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Volumn 10, Issue 2, 2008, Pages 153-156

Salarins A and B and tulearin A: New cytotoxic sponge-derived macrolides

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; MACROLIDE; SALARIN A; SALARIN B; UNCLASSIFIED DRUG;

EID: 38749131268     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol702221v     Document Type: Article
Times cited : (35)

References (22)
  • 3
    • 38749147174 scopus 로고    scopus 로고
    • The identification of the spicule-less sponge genus was not straight-forward. It seems to be closest to Fascaplysinopsis (Demospongiae, order Dictyoceratid, family Thorectidae), a genus described thus far only from Australia and Indonesia.
    • The identification of the spicule-less sponge genus was not straight-forward. It seems to be closest to Fascaplysinopsis (Demospongiae, order Dictyoceratid, family Thorectidae), a genus described thus far only from Australia and Indonesia.
  • 4
    • 38749085197 scopus 로고    scopus 로고
    • Salarin A: pale yellow oil; [α]23D -57 (c 0.37, CHCl3, IR (CHCl3) νmax 3690, 3028, 3010, 1728, 1602, 1370 cm-1; 1H and 13C NMR, see Table 1; HR-MALDIMS (TOF) m/z 709.2991 [M, Na, calcd for C35H46N2O 12Na 709.2943, negative) FABMS m/z 686 [M, H, 100, 643, M, H, C2H3O, 10, 601, M, H, C3H3O2N, 40, 558, M, H, C5H6O3N, 10
    • 3N) (10).
  • 6
    • 38749090479 scopus 로고    scopus 로고
    • Although transannular NOEs were observed, the high molecule flexibility avoided conclusions regarding the chiral centers of the molecule. More material will have to be gained for attempting derivatization of 1, which thus far has failed to give crystals. All three new compounds are unstable, especially under acidic or basic conditions. In the case of 1 and 2, unstability, most likely, is due to the oxohexa-2,4-dienoate moiety that readily isomerizes
    • Although transannular NOEs were observed, the high molecule flexibility avoided conclusions regarding the chiral centers of the molecule. More material will have to be gained for attempting derivatization of 1, which thus far has failed to give crystals. All three new compounds are unstable, especially under acidic or basic conditions. In the case of 1 and 2, unstability, most likely, is due to the oxohexa-2,4-dienoate moiety that readily isomerizes.
  • 7
    • 5844250398 scopus 로고    scopus 로고
    • An alternative acyl iminoanhydride group [H3CCO 2C=NCO, was excluded because of the instability of this group that readily rearranges to the triacyl amine structure. Heard, R. D. H, Ryan, M. T, Bolker, H. I. J. Org. Chem. 1959, 24, 172-175
    • 2C(=NCO-)-] was excluded because of the instability of this group that readily rearranges to the triacyl amine structure. Heard, R. D. H.; Ryan, M. T.; Bolker, H. I. J. Org. Chem. 1959, 24, 172-175.
  • 10
    • 38749102666 scopus 로고    scopus 로고
    • 12K 741.2995).
    • 12K 741.2995).
  • 12
    • 38749127103 scopus 로고    scopus 로고
    • 4).
    • 4).
  • 15
    • 38749088246 scopus 로고    scopus 로고
    • 6Na 558.3765).
    • 6Na 558.3765).
  • 19
    • 38749101903 scopus 로고    scopus 로고
    • As with salarins A and B, also for 3, additional material is required for derivatization for configurational studies.
    • As with salarins A and B, also for 3, additional material is required for derivatization for configurational studies.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.