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Literature DB >> 22431425

Synthetic (±)-axinellamines deficient in halogen.

Hui Ding¹, Andrew G Roberts, Patrick G Harran.

Abstract

Entities: CellLine Chemical Disease Species

Mesh：

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Year: 2012 PMID： 22431425 PMCID： PMC3532944 DOI： 10.1002/anie.201200205

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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25 in total

1. Enantioselective strategy to the spirocyclic core of Palau'amine and related bisguanidine marine alkaloids.

Authors: A S Dilley; D Romo
Journal: Org Lett Date: 2001-05-17 Impact factor: 6.005

2. Spirocycloisomerization of tethered alkylidene glycocyamidines: synthesis of a base template common to the palau'amine family of alkaloids.

Authors: Hugo Garrido-Hernandez; Masakazu Nakadai; Marc Vimolratana; Qingyi Li; Thomas Doundoulakis; Patrick G Harran
Journal: Angew Chem Int Ed Engl Date: 2005-01-21 Impact factor: 15.336

3. Total synthesis of (+/-)-axinellamines A and B.

Authors: Daniel P O'Malley; Junichiro Yamaguchi; Ian S Young; Ian B Seiple; Phil S Baran
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

4. EVALUATION OF STRATEGIES FOR THE SYNTHESIS OF THE GUANIDINE HEMIAMINAL PORTION OF PALAU'AMINE.

Authors: Brian A Lanman; Larry E Overman
Journal: Heterocycles Date: 2006-12-31 Impact factor: 0.831

5. Facile synthesis of the trans-fused azabicyclo[3.3.0]octane core of the palau'amines and the tricyclic core of the axinellamines from a common intermediate.

Authors: Manuel A Zancanella; Daniel Romo
Journal: Org Lett Date: 2008-08-12 Impact factor: 6.005

6. Stable 5-substituted cyclopentadienes for the Diels-Alder cycloaddition and their application to the synthesis of palau'amine.

Authors: Jonathan Hudon; Timothy A Cernak; James A Ashenhurst; James L Gleason
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

7. Enantioselective total syntheses of (-)-palau'amine, (-)-axinellamines, and (-)-massadines.

Authors: Ian B Seiple; Shun Su; Ian S Young; Akifumi Nakamura; Junichiro Yamaguchi; Lars Jørgensen; Rodrigo A Rodriguez; Daniel P O'Malley; Tanja Gaich; Matthias Köck; Phil S Baran
Journal: J Am Chem Soc Date: 2011-08-23 Impact factor: 15.419

Review 8. Biosynthesis, asymmetric synthesis, and pharmacology, including cellular targets, of the pyrrole-2-aminoimidazole marine alkaloids.

Authors: Ali Al-Mourabit; Manuel A Zancanella; Supriya Tilvi; Daniel Romo
Journal: Nat Prod Rep Date: 2011-05-09 Impact factor: 13.423

9. Total syntheses of (+/-)-massadine and massadine chloride.

Authors: Shun Su; Ian B Seiple; Ian S Young; Phil S Baran
Journal: J Am Chem Soc Date: 2008-12-10 Impact factor: 15.419

10. Design, synthesis, and evaluation of 6-carboxyalkyl and 6-phosphonoxyalkyl derivatives of 7-oxo-8-ribitylaminolumazines as inhibitors of riboflavin synthase and lumazine synthase.

Authors: Mark Cushman; Donglai Yang; Stefan Gerhardt; Robert Huber; Markus Fischer; Klaus Kis; Adelbert Bacher
Journal: J Org Chem Date: 2002-08-09 Impact factor: 4.354

8 in total

1. Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors: Yuyong Ma; Saptarshi De; Chuo Chen
Journal: Tetrahedron Date: 2015-02-25 Impact factor: 2.457

2. A biomimetic route for construction of the [4+2] and [3+2] core skeletons of dimeric pyrrole-imidazole alkaloids and asymmetric synthesis of ageliferins.

Authors: Xiao Wang; Xiaolei Wang; Xianghui Tan; Jianming Lu; Kevin W Cormier; Zhiqiang Ma; Chuo Chen
Journal: J Am Chem Soc Date: 2012-11-02 Impact factor: 15.419

Synthetic (±)-axinellamines deficient in halogen.

1. Enantioselective strategy to the spirocyclic core of Palau'amine and related bisguanidine marine alkaloids.

2. Spirocycloisomerization of tethered alkylidene glycocyamidines: synthesis of a base template common to the palau'amine family of alkaloids.

3. Total synthesis of (+/-)-axinellamines A and B.

4. EVALUATION OF STRATEGIES FOR THE SYNTHESIS OF THE GUANIDINE HEMIAMINAL PORTION OF PALAU'AMINE.

5. Facile synthesis of the trans-fused azabicyclo[3.3.0]octane core of the palau'amines and the tricyclic core of the axinellamines from a common intermediate.

6. Stable 5-substituted cyclopentadienes for the Diels-Alder cycloaddition and their application to the synthesis of palau'amine.

7. Enantioselective total syntheses of (-)-palau'amine, (-)-axinellamines, and (-)-massadines.

Review 8. Biosynthesis, asymmetric synthesis, and pharmacology, including cellular targets, of the pyrrole-2-aminoimidazole marine alkaloids.

9. Total syntheses of (+/-)-massadine and massadine chloride.

10. Design, synthesis, and evaluation of 6-carboxyalkyl and 6-phosphonoxyalkyl derivatives of 7-oxo-8-ribitylaminolumazines as inhibitors of riboflavin synthase and lumazine synthase.

1. Syntheses of Cyclic Guanidine-Containing Natural Products.

2. A biomimetic route for construction of the [4+2] and [3+2] core skeletons of dimeric pyrrole-imidazole alkaloids and asymmetric synthesis of ageliferins.

3. Oxidative Coupling of Enolates, Enol Silanes and Enamines: Methods and Natural Product Synthesis.

4. Total Synthesis of Ageliferin via Acyl N-amidinyliminium Ion Rearrangement.

5. Asymmetric Synthesis of Axinellamines A and B.

Review 6. Dimeric pyrrole-imidazole alkaloids: synthetic approaches and biosynthetic hypotheses.

7. Axinellamines as broad-spectrum antibacterial agents: scalable synthesis and biology.

8. Total synthesis of palau'amine.