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From submerged cultures of Lachnella villosa, Lachnella sp. 541, and Peniophora laeta we isolated marasmic acid (1), a metabolite first described from surface cultures of Marasmius conigenus. The sesquiterpenoid exhibits potent antimicrobial and cytotoxic properties. In cells of the ascitic form of Ehrlich carcinoma RNA and DNA syntheses are preferentially inhibited. Marasmic acid inhibits RNA synthesis in isolated nuclei, but does not interfere with the transport of nucleoside precursors into the cells. RNA polymerase II and capping enzyme (mRNA guanylyltransferase), two enzymes of nucleic acid metabolism, are markedly affected after preincubation with marasmic acid. We assume that marasmic acid acts on nucleic acid syntheses by direct inhibition of some of the enzymes involved. This mode of action would also explain its mutagenic properties. The preparation and testing of two derivatives, 2 and 3, revealed that the alpha,beta-unsaturated aldehyde is essential for the antimicrobial and cytotoxic activity of marasmic acid.
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
January 1970,
Zentralblatt fur Bakteriologie, Parasitenkunde, Infektionskrankheiten und Hygiene. 1. Abt. Medizinisch-hygienische Bakteriologie, Virusforschung und Parasitologie. Originale,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
January 1970,
Zentralblatt fur Bakteriologie, Parasitenkunde, Infektionskrankheiten und Hygiene. 1. Abt. Medizinisch-hygienische Bakteriologie, Virusforschung und Parasitologie. Originale,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
January 1957,
Texas reports on biology and medicine,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
March 1946,
The Australian journal of experimental biology and medical science,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
December 1963,
Sogo igaku. Medicine,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
January 1951,
Radioterapia, radiobiologia e fisica medica,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
July 1952,
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.),
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
August 1968,
Naika hokan. Japanese archives of internal medicine,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
July 1968,
Experientia,
J Kupka, and
T Anke, and
K Mizumoto, and
B M Giannetti, and
W Steglich
January 1963,
Hoppe-Seyler's Zeitschrift fur physiologische Chemie,
