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Sulphur-containing Steroid Derivatives

Abstract

PREVIOUS communications1,2 have recorded the synthesis of antibacterial compounds derived from bile acids and sterols which contained basic groups, such as the amino-, amidino- and guanido-groups. In general, these derivatives were bacteriostatic for Gram-positive bacteria, but had little activity against Gram-negative organisms. Whereas surface tension measurements seemed to reveal a relationship between the bacteriostatic and surface activities of the bile acids and their anionic derivatives3, no such relationship was apparent in the properties of a series of the basic steroid compounds4. In an extension of these studies, we have synthesized and investigated several water-soluble, sulphur-containing, steroid derivatives.

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References

  1. Barnett, J., Ryman, B. E., and Smith, F., J. Chem. Soc., 524, 526, 528 (1946).

  2. James, S. P., Smith, F., Stacey, M., and Webb, M., J. Chem. Soc., 665 (1946).

  3. Stacey, M., and Webb, M., Proc. Roy. Soc., B, 134, 523 (1947).

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  4. Stacey, M., and Webb, M., Proc. Roy. Soc., B, 134, 538 (1947).

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  5. Mylius, F., Ber., 20, 1968 (1887); cf. Hauptman, H., J. Amer. Chem. Soc., 69, 562 (1947).

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  6. Cf. King, L. C., Dodson, R. M., and Subluskey, L. A., J. Amer. Cham. Soc., 70, 1176 (1948).

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JONES, A., SMITH, F. & WEBB, M. Sulphur-containing Steroid Derivatives. Nature 162, 857–858 (1948). https://doi.org/10.1038/162857b0

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