Thalrugosine (Isofangchinoline)

Reference work entry

CAS Registry Number: 33889-68-8 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Bisisoquinoline Alkaloids

Biological sources: Thalictrum sachalinense

C37H40N2O6: 608.2886

Mp: amorph. [1]; 153°C [2]; 211–212°C (Me2CO) [3]

[α]D +146° (MeOH) [1]; +87° (MeOH) [2]; +177° (MeOH) [3]

UV: 285 [1]

IR(CHCl3): 3330 [3]

MSm/z: 608(M+), 593, 577, 471, 417, 382, 381(100), 367, 192 [1]

1H NMR: 2.26(3H, s, 2-NCH3), 2.43(3H, s, 2′-NCH3), 3.72(3H, s, 6′-OCH3), 3.87(6H, s, 6-OCH3, 12-OCH3), 6.24–7.05(10H, m, H–Ar) [1]; 6.10(1H, s, H-8′) [2]

Abs. conf.: 1R, 1′S [1]

Pharm./Biol.: Antimicrobial [4], hypotensive [5] action

References

  1. 1.
    D. Umarova, S.Kh. Maekh, S.Yu. Yunusov, N.M. Zaitseva, S.A. Volkova, P.G. Gorovoi, Chem. Nat. Comp. 14, 511 (1978)Google Scholar
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    M. Shamma, S.Y. Yao, Experientia 29, 517 (1973)Google Scholar
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    J. Kunitomo, Y. Murakami, M. Oshikata, M. Akasu, K. Kodama, N. Takeda, K. Harada, M. Suzuki, A. Tatematsu, E. Kawanabe, H. Ishii, Chem. Pharm. Bull. 33, 135 (1985)Google Scholar
  4. 4.
    L.A. Mitscher, W.-N. Wu, R.W. Doskotch, J.L. Beal, J Chem. Soc. Chem. Commun. 589 (1971)Google Scholar
  5. 5.
    A.G. Kurmukov, U.B. Zakirov, Alkaloidy i preparaty tselebnykh trav dlya lechenya gipertenzivnykh sostoyanii (Ibn Sina, Tashkent, 1992)Google Scholar

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© Springer Science+Business Media New York 2013

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