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Volumn 1, Issue 11, 1999, Pages 1843-1846

Synthesis of the Bycroft-Gowland structure of micrococcin P1

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFECTIVE AGENT; ANTINEOPLASTIC ANTIBIOTIC; BACTERIOCIN; MICROCOCCIN; PEPTIDE;

EID: 0033518045     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol991115e     Document Type: Article
Times cited : (48)

References (37)
  • 1
    • 34247136117 scopus 로고
    • Isolation from Bacillus pumilus: Fuller, A. T. Nature 1955, 175, 722. Micrococcin P is very similar, possibly identical, to an antibiotic isolated from a Micrococcus species and named "micrococcin" by: Su, T. L. Brit. J. Exp. Path. 1948, 29, 473. No structural work on the Su micrococcin appears to have been described in the literature.
    • (1955) Nature , vol.175 , pp. 722
    • Fuller, A.T.1
  • 2
    • 0007564038 scopus 로고
    • Isolation from Bacillus pumilus: Fuller, A. T. Nature 1955, 175, 722. Micrococcin P is very similar, possibly identical, to an antibiotic isolated from a Micrococcus species and named "micrococcin" by: Su, T. L. Brit. J. Exp. Path. 1948, 29, 473. No structural work on the Su micrococcin appears to have been described in the literature.
    • (1948) Brit. J. Exp. Path. , vol.29 , pp. 473
    • Su, T.L.1
  • 5
    • 0006308327 scopus 로고
    • Corcoran, J. W.; Hahn, F. E., Eds.: Springer-Verlag: New York, ff.
    • Review: Pestka, S. In Antibiotics; Corcoran, J. W.; Hahn, F. E., Eds.: Springer-Verlag: New York, 1975; Vol. 3, p 480 ff.
    • (1975) Antibiotics , vol.3 , pp. 480
    • Pestka, S.1
  • 9
    • 85034146784 scopus 로고    scopus 로고
    • Reference 6a, p 708, top of the page
    • (b) Reference 6a, p 708, top of the page.
  • 22
    • 0025769028 scopus 로고
    • as well as rets 8 and 13
    • For pioneering work in this area, see: Kelly, T. R.; Jagoe, C. T.; Gu, Z. Tetrahedron Lett. 1991, 32, 4263 as well as rets 8 and 13.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 4263
    • Kelly, T.R.1    Jagoe, C.T.2    Gu, Z.3
  • 26
    • 85034127801 scopus 로고    scopus 로고
    • note
    • A route to an intermediate differing from 3 only at the level of protecting groups has been described (ref 8a), but the present objectives proved to be better served by an alternative avenue to that fragment. The merger of 3 and 4 was best conducted by contributing the pyridine-thiazole cluster as compound 14 (ref 13), by having the short side chain already present on the pyridine-thiazole array during macrocyclization; by forming the bonds between 3 and 4 in the order a first and then b, by introducing dehydroamino acid units as threonines to be dehydrated at a well-defined stage; and by performing the macrocyclization via an acyl azide.
  • 31
    • 0028211499 scopus 로고
    • Aguilar, E.; Meyers, A. I. Tetrahedron Lett. 1994, 35, 2473. Application of this protocol was essential to suppress racemization of 10.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 2473
    • Aguilar, E.1    Meyers, A.I.2
  • 34
    • 85034127807 scopus 로고    scopus 로고
    • note
    • 2 group to the mesylate backside.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.