The structures of two metabolites fromPenicillium roqueforti, designated roquefortine and isofumigaclavine A, have been determined by chemical and spectroscopic studies.
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Similar content being viewed by others Explore related subjectsDiscover the latest articles and news from researchers in related subjects, suggested using machine learning. ReferencesAcknowledgements. We thankS. Moreau for mycelium ofP. roqueforti andJ.-C. Gripon and MlleE. Zissmann for additional cultures;B. Septe for13C nmr-spectra:S. K. Kan for the 240 MHz1H nmr-spectrum of roquefortine; MmeLe Phan Diêp for amino acid analyses; andS. Wilkinson andP. G. Mantle, respectively, for samples of fumigaclavine B and agroclavine.
J. F. Spilsbury andS. Wilkinson, J. chem. Soc.1961, 2085.
By high resolution mass spectroscopy, courtesy ofP. Varenne, W. B. Turner andW. F. Miles. We thankB. C. Das for helpful discussion.
N. K. Hart, S. R. Johns, J. A. Lamberton andR. E. Summons, Aust. J. Chem.27, 639 (1974).
A. Ahond, M.-M. Janot, N. Langlois, G. Lukacs, P. Potier, P. Rasoanaivo, M. Sangaré, N. Neuss, M. Plat, J. Le Men, E. W. Hagaman andE. Wenkert, J. Am. Chem. Soc.96, 633 (1974).
S. Sape andA. Taylor, J. chem. Soc. Perkin I1972, 472.
D. W. Nagel, K. G. R. Pachler, P. S. Steyn, P. L. Wessels, G. Gafner andG. J. Kruger, J. chem. Soc., Chem. Commun.1974, 1021.
P. S. Steyn, personal communication.
W. D. Jamieson, R. Rahman andA. Taylor, J. chem. Soc. (C)1969, 1564.
H. Minato, M. Matsumoto andT. Katayama, J. chem. Soc. Perkin I1973, 1819.
D. Hauser, H. P. Weber andH. P. Sigg, Helv. chim. Acta53, 1061 (1970).
N. J. Bach, H. E. Boaz, E. C. Kornfeld, C.-J. Chang, H. G. Floss, E. W. Hagaman andE. Wenkert, J. org. Chem.39, 1272 (1974).
Experiments carried out at the Institut de Recherches Scientifiques sur le Cancer, Villejuif, France byC. Frayssinet andChristiane Frayssinet showed that the LD50 (i.p., male mice) was 15–20 mg/kg. Doses of 50–100 mg/kg caused prostration and an atonic posture. The prostration would be interrupted for a few seconds by opisthotonoid seizures which could be brought about by noise or a tap on the cage. Death followed within a few hours. At doses of 10 mg/kg convulsions were replaced by simple contractions and the state of prostration by equilibrium disorders during movement.
S. Ohmomo, T. Sato, T. Utagawa andM. Abe Agric. biol. Chem.39, 1333 (1975).
P. M. Scott
Present address: Health Protection Branch, Health and Welfare Canada, K1A 0L2, Ottawa, Canada
Institut de Chimie des Substances Naturelles, C.N.R.S., F-91190, Gif-sur-Yvette, France
P. M. Scott, Marie-Annick Merrien & Judith Polonsky
Scott, P.M., Merrien, MA. & Polonsky, J. Roquefortine and isofumigaclavine A, metabolites fromPenicillium roqueforti. Experientia 32, 140–142 (1976). https://doi.org/10.1007/BF01937728
Published: 01 February 1976
Issue Date: February 1976
DOI: https://doi.org/10.1007/BF01937728
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