9,12octadecadienoic
acid (18-HODE) and (9Z,12Z,15Z)-18-hydroxy-9,12,15octadecatrienoic
acid (18-HOTrE) – analogues of substrates of plant lipids
oxygenation was developed. The synthetic route is based on formation of
polyacetylenic precursors followed by stereoselective reduction of the triple bonds
on Lindlar’s catalyst.
L. Guryeva, A. Severyanova, Y. Sebyakin. Active derivatives based on
D-galactose and D-lactose in synthesis of neoglycoconjugates.
Synthesis of active derivatives of carbohydrates D-galactose and D-lactose and
neoglycoconjugates on their basis is carried out. For receiving modified glycolipids
the approach with use N-hydroxysuccinimide ethers of carbohydrates is offered.
G. Zheltukhina, E. Efimova, T. Kromova, V. Nebolsin. Synthesis and easy
intramolecular cyclization in a number of aspartyl derivatives of histamine
A series of natural and novel aspartyl derivatives of histamine were obtained by the
classical peptide chemistry methods in a solution. During the synthesis of Nacetylaspartylhistamine
easy and spontaneously cyclization of the protected Ac-AspOBzl
into succinimide derivative was observed even after one day storage.
O. Kradenova, D. Krugovov, E. Larkina, E. Tkachevskaya, O. Kasaikina.
Pheophorbide a effect upon dark- and photooxidation of olefins
Peculiarities of pheophorbide’s a behavior in conditions of photosensitized and dark
oxidation of natural olefin limonene have been analyzed.
It is shown that phaeophorbide a is the photosensitizer of limonene oxidation, but it
does not act upon its dark oxidation and it does not interreact with peroxides.
Although pheophorbide is spent in reactions with radicals formed under H2O2
catalyzed decomposition, and it forms complexes with compounds including zinc
and cobalt.
A.A. Mezentseva, E.V. Burlyeva, A. Mironov. Quantum chemical parameters
calculations for chlorine derivatives with additional rings
Quantum-mechanical calculations are the important tools for forecasting
thermodynamical properties of new photosensitizers which allows to optimize
essentially chemical synthesis in a number of chlorine derivatives. The calculations
were carried out by means of the program MOPAC 7.0.
N. Morozova, M. Maslov, V. Myagchenkov, G. Serebrennikova.
Model synthesis of cationic neoglycolipid
A convenient approach for synthesis of both neutral and cationic carbohydratebased
amphiphiles has been elaborated. Compounds synthesized intended for
target delivery of pharmaceutical substances into eukaryotic cells.
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33
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F.Toukach, I.Bushmarinov, Y.Knirel. New bacterial carbohydrate structure
database (BCSDB).
A new free glycomic database (Bacterial Carbohydrate Structure Database) was
established. It contains data on the structure, bibliography, NMR spectra,
biochemical and other properties of all bacterial carbohydrates reported before
2006. The paper describes the database architecture and interface and BCSDB
structure encoding language.
I. Fedulova, N. Novikov, O. Ugolnikova, N. Bragina, A. Mironov. Synthesis of
meso-arylsubstituted lypoporphyrins to design nanosized lipid assembles
Synthesis of meso-arylsubstituted porphyrins with hydrophobic long chain groups
by using the dipyrromethanes method and monopyrrolic condensation is described.
Data lypoporphyrins possess liquid crystalline properties and will be used to design
supramolecular nanosized lipid assembles.
S.Tsukanov ,V. Rumyantseva, A.Mironov. Formylation of metallocomplexes
of p- and m-tetraanizylporphyrins.
The Vilsmeyer formylation reaction a of metallocomplexes of m- and p- methoxy-substituted
tetraphenylporphyrins was investigated. Formyl derivatives of m-isomers were shown to
form cyclization products not only in solutions but in solid state. Ability to such
transformations decreases in a number Co>Cu>Ni>Pd>Pt.
Yu.Strizhakova, Т. Usova, V.Tretjakov. Oil shale – potential feedstock for
fuel and energy sector and chemical industry
The world oil shale resources and promising ways of their possible commercial
utilization are discussed. It is shown, that oil shales are one of the most perspective
alternative feedstock for fine chemical industry and motor fuels production, because
of high hydrocarbons content.
V.Tretjakov, M.Yakimova, T.Mastyunina. Bioethanol – source for motor fuel
components and petrochemicals production
Catalytic conversion of bioethanol to hydrocarbons is a new way for fuel
components and other valued organic compounds production from non-petroleum
sources. Varying structural parameters of HZSM-5 it is possible to produce
selectively either aromatic hydrocarbons, either olefins and paraffins.
.
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