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Volumn 16, Issue 2, 2014, Pages 464-467

Thelepamide: An unprecedented ketide-amino acid from thelepus crispus, a marine annelid worm

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; POLYKETIDE; THELEPAMIDE;

EID: 84896693399     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol403350e     Document Type: Article
Times cited : (20)

References (29)
  • 14
  • 20
    • 84896802726 scopus 로고    scopus 로고
    • Thelepamide (1): [α]D = -10.4 (c 0.016 MeOH); IR (neat) 3336, 2962, 1697, 1613, 1466, 1393, 1091, 1059 962 cm-1; 1H NMR
    • Thelepamide (1): [α]D = -10.4 (c 0.016 MeOH); IR (neat) 3336, 2962, 1697, 1613, 1466, 1393, 1091, 1059, 962 cm-1; 1H NMR
  • 21
    • 84896791348 scopus 로고    scopus 로고
    • (500 MHz CD3OD): δ 5.26 (d, J = 2.5 Hz, 1H, H14l), 4.94 (d, J = 2.5 Hz, 1H, H14h), 4.69 (dd, J = 13.0 and 3.5 Hz, 1H, H10), 3.65 (m, 1H, H4), 3.28 (dd, J = 3.5 and 13.0 Hz, 1H, H9l); 286 (m 1H H6) 2.70
    • (500 MHz, CD3OD): δ 5.26 (d, J = 2.5 Hz, 1H, H14l), 4.94 (d, J = 2.5 Hz, 1H, H14h), 4.69 (dd, J = 13.0 and 3.5 Hz, 1H, H10), 3.65 (m, 1H, H4), 3.28 (dd, J = 3.5 and 13.0 Hz, 1H, H9l); 2.86 (m, 1H; H6), 2.70
  • 22
    • 84896798400 scopus 로고    scopus 로고
    • (t J = 13.0 Hz 1H H9h) 2.18 (sept, J = 6.6 Hz, 1H, H15), 1.77 (m, 1H, H5l), 1.69 (m, 1H; H7l), 1.60 (m, 1H, H5l), 1.47 (m, 1H, H7h), 1.45 (m, 1H; H2l), 1.38 (m, 1H, H3l), 1.36 (m, 1H, H3h), 1.33 (m, 1H, H2h), 1.10 (d, J = 6.6 Hz, 3H, H17), 0.98 (d, J = 6.6 Hz, 3H, H16), 0.94 (t, J = 6.4 Hz, 3H, H1), 0.89 (t, J = 6.4 Hz, 3H, H8). 13C and DEPT-135 NMR (63 MHz, CD3OD): 174.3 (C, C11), 171.4 (C, C12), 104.7 (C, C13), 77.3 (CH2, C14), 69.3 (CH, C4), 56.8 (CH, C10), 44.7 (CH, C6), 43.6 (CH2, C5), 40.9 (CH2, C3), 34.9 (CH, C15), 30.9 (CH2, C9), 27.5 (CH2, C7), 19.9 (CH2, C2), 17.7 (CH3, C16), 15.5 (CH3, C17), 145 (CH3 C1) 11.2 (CH3, C8)
    • (t, J = 13.0 Hz, 1H, H9h), 2.18 (sept, J = 6.6 Hz, 1H, H15), 1.77 (m, 1H, H5l), 1.69 (m, 1H; H7l), 1.60 (m, 1H, H5l), 1.47 (m, 1H, H7h), 1.45 (m, 1H; H2l), 1.38 (m, 1H, H3l), 1.36 (m, 1H, H3h), 1.33 (m, 1H, H2h), 1.10 (d, J = 6.6 Hz, 3H, H17), 0.98 (d, J = 6.6 Hz, 3H, H16), 0.94 (t, J = 6.4 Hz, 3H, H1), 0.89 (t, J = 6.4 Hz, 3H, H8). 13C and DEPT-135 NMR (63 MHz, CD3OD): 174.3 (C, C11), 171.4 (C, C12), 104.7 (C, C13), 77.3 (CH2, C14), 69.3 (CH, C4), 56.8 (CH, C10), 44.7 (CH, C6), 43.6 (CH2, C5), 40.9 (CH2, C3), 34.9 (CH, C15), 30.9 (CH2, C9), 27.5 (CH2, C7), 19.9 (CH2, C2), 17.7 (CH3, C16), 15.5 (CH3, C17), 14.5 (CH3, C1), 11.2 (CH3, C8).
  • 29
    • 77956630251 scopus 로고    scopus 로고
    • Web applet:
    • Smith, S. G.; Goodman, J. M. J. Am. Chem. Soc. 2010, 132, 12946-12959. Web applet: http://www.jmg.ch.cam.ac.uk/tools/nmr/DP4.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 12946-12959
    • Smith, S.G.1    Goodman, J.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.