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Volumn 46, Issue 13, 2007, Pages 2320-2324

Structural assignment of tetrabromostyloguanidine: Does the relative configuration of the palau'amines need revision?

Author keywords

Configuration determination; Natural products; NMR spectroscopy; Palau'amines; Structure elucidation

Indexed keywords

CHEMICAL REACTIONS; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMERS;

EID: 34247481744     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200604076     Document Type: Article
Times cited : (103)

References (51)
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    • The sponge were collected by Dr. Michael Assmann during a expedition to the Bahamas in 2000. During this time the project was sponsored by the DFG Kol314/3-1 to 3-4, We would like to thank Prof. Joseph R. Pawlik for the opportunity to participate in these expeditions
    • The sponge were collected by Dr. Michael Assmann during a expedition to the Bahamas in 2000. During this time the project was sponsored by the DFG (Kol314/3-1 to 3-4). We would like to thank Prof. Joseph R. Pawlik for the opportunity to participate in these expeditions.
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    • This fragment is observed for all pyrrole-imidazole alkaloids with a noncyclized 4,5-dibromopyrrole-2-carbamide moiety, for example, oroidin, sceptrin (6, and ageliferin 7
    • This fragment is observed for all pyrrole-imidazole alkaloids with a noncyclized 4,5-dibromopyrrole-2-carbamide moiety, for example, oroidin, sceptrin (6), and ageliferin (7).
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    • The coherent lines do not represent a mathematical function, but give the best overview for the comparison of the different compounds
    • The coherent lines do not represent a mathematical function, but give the best overview for the comparison of the different compounds.
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    • After integration of all cross-peaks in the ROESY spectra, the intensity data were calibrated using the geminal protons at C13 (178 pm). Each ROESY spectrum was analyzed separately (linear approximation). Since the distances for the different mixing times were identical, the assumption is valid.
    • After volume integration of all cross-peaks in the ROESY spectra, the intensity data were calibrated using the geminal protons at C13 (178 pm). Each ROESY spectrum was analyzed separately (linear approximation). Since the distances for the different mixing times were identical, the assumption is valid.
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    • Floating chirality means that no chiral restraints for centers of chirality are used. Therefore, the restraints for these centers were deleted from the list of chiral restraints.
    • "Floating chirality" means that no chiral restraints for centers of chirality are used. Therefore, the restraints for these centers were deleted from the list of chiral restraints.
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    • The DG and DDD calculations were carried out with the dg90 program package (R. Scheek, University of Groningen).
    • The DG and DDD calculations were carried out with the dg90 program package (R. Scheek, University of Groningen).
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    • The interproton distances obtained from the ROESY spectra were used as distance restraints in the DDD calculations. To account for experimental errors, the distances with ± 10% were used
    • The interproton distances obtained from the ROESY spectra were used as distance restraints in the DDD calculations. To account for experimental errors, the distances with ± 10% were used.
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    • 2 [25] In family II, the diastereotopic protons of the methylene groups at C13 (10:10) and C19 (8:12) are almost equally distributed between pro-S and pro-R.
    • 2 [25] In family II, the diastereotopic protons of the methylene groups at C13 (10:10) and C19 (8:12) are almost equally distributed between pro-S and pro-R.
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    • The diastereotopic assignment of the protons of the methylene group at C19 is not unambiguous, the distribution is 23:44.
    • The diastereotopic assignment of the protons of the methylene group at C19 is not unambiguous, the distribution is 23:44.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.