The Experts below are selected from a list of 474 Experts worldwide ranked by ideXlab platform
Nein-chen Chang - One of the best experts on this subject based on the ideXlab platform.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl δ enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl delta enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
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synthesis of lupinine
Heterocycles, 2005Co-Authors: Mengyang Chang, Huomu Tai, Chinghan Lin, Nein-chen ChangAbstract:A synthesis of lupinine (la) is performed from 5-amino-1-pentanol in ten steps. The Glutarimide (3) was obtained from 1-(5-hydroxypentyl)-2-(4-methylphenylsulfonyl)acetamide (5) and acrylate (4) via a formal [3+3] annulation. This formation of quinolizidine skeleton was established via a key acid-catalyzed cyclization method.
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a versatile approach to 6 substituted 5 methoxy δ lactam framework and application to the formal synthesis of homopumiliotoxin 223g
Tetrahedron, 2004Co-Authors: Bofong Chen, Minruei Tasi, Chengyu Yang, Jungkai Chang, Nein-chen ChangAbstract:Abstract Of the various 6-substituted-5-methoxy-δ-lactams 6 were synthesized from α-sulfonyl acetamide 9 in 4 steps in good yield. The key Glutarimides 7 were obtained via facile [3+3] annulation. The method featured regioselective introduction of C-6 substituents in Glutarimides 7 . Synthesis of tribenzyl lactam 8 and the formal synthesis of (±)-homopumiliotoxin 223G were also reported.
Minruei Tsai - One of the best experts on this subject based on the ideXlab platform.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl δ enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl delta enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
Bofong Chen - One of the best experts on this subject based on the ideXlab platform.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl delta enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl δ enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
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a versatile approach to 6 substituted 5 methoxy δ lactam framework and application to the formal synthesis of homopumiliotoxin 223g
Tetrahedron, 2004Co-Authors: Bofong Chen, Minruei Tasi, Chengyu Yang, Jungkai Chang, Nein-chen ChangAbstract:Abstract Of the various 6-substituted-5-methoxy-δ-lactams 6 were synthesized from α-sulfonyl acetamide 9 in 4 steps in good yield. The key Glutarimides 7 were obtained via facile [3+3] annulation. The method featured regioselective introduction of C-6 substituents in Glutarimides 7 . Synthesis of tribenzyl lactam 8 and the formal synthesis of (±)-homopumiliotoxin 223G were also reported.
Chihching Cheng - One of the best experts on this subject based on the ideXlab platform.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl δ enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
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a novel and highly regioselective approach to 5 methoxy 6 substituted 3 sulfonyl delta enlactams from 5 methoxy 3 sulfonyl Glutarimide synthesis of cis 2 substituted 3 piperidinols
Journal of Organic Chemistry, 2005Co-Authors: Minruei Tsai, Bofong Chen, Chihching Cheng, Nein-chen ChangAbstract:A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-δ-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl Glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
Eshwar Mahenthiralingam - One of the best experts on this subject based on the ideXlab platform.
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Genomics-driven discovery of a novel Glutarimide antibiotic from Burkholderia gladioli reveals an unusual polyketide synthase chain release mechanism.
Angewandte Chemie International Edition, 2020Co-Authors: Gregory L. Challis, Matthew Jenner, Joleen Masschelein, Isolda Romero-canelón, Yousef Dashti, Ioanna T. Nakou, Eshwar MahenthiralingamAbstract:A gene cluster encoding a cryptic trans -acyl transferase polyketide synthase (PKS) was identified in the genomes of Burkholderia gladioli BCC0238 and BCC1622, both isolated from the lungs of cystic fibrosis patients. Bioinfomatics analyses indicated the PKS assembles a novel member of the Glutarimide class of antibiotics, hitherto only isolated from Streptomyces species. Screening of a range of growth parameters enabled gladiostatin, the metabolic product of the PKS, to be identified. NMR spectroscopic analysis revealed that gladiostatin, which has promising activity against several human cancer cell lines and inhibits tumor cell migration, contains an unusual 2-acyl-4-hydroxy-3-methylbutenolide in addition to the Glutarimide pharmacophore. An AfsA-like domain at the C-terminus of the PKS was shown to catalyze condensation of 3-ketothioesters with dihydroxyacetone phosphate, indicating it plays a key role in polyketide chain release and butenolide formation.
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genomics driven discovery of a novel Glutarimide antibiotic from burkholderia gladioli reveals an unusual polyketide synthase chain release mechanism
Angewandte Chemie, 2020Co-Authors: Ioanna T. Nakou, Matthew Jenner, Joleen Masschelein, Yousef Dashti, Eshwar Mahenthiralingam, Gregory L. Challis, Isolda RomerocanelonAbstract:A gene cluster encoding a cryptic trans-acyl transferase polyketide synthase (PKS) was identified in the genomes of Burkholderia gladioli BCC0238 and BCC1622, both isolated from the lungs of cystic fibrosis patients. Bioinfomatics analyses indicated the PKS assembles a novel member of the Glutarimide class of antibiotics, hitherto only isolated from Streptomyces species. Screening of a range of growth parameters led to the identification of gladiostatin, the metabolic product of the PKS. NMR spectroscopic analysis revealed that gladiostatin, which has promising activity against several human cancer cell lines and inhibits tumor cell migration, contains an unusual 2-acyl-4-hydroxy-3-methylbutenolide in addition to the Glutarimide pharmacophore. An AfsA-like domain at the C-terminus of the PKS was shown to catalyze condensation of 3-ketothioesters with dihydroxyacetone phosphate, thus indicating it plays a key role in polyketide chain release and butenolide formation.