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Volumn 44, Issue 9, 1988, Pages 800-802

Symbioramide, a novel Ca2+-ATPase activator from the cultured dinoflagellate Symbiodinium sp.

Author keywords

Ca2+ ATPase activator; ceramide; Dinoflagellate; Symbiodinium sp.; symbioramide

Indexed keywords

ADENOSINE TRIPHOSPHATASE (CALCIUM); CA(2+) TRANSPORTING ATPASE; DRUG DERIVATIVE; SPHINGOSINE; SYMBIORAMIDE;

EID: 0024288704     PISSN: 00144754     EISSN: 14209071     Source Type: Journal    
DOI: 10.1007/BF01959173     Document Type: Article
Times cited : (51)

References (16)
  • 11
    • 84934027692 scopus 로고    scopus 로고
    • Colorless crystals, mp 105–107°C; [α]D22 + 5.8° (c=1, CHCl3); IR (KBr) 3270, 1650, 1535, 1470, and 1070 cm−1;1H NMR (CDCl3) δ 0.89 (6H, t, J=7.0 Hz; H3-18 and H3-18′), 1.28 (50H, br s), 2.10 (2H, q, J=7.3 Hz; H2-5′), 3.81 (3H, m; H-1, H-2, and H-3), 4.05 (1H, d, J=11.3 Hz; H′-1), 4.54 (1H, d, J=7.3 Hz; H-2′), 5.57 (1H, dd, J=15.3 and 7.3 Hz; H-3′), 5.92 (1H, dt, J=15.3 and 7.3 Hz; H-4′), and 7.01 (1H, d, J=7.2 Hz; NH); FABMS (positive ion, thioglycerol as a matrix) m/z 582 (M+H)+; EIMS m/z 328 (fragment a), 310, 284, 270, and 253; Found m/z 328.2860, Calcd for C19H38O3N: fragment a, 328.2851.
  • 12
    • 84934027691 scopus 로고    scopus 로고
    • White solids, mp 75–78°C;1H NMR (CDCl3) δ 0.89 (6H, t, J=6.9 Hz; H3-18 and H3-18′), 1.26 (50H, br s), 2.05 (3H, s; Ac), 2.08 (3H, s; Ac), 2.18 (3H, s; Ac), 4.04 (1H, m; H-1), 4.32 (1H, m; H′-1), 4.36 (1H, m; H-2), 4.91 (1H, m; H-3), 5.49 (1H, d, J=7.2 Hz; H-2′), 5.53 (1H, m; H-3′), 5.91 (1H, dt, J=14.5 and 6.7 Hz; H-4′), and 6.55 (1H, d, J=8.8 Hz; NH);13C NMR (CDCl3) δ 14.00 q (2C), 20.59 q, 20.83 q, 20.89 q, 22.58 t, 25.28 t, 28.61 t, 29.14 t, 29.38 t, 29.61 t (19C), 31.42 t, 31.83 t, 32.24 t, 50.68 d, 62.09 t, 73.86 d, 74.44 d, 122.90 d, 137.65 d, 168.44 s (2C), 169.73 s, and 170.67 s; FABMS (positive ion, thioglycerol as a matrix) m/z 708 (M+H)+; EIMS m/z 412 (fragment a), 370, 352, and 310; Found m/z 412.3078. Calcd for C23H42O5N: fragment a, 412.3063.
  • 13
    • 84934027690 scopus 로고    scopus 로고
    • White solids, mp 57–59°C;1H NMR (CDCl3) δ 0.88 (6H, t, J=6.9 Hz; H3-18 and H3-18′), 1.25 (50H, br s), 1.76 (1H, m; H-4), 1.86 (1H, m; H′-4), 2.05 (2H, q, J=7.1 Hz; H2-5′), 4.44 (1H, dd, J=11.5 and 4.0 Hz; H-1), 4.55 (1H, dd, J=11.5 and 5.6 Hz; H′-1), 4.60 (1H, m; H-2), 5.24 (1H, m; H-3), 5.64 (1H, dd, J=15.4 and 7.1 Hz; H-3′), 5.75 (1H, d, J=7.1 Hz; H-2′), 5.98 (1H, dt, J=15.4 and 7.1 Hz; H-4′), 7.04 (1H, d, J=8.6 Hz; NH), 7.40, 7.49, 7.52, 7.60, 7.71, and 7.86 (each 2H, d, J=8.5 Hz; aromatic protons); FABMS (positive ion, thioglycerol as a matrix) m/z 1134, 1132, 1130, and 1128 (M+H)+.
  • 14
    • 84934027689 scopus 로고    scopus 로고
    • Colorless oil; [α]D28−16° (c=1, CHCl3);1H NMR (CDCl3) δ 0.81 (3H, t, J=6.9 Hz; H3-18′), 1.18 (24H, br s), 1.99 (2H, q, J=7.2 Hz; H2-5′), 2.77 (1H, d, J=5.9 Hz; OH-2′), 4.54 (1H, t, J=5.9 Hz; H-2′), 5.43 (1H, dd, J=15.3 and 5.9 Hz; H-3′), and 5.81 (1H, dt, J=15.3 and 7.2 Hz; H-4′); EIMS m/z 253 (M−COOMe)+.
  • 15
    • 84934027695 scopus 로고    scopus 로고
    • White crystals, mp 92–94°C [lit.3 mp 100.5–101°C]; [α]D22+14° (c=0.1, CHCl3) [lit.3 α]D+15.7° (c=0.86, CHCl3);1H NMR (CDCl3) δ 0.89 (3H, t, J=6.9 Hz; H3-18), 1.27 (26H, br s), 1.60 (2H, m; H2-4), 2.10 (3H, s; Ac), 2.07 (3H, s; Ac), 2.08 (3H, s; Ac), 4.07 (1H, dd, J=11.6 and 3.9 Hz; H-1), 4.25 (1H, dd, J=11.6 and 6.1 Hz; H′-1), 4.40 (1H, m; H-2), 4.91 (1H, m; H-3), 5.84 (1H, d, J=9.0 Hz; NH); EIMS m/z 428 (M+1), 368, 294, and 144.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.