Bibhuti Bhusan Parida | Wayne State University (original) (raw)

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Papers by Bibhuti Bhusan Parida

Research paper thumbnail of <i>C</i>‑Acylation of Cyclopropanols: Preparation of Functionalized 1,4-Diketones

A convenient method for preparing attractively functionalized 1,4-diketones has been devised by p... more A convenient method for preparing attractively functionalized 1,4-diketones has been devised by palladium-catalyzed cross-coupling of cyclopropanols and acyl chlorides. The utility of this method has been demonstrated in an enantioselective synthesis of (+)-myrmicarin 217

Research paper thumbnail of Total Synthesis of Hyacinthacine A1, (-)- Epiquinamide and Synthetic Approach Towards Non-Peptide Part of Celebeside a and C

Research paper thumbnail of Stereoselective Synthesis of 2,6-<i>trans</i>-Tetrahydropyrans

A stereoselective route to the thermodynamically unfavorable 2,6-<i>trans</i>-tetrahy... more A stereoselective route to the thermodynamically unfavorable 2,6-<i>trans</i>-tetrahydropyrans has been developed from coupling of hydroxyethyl-tethered cyclopropanols and aliphatic aldehydes. Noteworthy is high convergency from direct coupling of two segments

Research paper thumbnail of Total Synthesis of Hyacinthacine A 1 , a Glycosidase Inhibitor

The Journal of Organic Chemistry, 2008

A practical and enantioselective total synthesis of hyacinthacine A1 is achieved involving syn al... more A practical and enantioselective total synthesis of hyacinthacine A1 is achieved involving syn allylic epoxide opening with retention using Pd catalysis and &amp;amp;amp;amp;amp;amp;amp;amp;quot;domino&amp;amp;amp;amp;amp;amp;amp;amp;quot; hydrogenation (five steps in one pot) sequences.

Research paper thumbnail of Synthesis of Acyl Derivatives of Cotarnine

Research paper thumbnail of Organozinc-promoted ring opening of cyclopropanols

Research paper thumbnail of Effect of β-cyclodextrin decoration on structural, optical and magnetic properties of luminescent magnetic nanoparticles and its application as a drug carrier

Journal of Molecular Structure

Research paper thumbnail of Metal Free Activation of C(SP3)-H Bond, Practical and Rapid Synthesis of Privileged 1-Substituted-1,2,3,4-Tetrahydroisoquinolines

European Journal of Organic Chemistry

Research paper thumbnail of Metal-Free Activation of C(sp)-H Bond of Aromatic Acetylene

Chemistry (Weinheim an der Bergstrasse, Germany), Jan 9, 2016

C(sp)-H bondactivation of acetylene molecule still remains a challenge for synthetic organic chem... more C(sp)-H bondactivation of acetylene molecule still remains a challenge for synthetic organic chemist.In practice, It is activated by strong base and metal atoms.A veryfirst example for activating acetylenic proton under base and metal-free condition has been reported here. It gives a general method for synthesizing propargylic derivatives of cotarnine.An array of tetrahydro- isoquinolines alkaloids was synthesized by C(sp)-H bond activation of aromatic acetylenes with cotarnine at room temperature. A DFT based mechanism is proposed for following reaction has been revealed.

Research paper thumbnail of HDAC inhibitor misprocesses bantam oncomiRNA, but stimulates hid induced apoptotic pathway

Scientific Reports, 2015

Apoptosis or programmed cell death is critical for embryogenesis and tissue homeostasis. Uncontro... more Apoptosis or programmed cell death is critical for embryogenesis and tissue homeostasis. Uncontrolled apoptosis leads to different human disorders including immunodeficiency, autoimmune disorder and cancer. Several small molecules that control apoptosis have been identified. Here, we have shown the functional role of triazole derivative (DCPTN-PT) that acts as a potent HDAC inhibitor and mis-express proto onco microRNA (miRNA) bantam. To further understanding the mechanism of action of the molecule in apoptotic pathway, a series of experiments were also performed in Drosophila, a well known model organism in which the nature of human apoptosis is very analogous. DCPTN-PT mis processes bantam microRNA and alters its down regulatory target hid function and cleavage of Caspase-3 which in turn influence components of the mitochondrial apoptotic pathway in Drosophila. However regulatory microRNAs in other pro-apoptotic genes are not altered. Simultaneously, treatment of same molecule also affects the mitochondrial regulatory pathway in human tumour cell lines suggesting its conservative nature between fly and human. It is reasonable to propose that triazole derivative (DCPTN-PT) controls bantam oncomiRNA and increases hid induced apoptosis and is also able to influence mitochondrial apoptotic pathway.

Research paper thumbnail of ChemInform Abstract: Hydroxy-Directed Cyclopropanation of Esters: Synthesis of Trisubstituted Cyclopropanols

Research paper thumbnail of ChemInform Abstract: C-Acylation of Cyclopropanols: Preparation of Functionalized 1,4-Diketones

Research paper thumbnail of Cross-Coupling of Cyclopropanols: Concise Syntheses of Indolizidine 223AB and Congeners

Organic Letters, 2014

A new synthetic method for indolizidine or pyrrolizidine alkaloids based on readily available and... more A new synthetic method for indolizidine or pyrrolizidine alkaloids based on readily available and attractively functionalized cyclopropanols, as exemplified in concise syntheses of indolizidine (-)-223AB, its 3-epimer, (-)-indolizidine 239AB, and (-)-indolizidine 239CD, is reported. This work highlights the applications of SN2&amp;amp;amp;amp;amp;amp;amp;amp;#39; alkylation and C-acylation of cyclopropanols to meet stereochemical challenges in natural product synthesis. Also included is diastereoselective cyclization of the resulting aminoallene adduct for bicyclic ring formation.

Research paper thumbnail of ChemInform Abstract: Stereoselective Synthesis of 2,6-trans-Tetrahydropyrans

Research paper thumbnail of Stereoselective Synthesis of 2,6- trans -Tetrahydropyrans

Organic Letters, 2012

A stereoselective route to the thermodynamically unfavorable 2,6-trans-tetrahydropyrans has been ... more A stereoselective route to the thermodynamically unfavorable 2,6-trans-tetrahydropyrans has been developed from coupling of hydroxyethyl-tethered cyclopropanols and aliphatic aldehydes. Noteworthy is high convergency from direct coupling of two segments.

Research paper thumbnail of Chiral pyrrolidine–triazole conjugate catalyst for asymmetric Michael and Aldol reactions

Tetrahedron: Asymmetry, 2008

A new pyrrolidine–triazole conjugate organocatalyst is synthesized using a Huisgen 1, 3-dipolar c... more A new pyrrolidine–triazole conjugate organocatalyst is synthesized using a Huisgen 1, 3-dipolar cycloaddition reaction. The application of this catalyst in an asymmetric Michael addition and in an Aldol reaction is described, showing good catalytic activity. The ...

Research paper thumbnail of Stereoflexible total synthesis of (−)-epiquinamide

Tetrahedron Letters, 2009

ABSTRACT

Research paper thumbnail of C -Acylation of Cyclopropanols: Preparation of Functionalized 1,4-Diketones

Organic Letters, 2013

A convenient method for preparing attractively functionalized 1,4-diketones has been devised by p... more A convenient method for preparing attractively functionalized 1,4-diketones has been devised by palladium-catalyzed cross-coupling of cyclopropanols and acyl chlorides. The utility of this method has been demonstrated in an enantioselective synthesis of (+)-myrmicarin 217.

Research paper thumbnail of Hydroxy‐Directed Cyclopropanation of Esters: Synthesis of Trisubstituted Cyclopropanols

European Journal of Organic Chemistry, 2014

Research paper thumbnail of <i>C</i>‑Acylation of Cyclopropanols: Preparation of Functionalized 1,4-Diketones

A convenient method for preparing attractively functionalized 1,4-diketones has been devised by p... more A convenient method for preparing attractively functionalized 1,4-diketones has been devised by palladium-catalyzed cross-coupling of cyclopropanols and acyl chlorides. The utility of this method has been demonstrated in an enantioselective synthesis of (+)-myrmicarin 217

Research paper thumbnail of Total Synthesis of Hyacinthacine A1, (-)- Epiquinamide and Synthetic Approach Towards Non-Peptide Part of Celebeside a and C

Research paper thumbnail of Stereoselective Synthesis of 2,6-<i>trans</i>-Tetrahydropyrans

A stereoselective route to the thermodynamically unfavorable 2,6-<i>trans</i>-tetrahy... more A stereoselective route to the thermodynamically unfavorable 2,6-<i>trans</i>-tetrahydropyrans has been developed from coupling of hydroxyethyl-tethered cyclopropanols and aliphatic aldehydes. Noteworthy is high convergency from direct coupling of two segments

Research paper thumbnail of Total Synthesis of Hyacinthacine A 1 , a Glycosidase Inhibitor

The Journal of Organic Chemistry, 2008

A practical and enantioselective total synthesis of hyacinthacine A1 is achieved involving syn al... more A practical and enantioselective total synthesis of hyacinthacine A1 is achieved involving syn allylic epoxide opening with retention using Pd catalysis and &amp;amp;amp;amp;amp;amp;amp;amp;quot;domino&amp;amp;amp;amp;amp;amp;amp;amp;quot; hydrogenation (five steps in one pot) sequences.

Research paper thumbnail of Synthesis of Acyl Derivatives of Cotarnine

Research paper thumbnail of Organozinc-promoted ring opening of cyclopropanols

Research paper thumbnail of Effect of β-cyclodextrin decoration on structural, optical and magnetic properties of luminescent magnetic nanoparticles and its application as a drug carrier

Journal of Molecular Structure

Research paper thumbnail of Metal Free Activation of C(SP3)-H Bond, Practical and Rapid Synthesis of Privileged 1-Substituted-1,2,3,4-Tetrahydroisoquinolines

European Journal of Organic Chemistry

Research paper thumbnail of Metal-Free Activation of C(sp)-H Bond of Aromatic Acetylene

Chemistry (Weinheim an der Bergstrasse, Germany), Jan 9, 2016

C(sp)-H bondactivation of acetylene molecule still remains a challenge for synthetic organic chem... more C(sp)-H bondactivation of acetylene molecule still remains a challenge for synthetic organic chemist.In practice, It is activated by strong base and metal atoms.A veryfirst example for activating acetylenic proton under base and metal-free condition has been reported here. It gives a general method for synthesizing propargylic derivatives of cotarnine.An array of tetrahydro- isoquinolines alkaloids was synthesized by C(sp)-H bond activation of aromatic acetylenes with cotarnine at room temperature. A DFT based mechanism is proposed for following reaction has been revealed.

Research paper thumbnail of HDAC inhibitor misprocesses bantam oncomiRNA, but stimulates hid induced apoptotic pathway

Scientific Reports, 2015

Apoptosis or programmed cell death is critical for embryogenesis and tissue homeostasis. Uncontro... more Apoptosis or programmed cell death is critical for embryogenesis and tissue homeostasis. Uncontrolled apoptosis leads to different human disorders including immunodeficiency, autoimmune disorder and cancer. Several small molecules that control apoptosis have been identified. Here, we have shown the functional role of triazole derivative (DCPTN-PT) that acts as a potent HDAC inhibitor and mis-express proto onco microRNA (miRNA) bantam. To further understanding the mechanism of action of the molecule in apoptotic pathway, a series of experiments were also performed in Drosophila, a well known model organism in which the nature of human apoptosis is very analogous. DCPTN-PT mis processes bantam microRNA and alters its down regulatory target hid function and cleavage of Caspase-3 which in turn influence components of the mitochondrial apoptotic pathway in Drosophila. However regulatory microRNAs in other pro-apoptotic genes are not altered. Simultaneously, treatment of same molecule also affects the mitochondrial regulatory pathway in human tumour cell lines suggesting its conservative nature between fly and human. It is reasonable to propose that triazole derivative (DCPTN-PT) controls bantam oncomiRNA and increases hid induced apoptosis and is also able to influence mitochondrial apoptotic pathway.

Research paper thumbnail of ChemInform Abstract: Hydroxy-Directed Cyclopropanation of Esters: Synthesis of Trisubstituted Cyclopropanols

Research paper thumbnail of ChemInform Abstract: C-Acylation of Cyclopropanols: Preparation of Functionalized 1,4-Diketones

Research paper thumbnail of Cross-Coupling of Cyclopropanols: Concise Syntheses of Indolizidine 223AB and Congeners

Organic Letters, 2014

A new synthetic method for indolizidine or pyrrolizidine alkaloids based on readily available and... more A new synthetic method for indolizidine or pyrrolizidine alkaloids based on readily available and attractively functionalized cyclopropanols, as exemplified in concise syntheses of indolizidine (-)-223AB, its 3-epimer, (-)-indolizidine 239AB, and (-)-indolizidine 239CD, is reported. This work highlights the applications of SN2&amp;amp;amp;amp;amp;amp;amp;amp;#39; alkylation and C-acylation of cyclopropanols to meet stereochemical challenges in natural product synthesis. Also included is diastereoselective cyclization of the resulting aminoallene adduct for bicyclic ring formation.

Research paper thumbnail of ChemInform Abstract: Stereoselective Synthesis of 2,6-trans-Tetrahydropyrans

Research paper thumbnail of Stereoselective Synthesis of 2,6- trans -Tetrahydropyrans

Organic Letters, 2012

A stereoselective route to the thermodynamically unfavorable 2,6-trans-tetrahydropyrans has been ... more A stereoselective route to the thermodynamically unfavorable 2,6-trans-tetrahydropyrans has been developed from coupling of hydroxyethyl-tethered cyclopropanols and aliphatic aldehydes. Noteworthy is high convergency from direct coupling of two segments.

Research paper thumbnail of Chiral pyrrolidine–triazole conjugate catalyst for asymmetric Michael and Aldol reactions

Tetrahedron: Asymmetry, 2008

A new pyrrolidine–triazole conjugate organocatalyst is synthesized using a Huisgen 1, 3-dipolar c... more A new pyrrolidine–triazole conjugate organocatalyst is synthesized using a Huisgen 1, 3-dipolar cycloaddition reaction. The application of this catalyst in an asymmetric Michael addition and in an Aldol reaction is described, showing good catalytic activity. The ...

Research paper thumbnail of Stereoflexible total synthesis of (−)-epiquinamide

Tetrahedron Letters, 2009

ABSTRACT

Research paper thumbnail of C -Acylation of Cyclopropanols: Preparation of Functionalized 1,4-Diketones

Organic Letters, 2013

A convenient method for preparing attractively functionalized 1,4-diketones has been devised by p... more A convenient method for preparing attractively functionalized 1,4-diketones has been devised by palladium-catalyzed cross-coupling of cyclopropanols and acyl chlorides. The utility of this method has been demonstrated in an enantioselective synthesis of (+)-myrmicarin 217.

Research paper thumbnail of Hydroxy‐Directed Cyclopropanation of Esters: Synthesis of Trisubstituted Cyclopropanols

European Journal of Organic Chemistry, 2014