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Volumn 8, Issue 21, 2006, Pages 4751-4754

Stereochemical determination of archazolid A and B, highly potent vacuolar-type ATPase inhibitors from the myxobacterium Archangium gephyra

Author keywords

[No Author keywords available]

Indexed keywords

ANTIMITOTIC AGENT; ARCHAZOLID A; ARCHAZOLID B; MACROLIDE; PROTON TRANSPORTING ADENOSINE TRIPHOSPHATE SYNTHASE; THIAZOLE DERIVATIVE;

EID: 33750315193     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061831y     Document Type: Article
Times cited : (45)

References (23)
  • 10
    • 33750319084 scopus 로고    scopus 로고
    • note
    • Archazolid A: With the exception of C-23, the macrocyclic backbone is exclusively constructed from acetate, and the C-, O-, and N-methyl groups originate from methionine.
  • 12
    • 33750316119 scopus 로고    scopus 로고
    • note
    • 6 are very similar, which suggests that archazolid adopts a similar conformation in these solvents.
  • 15
    • 33750363607 scopus 로고    scopus 로고
    • note
    • C, H signals also suggest a certain degree of flexibility around the (15,16)-bond.
  • 16
    • 33750348393 scopus 로고    scopus 로고
    • note
    • It should be noted that the observed coupling constants can also be rationalized by related conformers suggesting a 22,23-syn relationship: see ref 10.
  • 19
    • 33750312572 scopus 로고    scopus 로고
    • note
    • -1 higher in energy than the global minimum as obtained from a nonrestrained conformational search under the same conditions (see Supporting Information). These structures show a very high degree of agreement with the observed dihedral angles and transannular NOEs.
  • 22
    • 33750325512 scopus 로고    scopus 로고
    • note
    • Ring cleavage under these conditions gives a 3:1 mixture of the shown isomer and the one without isomerization of the (2,3)-double bond. The spectral data of these isomers are identical in the crucial western region of the molecule: see Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.