Para-position derivatives of fungal anthelmintic cyclodepsipeptides engineered with Streptomyces venezuelae antibiotic biosynthetic genes

2004 ◽  
Vol 22 (7) ◽  
pp. 848-855 ◽  
Author(s):  
Koji Yanai ◽  
Naomi Sumida ◽  
Kaoru Okakura ◽  
Tatsuki Moriya ◽  
Manabu Watanabe ◽  
...  
Keyword(s):  
Para Position ◽  
Streptomyces Venezuelae ◽  
Biosynthetic Genes ◽  
Derivatives Of

Biosynthesis of Glycosylated Derivatives of Tylosin in Streptomyces venezuelae

2011 ◽  
Vol 21 (6) ◽  
pp. 613-616 ◽  
Author(s):  
Ah Reum Han ◽  
Sung Ryeol Park ◽  
Je Won Park ◽  
Eun Yeol Lee ◽  
Dong-Myung Kim ◽  
...  
Keyword(s):  
Streptomyces Venezuelae ◽  
Derivatives Of

SYNTHESIS OF DERIVATIVES OF 1,2-DICHLORO-4-BENZENESULFONAMIDO-5-NITROBENZENE AND THEIR USE IN THE CHEMOTHERAPY OF SPONTANEOUS CANCERS

1965 ◽  
Vol 43 (5) ◽  
pp. 1454-1459 ◽  
Author(s):  
D. W. Woolley ◽  
T. Van Der Hoeven
Keyword(s):  
Active Substance ◽  
Quaternary Ammonium ◽  
Water Solubility ◽  
Parent Compound ◽  
Para Position ◽  
Methyl Groups ◽  
Chlorine Atoms ◽  
Derivatives Of ◽  
Ionizable Groups

A series of compounds related to 1,2-dichloro-4-benzenesulfonamido-5-nitrobenzene has been synthesized. These included derivatives in which ionizable groups had been placed in the para position of the benzenesulfonamido portion to confer on the compounds water solubility at physiological pH. Thus, carboxyl and quaternary ammonium groupings were introduced in this position. Water solubility was also conferred by introduction at the same position of non-ionizable groups such as polyhydroxyalkylamido groups. Additional relatives of the parent compound in which the chlorine atoms were replaced by methyl groups, and in which para-substituted benzenesulfonamido groups replaced those in the 4 and 5 positions, were synthesized. These compounds were tested for their ability to cure permanently the spontaneous mammary cancers of two strains of mice. All compounds were tested in combination with 1,2-dimethyl-4-(p-carboxyphenylazo)-5-hydroxybenzene. The most active substance found was 1,2-dichloro-4-(p-carboxybenzenesulfonamido)-5-nitrobenzene.

scholarly journals Development of a Streptomyces venezuelae-Based Combinatorial Biosynthetic System for the Production of Glycosylated Derivatives of Doxorubicin and Its Biosynthetic Intermediates

2011 ◽  
Vol 77 (14) ◽  
pp. 4912-4923 ◽  
Author(s):  
Ah Reum Han ◽  
Je Won Park ◽  
Mi Kyeong Lee ◽  
Yeon Hee Ban ◽  
Young Ji Yoo ◽  
...  
Keyword(s):  
Biological Activity ◽  
Side Effects ◽  
Anticancer Drugs ◽  
Anticancer Agents ◽  
Important Determinant ◽  
Biosynthetic Enzymes ◽  
Streptomyces Venezuelae ◽  
Content Type ◽  
Biological Tool ◽  
Derivatives Of

ABSTRACTDoxorubicin, one of the most widely used anticancer drugs, is composed of a tetracyclic polyketide aglycone andl-daunosamine as a deoxysugar moiety, which acts as an important determinant of its biological activity. This is exemplified by the fewer side effects of semisynthetic epirubicin (4′-epi-doxorubicin). An efficient combinatorial biosynthetic system that can convert the exogenous aglycone ε-rhodomycinone into diverse glycosylated derivatives of doxorubicin or its biosynthetic intermediates, rhodomycin D and daunorubicin, was developed through the use ofStreptomyces venezuelaemutants carrying plasmids that direct the biosynthesis of different nucleotide deoxysugars and their transfer onto aglycone, as well as the postglycosylation modifications. This system improved epirubicin production from ε-rhodomycinone by selecting a substrate flexible glycosyltransferase, AknS, which was able to transfer the unnatural sugar donors and a TDP-4-ketohexose reductase, AvrE, which efficiently supported the biosynthesis of TDP-4-epi-l-daunosamine. Furthermore, a range of doxorubicin analogs containing diverse deoxysugar moieties, seven of which are novel rhodomycin D derivatives, were generated. This provides new insights into the functions of deoxysugar biosynthetic enzymes and demonstrates the potential of theS. venezuelae-based combinatorial biosynthetic system as a simple biological tool for modifying structurally complex sugar moieties attached to anthracyclines as an alternative to chemical syntheses for improving anticancer agents.

scholarly journals The antiseptic and trypanocidal properties of some anil and styryl derivatives of 4 amino quinaldine

1933 ◽  
Vol 113 (783) ◽  
pp. 293-299 ◽  
Keyword(s):  
Para Position ◽  
Amino Groups ◽  
Benzene Nucleus ◽  
Amino Derivatives ◽  
Derivatives Of

In previous communications antiseptic and trypanocidal properties of a number of amino derivatives of 2-anil and styryl quinoline have been dealt with. The majority of these contain amino groups, either primary, tertiary or acylated, in the para position of the benzene nucleus and the 6-position of the quinoline nucleus (or the 7-place in a few instances).

Theoretical study of the effect of the element silicon, the adsorption enthalpy nitrite, on the surface of graphene nanostructure

2015 ◽  
Vol 37 ◽  
pp. 01
Author(s):  
Roya Ahmadi ◽  
Eysa Farajpour
Keyword(s):  
Theoretical Study ◽  
The State ◽  
Para Position ◽  
Adsorption Enthalpy ◽  
The Difference ◽  
Derivatives Of ◽  
Graphene Nanostructure

The project is comparing four types of calculation derived graphene. To evaluate the effect of silicon element to Thermochemistry parameters of absorption of nitrite in these derivatives. Two of these derivatives of graphene carbon nitrite connection made, the difference is only in the state of Para and meta carbons connectivity state (named P & M). But in other Derivations first put silicon instead carbon in the meta and para position(named GER Si2 para & GER Si2 metha), then nitrite is added to the silicon(named P* & M*).

Effets de substituants en résonance magnétique nucléaire du 13C. Etude des dérivés du phényl-2 furanne et du phényl-2 pyrrole

1976 ◽  
Vol 54 (11) ◽  
pp. 1827-1836 ◽  
Author(s):  
Gilbert Dana ◽  
Odile Convert ◽  
Jean-Pierre Girault ◽  
Etienne Mulliez
Keyword(s):  
Electron Density ◽  
Benzene Ring ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Para Position ◽  
Simple Relationship ◽  
Résonance Magnétique ◽  
Derivatives Of ◽  
C Nmr

The 13C nmr spectra of derivatives of phenylfuran and phenylpyrrole were studied. The α and β carbons of the heterocycle, conjugated to the substituent X in the para position of the benzene ring, show variations in chemical shifts which bear a simple relationship to the donor properties of X. This is interpreted by the change in electron density caused by this conjugation. This conjugation seems more important in the series of 2-phenylpyrroles than in the series of 2-phenyl-furans especially if the behaviour of then α position is considered.[Journal translation]

Physicochemical study on some synthesized oxazolidine derivatives : differentiation of diastereomers

1975 ◽  
Vol 28 (1) ◽  
pp. 49 ◽  
Author(s):  
SA Soliman ◽  
H Abdine ◽  
S El-Nenaey
Keyword(s):  
Infrared Spectra ◽  
Opposite Effect ◽  
Molecular Rotation ◽  
Para Position ◽  
Physicochemical Study ◽  
Trans Isomers ◽  
Meta Position ◽  
Molecular Rotations ◽  
Derivatives Of

The synthesis of 15 diastereomeric oxazolidine derivatives of the type 2-(substituted phenyl)-3,4-dimethyl-5-phenyloxazolidine is reported. The specific as well as the molecular rotations of 31 diastereomeric oxazolidine derivatives of the same type of structure were determined. The cis com- pounds have higher specific and molecular rotation than the corresponding trans isomers. Substitution in the ortho or para position increased specific and molecular rotation while substitution in the meta position had an opposite effect. ��� The infrared spectra of 26 oxazolidine derivatives, having either a cis or a trans type of configuration, have been recorded in the range 2000-700 cm-1.

THE INFRARED AND THE NEAR-ULTRAVIOLET ABSORPTION SPECTRA OF POLYPHENYL DERIVATIVES OF THE ELEMENTS OF GROUPS IVb AND Vb

1961 ◽  
Vol 39 (1) ◽  
pp. 171-179 ◽  
Author(s):  
C. N. R. Rao ◽  
J. Ramachandran ◽  
A. Balasubramanian
Keyword(s):  
Absorption Spectra ◽  
Infrared Spectra ◽  
Ultraviolet Absorption ◽  
Para Position ◽  
Near Ultraviolet ◽  
Benzene Rings ◽  
Out Of Plane ◽  
Reactivity Constant ◽  
Derivatives Of ◽  
Absorption Frequencies

The near-ultraviolet absorption spectra of polyphenyl derivatives of the IVb and Vb elements have been studied in detail. In the case of the triphenyl derivatives of the Vb elements, the unshared p-electrons on the central atoms interact strongly with the π-orbitals of the benzene rings. When the central atoms do not possess unshared electrons as in the case of the derivatives of the IVb and the pentavalent Vb elements, there appears to be no such resonance interaction. The Hammett reactivity constants of the para- and meta-trityl, triphenylsilyl, and triphenylgermanyl groups are estimated to be close to zero. However, the reactivity constant of the triphenylsilyl group in the para position of phenol is estimated to be about 0.30. The infrared spectra of the phenyl derivatives of the IVb and Vb elements show smooth trends due to mass effects of the central atoms, in the C=C skeletal, C—H out-of-plane, and other vibrations. The absorption frequencies which are assigned to the phosphorus-phenyl and silicon–phenyl bonds in the literature do not appear to be unique for these linkages.

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