scholarly journals Synthesis of a new class of aminocyclitol analogues with the conduramine D-2 configuration

Author(s):  
Latif Kelebekli ◽  
Yunus Kara ◽  
Murat Celik

A new class of aminocyclitol derivatives with the bicyclo[4.2.0]octane skeleton was synthesized starting from cyclooctatetraene. Photooxygenation of trans-7,8-diacetoxy- and cis-7,8-dichlorobicyclo[4.2.0]octa-2,4-diene afforded the bicyclic endoperoxides. Reduction of the latter with thiourea followed by a Pd(0) catalyzed ionization/cyclization reaction gave the corresponding oxazolidinone derivatives. Oxidation of the double bond with KMnO4 or OsO4 followed by acetylation gave the acetate derivatives, the exact configuration of which was determined by spectroscopic methods. Hydrolysis of the oxazolidinone rings and removal of the acetate groups furnished the desired aminocyclitols.

1953 ◽  
Vol 26 (4) ◽  
pp. 902-911 ◽  
Author(s):  
C. S. Ramakrishnan ◽  
D. Raghunath ◽  
J. B. Pande

Abstract The chlorination of rubber solutions by gaseous chlorine was followed by isolating the partially chlorinated products and preparing their ozonides. The ozonides were hydrolyzed, and the acids and aldehydes formed on hydrolysis were determined. By a comparison with the amounts of acids and aldehydes obtained from ozonides of unreacted rubber, the amount of residual isoprenic double bonds present was found. The loss of double bonds attending the introduction of chlorine atoms into the molecule of rubber indicates four definite stages in chlorination : (1) initial substitutive attack by chlorine, with concomitant cyclization, resulting in a loss of one double bond between two isoprenic units, (2) substitution, (3) additive reaction, and (4) essentially substitution. Chlorination of aged rubber solutions differs from the above in that the cyclization reaction (stage 1) seems to be absent.


2012 ◽  
Vol 476-478 ◽  
pp. 2205-2208 ◽  
Author(s):  
Guan Nan Lin ◽  
Qun Yu ◽  
Wei Wang ◽  
Gui Bao Wang

In this paper, we demonstrated a novel method for the preparation of highly conductive polyaniline (PANI) compounded with Sn(OH)4. We obtained the PANI directly in the oxidation polymerization system via simultaneous reaction of aniline (using ammonium persulfate, APS as oxidant) and SnCl4 in carbamide aqueous solution. The resulting PANI was compounded with Sn(OH)4 had been characterized by FTIR, UV-Vis spectroscopy, X-ray diffractometry, thermal analysis, scanning electron microscope and conductivity measurements, and the results showed that PANI was in well doped state due to the hydrolysis of APS and the complex between PANI and Sn(OH)4. We are sure this alkali-guided polymerization to obtain conductive PANI will lead to the preparation of a new class of PANI composites.


2010 ◽  
Vol 5 (5) ◽  
pp. 1934578X1000500
Author(s):  
Jixun Zhan ◽  
E. M. Kithsiri Wijeratne ◽  
A. A. Leslie Gunatilaka

Biotransformation of monocillin I (1) by Beauveria bassiana ATCC 7159 was investigated. Two new derivatives 2 and 3 were isolated and identified on the basis of the spectroscopic data. Compounds 2 and 3 are synthesized by hydration at 10,11-double bond and hydrolysis of 14,15-epoxide, respectively. The R configuration of 11-OH in 2 was established by the modified 2-methoxy-2-trifluoromethylphenylacetic acid (MTPA) method. The conversion of 1 to 2 and 3 was reconstituted in an acid solution, indicating that the formation of 2 and 3 is an acid-catalyzed instead of an enzymatic process.


2017 ◽  
Vol 15 (8) ◽  
pp. 1821-1827 ◽  
Author(s):  
Xuanxuan Li ◽  
Shengyi Zhuang ◽  
Xinxin Fang ◽  
Ping Liu ◽  
Peipei Sun

4-(Nitromethyl)isoquinoline-1,3(2H,4H)-diones were synthesized via a tandem nitration/cyclization reaction of N-alkyl-N-methacryloyl benzamides using CO2 as the nitro source.


1967 ◽  
Vol 40 (2) ◽  
pp. 563-568
Author(s):  
R. J. de Kock ◽  
A. Veermans

Abstract With the aid of model compounds—derivatives of endo- and exo-dicyclopentadiene—it has been established that a) the 9, 10-double bond (the double bond in the norbornane ring) is involved in the polymerization of dicyclopentadiene with ethylene and propylene, b) dicyclopentadiene, present in the polymerization mixture in the endo-configuration, occurs in the exo-configuration in the polymer chain. The same model compounds enable the dicyclopentadiene content of ethylene propylene dicyclopentadiene terpolymers to be determined by infrared spectroscopic methods. Use is made of the 3045 cm−1 band, which is characteristic of endo-cyclic double bonds in five-membered rings.


2010 ◽  
Vol 65 (11) ◽  
pp. 1384-1392 ◽  
Author(s):  
Erkan Halay ◽  
Süheyla Kırmızıgül

Three novel triterpene glycosides (1 - 3), namely lycicoside I, II and cilicicoside I, were isolated from two different Cephalaria (Dipsacaceae) species along with one known oleanane- and one iridoit- type of glycoside. The structures of these compounds were established as 3-O-[β -D-glucopyranosyl( 1→3)-α-L-rhamnopyranosyl(1→4)-β -D-xylopyranosyl(1→4)-β -D-xylopyranosyl]-28-O-[β -Dglucopyranosyl( 1→6)-β -D-glucopyranosyl]-oleanolic acid (1), 3-O-[β -D-xylopyranosyl(1→3)-α- L-rhamnopyranosyl(1→4)-β -D-xylopyranosyl]-28-O-[β -D-glucopyranosyl]-oleanolic acid (2) from Cephalaria lycica Matthew and 3-O-{β -D-glucopyranosyl(1→4)-β -D-xylopyranosyl(1→3)-α-Lrhamnopyranosyl( 1→2)-[β -D-glucopyranosyl(1→3)]-α -L-rhamnopyranosyl}-28-O-[β -D-glucopyranosyl( 1→6)-β -D-glucopyranosyl]-hederagenin (3) from Cephalaria cilicica Boiss. & Kotschy, on the basis of spectroscopic methods (1D and 2D NMR techniques, mass spectrometry) and chemical evidence. In addition, three new prosapogenins, 1B - 3B, were obtained from the basic hydrolysis of 1 - 3. The antimicrobial activity of 1 - 3 was tested against some Gram-positive and Gram-negative bacteria strains.


2004 ◽  
Vol 845 ◽  
Author(s):  
Bae Hoon Lee ◽  
Brent Vernon

ABSTRACTTo develop a new class of in situ-forming, injectable, and biodegradable polymeric biomaterials based on time-dependent lower critical solution temperature (LCST) properties for localized delivery, copolymers of N-isopropylacrylamide (NIPAAm), 2-hydroxyethyl methacryl lactate (HEMA-lactate) and acrylic acid (AAc) were prepared with varying mole ratios of monomers. The copolymers showed LCST and gelation properties below body temperature in 0.1 N PBS solution of pH 7.4. The LCST and gelation temperature of the copolymers decreased as the HEMA-lactate content of the copolymers was increased. The copolymers also showed time-dependent LCST and gelation properties in 0.1 N PBS solution of pH 7.4 owing to hydrolysis of HEMA-lactate. Hydrolysis of HEMA-lactate caused the polymers to be more hydrophilic, resulting in an increase in LCST and gelation temperature. All the polymers with about 6 mol % AAc exhibited LCST and gelation temperature above body temperature after complete hydrolysis of HEMA-lactate.


2006 ◽  
Vol 72 (3) ◽  
pp. 1739-1748 ◽  
Author(s):  
Utz Reichard ◽  
Barbara Léchenne ◽  
Abdul R. Asif ◽  
Frank Streit ◽  
Eric Grouzmann ◽  
...  

ABSTRACT The secreted proteolytic activity of Aspergillus fumigatus is of potential importance as a virulence factor and in the industrial hydrolysis of protein sources. The A. fumigatus genome contains sequences that could encode a five-member gene family that produces proteases in the sedolisin family (MEROPS S53). Four putative secreted sedolisins with a predicted 17- to 20-amino-acid signal sequence were identified and termed SedA to SedD. SedA produced heterologously in Pichia pastoris was an acidic endoprotease. Heterologously produced SedB, SedC, and SedD were tripeptidyl-peptidases (TPP) with a common specificity for tripeptide-p-nitroanilide substrates at acidic pHs. Purified SedB hydrolyzed the peptide Ala-Pro-Gly-Asp-Arg-Ile-Tyr-Val-His-Pro-Phe to Arg-Pro-Gly, Asp-Arg-Ile, and Tyr-Val-His-Pro-Phe, thereby confirming TPP activity of the enzyme. SedB, SedC, and SedD were detected by Western blotting in culture supernatants of A. fumigatus grown in a medium containing hemoglobin as the sole nitrogen source. A degradation product of SedA also was observed. A search for genes encoding sedolisin homologues in other fungal genomes indicates that sedolisin gene families are widespread among filamentous ascomycetes.


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