Lung-toxic furanoterpenoids produced by sweet potatoes (Ipomoea batatas) following microbial infection.

@article{Boyd1974LungtoxicFP,
  title={Lung-toxic furanoterpenoids produced by sweet potatoes (Ipomoea batatas) following microbial infection.},
  author={Michael R. Boyd and Leo T. Burka and Thomas M Harris and BENJAMIN J. Wilson},
  journal={Biochimica et biophysica acta},
  year={1974},
  volume={337 2},
  pages={
          184-95
        }
}
Abstract The pulmonary toxicity of mold-damaged sweet potatoes has recently been ascribed to a “lung edema factor” which is produced in the roots in response to microbial infection. We now present data suggesting that this toxic principle comprises a group of at least four closely related compounds: 4-ipomeanol (1-(3-furyl)-4-hydroxy-1-pentanone), the isomeric 1-ipomeanol (1-(3-furyl)-1-hydroxy-4-pentanone). the corresponding diketone, ipomeanine (1-(3-furyl)-1,4-pentanedione), and the diol, 1… Expand
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Confirmation by chemical synthesis of the structure of 4-ipomeanol, a lung-toxic metabolite of the sweet potato, Ipomoea batatas.
TLDR
The respiratory tract toxin, 4-ipomeanol (1-[3-furyl]-4-hydroxy-1-pentanone) (VI), may be responsible for the typical lung oedema of cattle that are fed mouldy sweet potatoes as well as a similar pathological state in mice fed or injected with the pure compound. Expand
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The goal of this synthesis was (*)-fumagillol (2), since this should be easily convertible to fumagillin, and the first total synthesis of (&)fumgillol proceeded as follows. Expand
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Abstract From the volatile component of sweet potatoes infected by Ceratostomella fimbriata (“black rotted” disease), four β-substituted furans, viz. ipomeamarone (1), batatic acid (45), ipomeanineExpand
Toxicity of Mould-damaged Sweet Potatoes (Ipomoea batatas)
TLDR
The toxicity for livestock of mouldy sweet potatoes has been recognized for several decades in the United States and Japan and when large doses of tryptophan were administered to cattle, somewhat similar effects have been observed. Expand
The structure of ipomeamaronol: A new toxic furanosesquiterpene from moldy sweet potatoes
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