메뉴 건너뛰기




Volumn 73, Issue 3, 2010, Pages 428-434

Synthesis of 7-15N-oroidin and evaluation of utility for biosynthetic studies of pyrrole-imidazole alkaloids by microscale 1H-15N HSQC and FTMS

Author keywords

[No Author keywords available]

Indexed keywords

AGELASTATIN; AGELIFERIN; ALKALOID; AXINELLAMINE; CLATHRODIN; HYMENIDIN; IMIDAZOLE; MASSADINE; NITROGEN 15; OROIDIN; PALAUAMINE; PYRROLE; SCEPTRIN; UNCLASSIFIED DRUG; UROCANIC ACID;

EID: 77950379032     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np900638e     Document Type: Article
Times cited : (35)

References (64)
  • 1
    • 33645405939 scopus 로고    scopus 로고
    • Recent examples of syntheses of pyrrole-imidazole alkaloids: (a) Schmalz, H.-G., Ed.; Wiley-VCH: Weinheim
    • Recent examples of syntheses of pyrrole-imidazole alkaloids: (a) Arndt, H.-D.; Koert, U. In Organic Synthesis Highlights 4; Schmalz, H.-G., Ed.; Wiley-VCH: Weinheim, 2000; p 241.
    • (2000) Organic Synthesis Highlights , vol.4 , pp. 241
    • Arndt, H.-D.1    Koert, U.2
  • 6
    • 34548640751 scopus 로고    scopus 로고
    • (f) Angew. Chem., Int. Ed. 2007, 46, 6586-6594.
    • (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 6586-6594
  • 7
    • 34848832308 scopus 로고    scopus 로고
    • For some publications not covered in these reviews, see
    • (g) Weinreb, S. M. Nat. Prod. Rep. 2007, 24, 931-948. For some publications not covered in these reviews, see:
    • (2007) Nat. Prod. Rep. , vol.24 , pp. 931-948
    • Weinreb, S.M.1
  • 40
    • 77950390635 scopus 로고    scopus 로고
    • Baran was unable to convert 2 to 3 under photochemical conditions; however, thermal isomerization of 2 to 3 was achieved under microwave irradiation (195 o°C, 1 min, 40% yield and 52% recovered starting material). See ref 15.
    • Baran was unable to convert 2 to 3 under photochemical conditions; however, thermal isomerization of 2 to 3 was achieved under microwave irradiation (195 o°C, 1 min, 40% yield and 52% recovered starting material). See ref 15.
  • 41
    • 0141742509 scopus 로고    scopus 로고
    • and references therein.
    • Hoffmann, H.; Lindel, T. Synthesis 2003, 1753-1783, and references therein.
    • (2003) Synthesis , pp. 1753-1783
    • Hoffmann, H.1    Lindel, T.2
  • 55
    • 77950435523 scopus 로고    scopus 로고
    • See the Supporting Information for details.
    • See the Supporting Information for details.
  • 56
    • 77950375031 scopus 로고    scopus 로고
    • 17O (∼0.04%) also contribute to M + 1, but are much lower in natural abundance (∼0.02% and 0.04%, respectively) and may be ignored in the first approximation.
    • 17O (∼0.04%) also contribute to M + 1, but are much lower in natural abundance (∼0.02% and 0.04%, respectively) and may be ignored in the first approximation.
  • 57
    • 77950420047 scopus 로고    scopus 로고
    • 15N) in compounds derived by "modern" biosynthesis compared to chemical precursors derived from petrochemical-based feedstock. In practice, this will be inconsequential, since corrections can be made with the appropriate normalization.
    • 15N) in compounds derived by "modern" biosynthesis compared to chemical precursors derived from petrochemical-based feedstock. In practice, this will be inconsequential, since corrections can be made with the appropriate normalization.
  • 60
    • 77950408401 scopus 로고    scopus 로고
    • Teichaxinella morchella has synonymity with Axinella corrugata and is probably the same as Stylissa caribica
    • Teichaxinella morchella has synonymity with Axinella corrugata and is probably the same as Stylissa caribica: http://www.spongeguide.org/ speciesinfo.php?species=110.
  • 61
    • 33845377026 scopus 로고
    • Stevensine was named in honor of the late Professor Robert V. Stevens (Department of Chemistry and Biochemistry, University of California, Los Angeles).
    • Stevensine was named in honor of the late Professor Robert V. Stevens (Department of Chemistry and Biochemistry, University of California, Los Angeles). Albizati, K.; Faulkner, D. J. J. Org. Chem. 1985, 50, 4163-4164.
    • (1985) J. Org. Chem. , vol.50 , pp. 4163-4164
    • Albizati, K.1    Faulkner, D.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.