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 Найдено в других БД:Публикации Чарушина В.Н. (11)
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Общее количество найденных документов : 19
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1.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Gruzdev D.A., Telegina A. A., Ol’shevskaya V. A., Andronova V. L., Galegov G. A., Zarubaev V. V., Levit G. L., Krasnov V. P.
Заглавие : New nido-carborane-containing conjugates of purine: synthesis and antiviral activity
Место публикации : Russian chemical bulletin. - 2022. - Vol. 71, № 11. - С. 2375-2382
Предметные рубрики: ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ
ХИМИЧЕСКИЕ НАУКИ
Аннотация: New purine derivatives containing a nido-carborane fragment were synthesized by nucleophilic substitution of chlorine atom in 6-chloropurine and 2-amino-6-chloropurine under the action of nido-carborane-containing amines. Compounds with significant activity against the acyclovir-resistant strain of herpes simplex virus type 1, as well as with moderate activity against influenza viruses A and B, were discovered for the first time among the synthesized nido-carboranyl derivatives of purine.
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2.

Вид документа : Статья из журнала
Шифр издания : Г/L 79
Автор(ы) : Tsygankova A. R., Gruzdev D. A., Kanygin V. V., Guselnikova T. Ya., Telegina A. A., Kasatova A. I., Kichigin A. I., Levit G. L., Mechetina L. V., Mukhamadiyarov R. A., Razumov I. A., Solovieva O. I., Volkova O. Yu., Ponomarev A. A., Krasnov V. P., Zavjalov E. L.
Заглавие : Liposomes loaded with lipophilic derivative of closo-carborane as a potential boron delivery system for boron neutron capture therapy of tumors
Место публикации : Mendeleev Communications. - 2021. - Vol. 31, № 5. - С. 659-661
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): amide--closo-carboranes--liposomes--u87 tumor model--toxicity--biodistribution
Аннотация: Liposomes encapsulated with lipophilic derivative of 1,2-dicarba-closo-dodecaborane have been obtained and tested for toxicity to glioblastoma U87 cells and biodistribution on a U87MG xenograft mouse model. The liposomes are able to penetrate the tumor and provide boron concentration up to 1.5 mmmmg g–1 with tumor-to-muscle ratio up to 2.4.
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3.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Varaksin M. V., Smyshliaeva L. A., Rusinov V. L., Melekhin V. V., Charushin V. N., Chupakhin O. N., Makeev O. G., Baldanshirieva A. D., Gubina O. G.
Заглавие : Synthesis, characterization, and in vitro assessment of cytotoxicity for novel azaheterocyclic nido-carboranes – Candidates in agents for boron neutron capture therapy (BNCT) of cancer
Место публикации : Tetrahedron. - 2021. - Vol. 102. - С. 132525
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): azaheterocycles--bnct--cytotoxicity--carboranes
Аннотация: A series of novel water-soluble azaheterocyclic derivatives of nido-carborane bearing quinoxaline, 2H-imidazole or 1,2,4-triazine moieties were first synthesized in 82–91% yields. The structures of these boron-enriched compounds were confirmed by the data of NMR, IR spectroscopy, and mass spectrometry. To access the toxicity level for these organoboron compounds, the cytotoxicity indexes (IC50) were determined using by the MTT test on both human glioblastoma cell A-172 (IC50 = 150–243 μM) and human embryonic lung cells (IC50 = 424–944 μM) lines. The obtained preliminary results from in vitro analysis enable the synthesized water-soluble azaheterocyclic carboranes to be considered as challenging candidates in the design of agents for boron-neutron capture therapy (BNCT) of malignant tumors.
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4.

Вид документа : Статья из журнала
Шифр издания : Г/S 98
Автор(ы) : Telegina A. A., Gruzdev D. A., Levit G. L., Krasnov V. P.
Заглавие : Synthesis of a novel planar-chiral nido-carborane amino acid
Место публикации : Russian chemical bulletin. - 2021. - Vol. 70, № 3. - С. 539-544
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): carborane--planar chirality--amino acid--deboronation
Аннотация: The deboronation of enantiomers of planar-chiral benzyl (3-formamido-1,2-dicarba-closo-dodecaboran-1-yl)acetate gave the individual (RP)- and (SP)-enantiomers (ee 98%) of a new amino acid containing a nido-carborane fragment, (3-ammonio-7,8-dicarba-nido-undecaboran-7-yl)acetic acid. Chiral HPLC methods for the analysis of enantiomeric purity of this compound was developed.
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5.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Gruzdev D. A., Levit G. L., Krasnov V. P., Charushin V. N.
Заглавие : Carborane-containing amino acids and peptides: synthesis, properties and applications
Место публикации : Coordination Chemistry Reviews. - 2021. - Vol. 433. - Ст.213753
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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6.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Smyshliaeva L. A., Varaksin M. V., Fomina E. I., Medvedeva M. V., Svalova T. S., Kozitsina A. N., Charushin V. N., Chupakhin O. N., Demidov O. P., Borovlev I. V., Mensch C., Mampuys P., Maes B. U. W.
Заглавие : 1,3,7-triazapyrene-based ortho-carborane fluorophores: convenient synthesis, theoretical studies, and aggregation-induced emission properties
Место публикации : Organometallics. - 2021. - Vol. 40, № 16. - С. 2792-2807
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A convenient transition-metal-free approach, based on nucleophilic substitution of hydrogen (SNH), for consecutive regioselective C–H functionalization of 1,3,7-triazapyrene scaffolds with carboranyllithium and phenyllithium is reported. The theoretical calculations disclosed highlight key features in the regioselectivity and mechanism of the investigated SNH transformations. The novel 1,3,7-triazapyrene-based ortho-carboranes obtained have large potential in the field of molecular electronics as organic luminophores, which are characterized by the aggregation-induced emission and dual-emission effects.
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7.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Smyshliaeva L. A., Varaksin M. V., Charushin V. N., Chupakhin O. N.
Заглавие : Azaheterocyclic derivatives of ortho - carborane: synthetic strategies and application opportunities
Место публикации : Synthesis. - 2020. - Vol. 52, № 3. - С. 337-352
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): azaheterocycles--carboranes--carboryne--cross-coupling reactions--decaborane
Аннотация: Azaheterocyclic derivatives of 1,2-dicarba- closo -dodeca borane (ortho -carborane) are known to be of particular interest due to numerous plausible applications, particularly, in medicine, materials science, and advanced technologies. Three principal synthetic strategies resulting in azaheterocyclic carboranes, in which boron-enriched and azaheterocyclic fragments are linked to each other, either directly by means of the C-C bonds or through a short spacer (CH 2, CH 2 S, CH 2 O, etc.), have been outlined. These synthetic approaches are of general character and can be used both individually and in combination to afford promising organoboron clusters of diverse architectures. 1 Introduction 2 C-C Cross-Coupling Strategies in the Synthesis of Azahetero cyclic Carboranes 3 Carboryne-Based Transformation Strategies 4 Condensation Strategies: Reactions of Decaborane B 10 H 14 with Substituted Acetylenes 5 Conclusion and Outlook.
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8.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Smyshliaeva L. A., Varaksin M. V., Charushin V. N., Chupakhin O. N.
Заглавие : Azaheterocyclic derivatives of ortho -carborane: synthetic strategies and application opportunities
Место публикации : Synthesis. - 2020. - Т. 52, № 3. - С. 337-352
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): carboranes--azaheterocycles--decaborane--cross-coupling reactions--carboryne
Аннотация: Azaheterocyclic derivatives of 1,2-dicarba- closo -dodeca borane (ortho -carborane) are known to be of particular interest due to numerous plausible applications, particularly, in medicine, materials science, and advanced technologies. Three principal synthetic strategies resulting in azaheterocyclic carboranes, in which boron-enriched and azaheterocyclic fragments are linked to each other, either directly by means of the C-C bonds or through a short spacer (CH 2, CH 2 S, CH 2 O, etc.), have been outlined. These synthetic approaches are of general character and can be used both individually and in combination to afford promising organoboron clusters of diverse architectures. 1 Introduction 2 C-C Cross-Coupling Strategies in the Synthesis of Azahetero cyclic Carboranes 3 Carboryne-Based Transformation Strategies 4 Condensation Strategies: Reactions of Decaborane B 10 H 14 with Substituted Acetylenes 5 Conclusion and Outlook.
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9.

Вид документа : Статья из журнала
Шифр издания : 54/H 62
Автор(ы) : Galliamova L. A., Varaksin M. V., Chupakhin O. N., Slepukhin P. A., Charushin V. N.
Заглавие : Heterocyclic and Open-Chain Carboranes via Transition-Metal-Free C-H Functionalization of Mono- and Diazine-N-oxides [Электронный ресурс]
Место публикации : Organometallics. - 2015. - Vol. 34, № 21. - С. 5285-5290
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 5290 (27 ref.). - 18.01.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): cyclometalated iridium complexes--neutron-capture therapy--pharmacophores
Аннотация: For the first time, the direct C(sp(2))-H functionalization methodology has successfully been applied to cause nucleophilic modification of mono- and diazine-N-oxides with the 1,2-closo-carborane moiety. As a result of these cross-coupling reactions uncatalyzed by transition metals, a series of novel C-modified heterocyclic and open-chain (vinyl acetylene) carboranes have been obtained. Complexes of phenanthrolinyl-substituted omicron-carborane with Cu(II) of various architectures have been synthesized.
\\\\expert2\\nbo\\Organometallics\\2015. V. 34, N 21. P. 5285.pdf
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10.

Вид документа : Статья из журнала
Шифр издания : 54/S 90
Автор(ы) : Slepukhin P. A., Tolshchina S. G., Ignatenko N. K., Ishmetova R. I., Rusinov G. L., Zhilina E. F., Charushin V. N.
Заглавие : Study of the supramolecular structures of complexes of carborane-containing pyridazines with 2,3,5,6-tetrachloro-1,4-dihydroxybenzene [Электронный ресурс]
Место публикации : Crystallography Reports. - 2014. - Vol. 59, № 2. - С. 202-206
Систем. требования: df/427/ardownload-v2.springer.com/static/pt%253A10.1134%252FS1063774514020242.pd
Примечания : Bibliogr. : p. 206 (9 ref.). - 16.04.2015
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): molecular packing patterns--pyridazines containing heterocyclic substituents--tetrachlorohydroquinone
Аннотация: The structures and characteristic features of the molecular packing patterns of complexes of pyridazines containing heterocyclic substituents and the carborane moiety with 2,3,5,6-tetrachlorohydroquinone (TCHQ) were investigated. It was shown that TCHQ can form supramolecular assemblies with carborane-containing substituted pyridazines. The stoichiometry and three-dimensional structures of these assemblies depend on the substituents in the pyridazine ring and are formed via O-H…N hydrogen bonding between TCHQ and heterocyclic molecules
\\\\expert2\\nbo\\Crystallography Reports (Кристаллография)\\2014, v.59, N 2, p.202-206.pdf
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11.

Вид документа : Статья из журнала
Шифр издания : 54/S 90
Автор(ы) : Slepukhin P. A., Tolshchina S. G., Ignatenko A. V., Zhilina E. F., Charushin V. N.
Заглавие : Study of the supramolecular structures of complexes of carborane-containing pyridazines with 2,3,5,6-tetrachloro-1,4-dihydroxybenzene [Электронный ресурс]
Место публикации : Crystallography Reports. - 2014. - Vol.59, №2. - С. 202-206
Систем. требования: http://www.scopus.com/record/display.url?eid=2-s2.0-84897547056&origin=resultslist&sort=plf-f&src=s&st1=Charushin&st2=&nlo=1&nlr=20&nls=count-f&sid=6770215A4AC178071D5EE516B2A45BB7.53bsOu7mi7A1NSY7fPJf1g%3a1793&sot=anl&sdt=aut&sl=40&s=AU-ID%28%22Charushin%2c+Valery+N.%22+7006350819%29&relpos=11&relpos=11&citeCnt=0&searchTerm=AU-ID%28%5C%26quot%3BCharushin%2C+Valery+N.%5C%26quot%3B+7006350819%29
Примечания : Bibliogr. : p. 206 (9 ref.). - 12.08.2014
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyridazines--heterocyclic substituents --carborane moiety
Аннотация: The structures and characteristic features of the molecular packing patterns of complexes of pyridazines containing heterocyclic substituents and the carborane moiety with 2,3,5,6-tetrachlorohydroquinone (TCHQ) were investigated. It was shown that TCHQ can form supramolecular assemblies with carborane-containing substituted pyridazines. The stoichiometry and three-dimensional structures of these assemblies depend on the substituents in the pyridazine ring and are formed via O-H⋯N hydrogen bonding between TCHQ and heterocyclic molecules
\\\\expert2\\NBO\\Crystallography Reports (Кристаллография)\\2014, v.59, N 2, p.202-206.pdf
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12.

Вид документа :
Шифр издания : 54/N 89
Автор(ы) : Ol'shevskaya V. A., Verbitskiy E. V., Rusinov G. L., Charushin V. N., Evamarie Hey-Hawkins
Заглавие : Novel bis[(1,2,3-triazolyl)methyl]carborane derivatives via regiospecific copper-catalyzed 1,3-dipolar cycloaddition
Место публикации : Polyhedron. - 2012. - Vol.42, №1. - С. 302-306
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): carboranes--carbaboranes--triflates
Аннотация: 1,2-Bis(azidomethyl)-о-carborane and 1,7-bis(azidomethyl)-m-carborane, prepared from the corresponding carboranylmethyl triflates and sodium azide, were conveniently functionalized by azide–alkyne cycloaddition affording novel bis[(1,2,3-triazolyl)methyl]carborane derivatives. Regiospecificity of this process was achieved by employing copper(II) acetate hydrate. Reaction of bis[(1,2,3-triazolyl)methyl]carborane derivatives with MeI yielded 3-methyl-1,2,3-triazolium carborane salts
\\\\Expert2\\nbo\\Polyhedron\\2012. v.42. p.302.pdf
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13.

Вид документа : Статья из журнала
Шифр издания : 54
Автор(ы) : Prokhorov A. M., Slepukhin P. A., Rusinov V. L., Kalinin V. N., Kozhevnikov D. N.
Заглавие : 2,2 '-Bipyridinyl carboranes as B,N,N-ligands in cyclometallated complexes of platinum(II) [Электронный ресурс]
Место публикации : Chemical Communications. - 2011. - Vol. 47, № 27. - С. 7713-7715
Систем. требования: http://www.springerlink.com/journals/
Примечания : Электрон. версия печ. публикации
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Novel B,N,N-cyclometallated Pt(II) complexes of 2,2'-bipyridin-6-yl carboranes exhibit absorption and emission similar to relative Pt(II) complexes of aromatic C,N,N-ligands: the same transitions but lower intensities. DFT calculations suggest the former emits from the (3)MLCT state while for the latter the mixed (3)ICT-MLCT transitions should be considered
\\\\expert2\\NBO\\Chemical Communications\\2011,v.47. p.7713.pdf
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14.

Вид документа : Статья из журнала
Шифр издания : 54/Z 99
Автор(ы) : Rusinov G. L., Ishmetova R. I., Tolshchina S. G., Ignatenko N. K., Ganebnuikh I. N., Slepukhin P. A., Ol'shevskaya V. A., Kalinin V. N., Charushin V. N.
Заглавие : [4+2] Cycloaddition reactions of 1,2,4,5-tetrazines with allylcarboranes [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 1. - С. 116-121
Систем. требования: http://www.springerlink.com/content/55216237q8804381/fulltext.pdf
Примечания : 27.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The [4+2] cycloaddition reactions of 3,6-disubstituted 1,2,4,5-tetrazines with 9-allyl-1,7-,9-allyl-1,2-dicarba-closo-dodecaboranes and 1-allyl-2-isopropyl-1,2-dicarba-closo-dodecab-orane have been studied. The pyridazines containing carborane cage have been synthesized for the first time
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 59 (1), 116-121.pdf
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15.

Вид документа : Статья из журнала
Шифр издания : 54/Д 26
Автор(ы) : Prokhorov A. M., Slepukhin P. A., Rusinov V. L., Kalinin V. N., Kozhevnikov D. N.
Заглавие : 9-Allyl-1,7-dicarbadodecaborane as a dienophile in aza Diels-Alder reactions of 1,2,4-triazines: synthesis of pyridines bearing a carborane cage
Место публикации : Tetrahedron Letters. - 2008. - Vol. 49, № 23. - С. 3785-3789
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The synthesis of pyridine and bipyridine derivatives of m-carborane via aza Diels–Alder reaction of 1,2,4-triazines with 9-allyl m-carborane and their structural characterization and photophysical properties are described. The products 3- and 4-(m-carborane-9-ylmethyl)-2,2`-bipyridines form Zn(II) complexes on reaction with ZnCl2, which increases significantly their fluorescence intensity.
\\\\Expert2\\nbo\\Tetrahedron Letters\\2008, v. 49, p.3785.pdf
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16.

Вид документа : Статья из журнала
Шифр издания : 54/C 21
Автор(ы) : Prokhorov A. M., Kozhevnikov D. N., Rusinov V. L., Chupakhin O. N., Glukhov I. V., Antipin M. Yu., Kazheva O. N., Chekhlov A. N., Dyachenko O. A.
Заглавие : Carborane-Functionalized Polyaza Aromatic Ligands: Synthesis, Crystal Structure, and a Copper(II) Complex
Место публикации : Organometallics. - 2006. - Vol. 25, № 12. - С. 2972-2977
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A consecutive aromatic nucleophilic substitutions of hydrogen in 1,2,4-triazine 4-oxides and an aza Diels?Alder reaction is a versatile route to carborane-functionalized bi- and terpyridines and their 1,2,4-triazine analogues. The heterocycles facilitate deboronation of the substituted carboranes, and the carborane moiety has a significant influence on the coordination properties of the ligands as well
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17.

Вид документа : Статья из журнала
Шифр издания : 54/A 18
Автор(ы) : Levit G. L., Demin A. M., Kodess M. I., Ezhikova M. A., Sadretdinova L. Sh., Ol'shevskaya V. A., Kalinin V. N., Krasnov V. P., Charushin V. N.
Заглавие : Acidic hydrolysis of N-acyl-1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes
Место публикации : Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - С. 2783-2786
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Acidic hydrolysis of N-acyl 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes has been studied. It has been shown that acidic hydrolysis of diastereomeric amides of 1-methyl-3-amino-1,2-dicarba-closo-dodecaborane results in the partial racemization of the target 3-amino-1-methylcarborane. Under the similar conditions, the hydrolysis of N-acyl-3-amino-1-phenyl-1,2-dicarba-closo-dodecaboranes resulted in amide bond cleavage accompanied by simultaneous deboronation with the removal of boron atom at position 6 of carborane cage and formation of 7,8-dicarba-nido-undecaborane derivative according to 11B and 1H NMR spectroscopy.
\\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2783.pdf
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18.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Ol'shevskaya V. A., Ayuob R., Brechko Z. G., Petrovskii P. V., Levit G. L., Krasnov V. P., Charushin V. N., Chupakhin O. N., Kalinin V. N.
Заглавие : Synthesis of carborane analogues of gamma-aminobutanoic acid
Место публикации : Journal of Organometallic Chemistry. - 2005. - Vol. 690, № 11. - С. 2761-2765
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: General method for preparation of high yields of novel N-protected carborane amino acid derivatives, 3-acylamino-1-carboxymethyl-2-R-o-carboranes (R = H, Me, Ph), is reported. The synthesis starts from readily available 3-amino-o-carboranes and includes the protection of amino group, introduction of carboxymethyl function to the carbon atom of polyhedron via the metallation of carborane CH bond with sodium amide in liquid ammonia, and treatment of corresponding sodium carboranes with sodium bromoacetate. Deprotection of N-acylated carborane amino acids is studied in acidic media. Depending on the procedure employed, closo- or nido-carborane amino acids were obtained
\\\\Expert2\\nbo\\Journal of Organometallic Chemistry\\2005, v. 690, p.2761.pdf
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19.

Вид документа : Статья из журнала
Шифр издания : 54/L 81
Автор(ы) : Chupakhin O. N., Prokhorov A. M., Kozhevnikov D. N., Rusinov V. L., Glukhov I. A., Starikova Z. A., Ol'shevskaya V. A., Kalinin V. N., Antipin M. Yu.
Заглавие : Lithiacarboranes and 1,2,4-triazine 4-oxides: SNH reactions and ring transformations [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - С. 1223-1231
Систем. требования: http://www.springerlink.com/content/q513320u7t4u31q6/fulltext.pdf
Примечания : Библиогр. : с. 1231 (14 назв.) . - 21.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reactions of 1-lithia-1,2- or 1,7-dicarba-closo-dodecaborane with 1,2,4-triazine 4-oxides can follow two competitive pathways: deoxygenative nucleophilic substitution of hydrogen to form 1-(1,2,4-triazin-5-yl)-1,2- or 1,7-dicarba-closo-dodecaboranes and the transformation of the 1,2,4-triazine ring into the triazoline ring giving rise to 1-(2-acetyl-1-aroyl-3-aryl-1,2,4-triazolin-5-yl)-1,2-dicarba-closo-dodecaboranes. Introduction of the electron-withdrawing triazine ring into the carborane cage substantially facilitates deboronation to give 1-(1,2,4-triazin-5-yl)-1,2-1,7-dicarba-nido-undecaboranes.
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2004, 53 (6), 1223-1231.pdf
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