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The structure of perforine and haplophyllidine

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Chemistry of Natural Compounds Aims and scope

Conclusions

1. The alkaloids perforine and haplophyllidine isolated from the seeds ofH. perforatum have the developed formulas C16H17N(OH)2(OCH3)2(-O-) and C16H16N(OH) (OCH3)2(-O-).

2. Perforine is 7-hydroxy-8-(3′-hydroxy-3′-methylbutyl)-4, 8-dimethoxy-5, 6, 7, 8-tetrahydrofuroquinoline, and haplophyllidine is 7-hydroxy-4, 8-dimethoxy-(3′-methyl-2′-butenyl)-5, 6, 7, 8-tetrahydrofuroquinoline.

3. The transition from perforine to haplophyllidine has been effected by the splitting off of hydrogen chloride from chloroacetylperforine.

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Authors and Affiliations

  1. Institute of the Chemistry of Plant Substances, AS UzSSR, USSR

    Z. Sh. Faizutdinova, I. A. Bessonova & S. Yu. Yunusov

Authors
  1. Z. Sh. Faizutdinova
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  2. I. A. Bessonova
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  3. S. Yu. Yunusov
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Additional information

Khimiya Prirodnykh Soedinenii, Vol. 4, No. 6, pp. 360–367, 1968

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Faizutdinova, Z.S., Bessonova, I.A. & Yunusov, S.Y. The structure of perforine and haplophyllidine. Chem Nat Compd 4, 304–309 (1968). https://doi.org/10.1007/BF00569810

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