Methylenolactocin, a novel antitumor antibiotic from penicillium SP

The Journal of Antibiotics

Volumn 41, Issue 6, 1988, Pages 751-758

  Park, Boo Kil ^a   Nakagawa, Masahira ^b   Hirota, Akira ^b   Nakayama, Mitsuru ^b  

^a Kangwon National University   (South Korea)

^b Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

METHYLENOLACTOCIN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANTIMICROBIAL ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; EHRLICH ASCITES TUMOR; FUNGUS; MINIMUM INHIBITORY CONCENTRATION; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PENICILLIUM; PHYSICAL CHEMISTRY; TAXONOMY;

ANIMAL; ANTIBIOTICS, ANTINEOPLASTIC; CHEMISTRY; LACTONES; MICE; PENICILLIUM;

EID: 0023897844     PISSN: 00218820     EISSN: 18811469     Source Type: Journal    
DOI: 10.7164/antibiotics.41.751     Document Type: Article

References (15)

1. Park, B. K.; M. Nakagawa, A. Hirota & M. Nakayama: A novel antitumor antibiotic from Penicillium sp. Agric. Biol. Chem., 51: 3443 - 3444, 1987.
2. Raper, K. B.; C. Thom & D.I. Fennell (Ed.): A Manual of the Penicillia. pp. 1-875, Williams & Wilkins Co., Baltimore, 1949.
3. Udagawa, S.; K. Tsubaki, G. Horie, K. Kimura, K. Minoura, M. Yamazaki, T. Yokoyama & S. Wata-Nabe (Ed.): Kinrui Zukan. II. pp. 1076-1120, Kodansha, Tokyo, 1978.
4. Martin, J.; P. C. Watts & F. Johnson: Carboxylation of γ-butyrolactones with methyl methoxymagnesium carbonate. A new synthesis of dl-protolichesterinic acid. J. Org. Chem. 39: 1676-1681, 1974.
5. Carlson, R. H. & A. R. Oyler: Direct methods for a-methylene lactones synthesis using itaconic acid derivatives. J. Org. Chem. 41: 4065-4069, 1976.
6. McCorkindale, N. J.; J. L. C. Wright, P. W. Brian, S. M. Clarke & S. A. Hutchinson: Canadensolide-an antifungal metabolite of Penicillium canadense. Tetrahedron Lett. 1968: 727-730, 1968.
7. Hirayama, T.; F. Fujikawa, T. Kasahara, M. Otsuka, N. Nishida & D. Mizuno: Anti-tumor activities of some lichen products and their degradation products. Yakugaku Zasshi (Japanese) 100: 755-759, 1980.
8. Deuel, P. G. & T. A. Geissman: Xanthinin. II. The structures of xanthinin and xanthatin. J. Am. Chem. Soc. 79: 3778-3783, 1957.
9. Shibaoka, H.; M. Shimokoriyama, S. Iriuchijima & S. Tamura: Promoting activity of terpenic lactones in phaseolus rooting and their reactivity toward cysteine. Plant Cell Physiol. 8: 297-305, 1967.
10. OSawa, T.; A. Suzuki & S. Tamura: Isolation of chrysartemins A and B as rooting cofactors in Chrysanthenum morifolium. Agric. Biol. Chem. 35: 1966-1972, 1971.
11. Cassady, J. M.; S. R. Byrn, I. K. Stamos, S. M. Evans & A. Mckenzie: Potential antitumor agents. Synthesis, reactivity, and cytotoxicity of a-methylene carbonyl compounds. J. Med. Chem. 21: 815-819, 1978.
12. Jocelyn, P. C. (Ed): Biochemistry of the SH Group. Academic Press, New York, 1972.
13. Hanson, R. L.; H. A. Lardy & S. M. Kupchan: Inhibition of phosphofructokinase by quinone methide and a-methylene lactone tumor inhibitors. Science 168: 378~380, 1970.
14. Kupchan, S. M.; D. C. Fessler, M. A. Eakin & T. J. Giacobbe: Reactions of alpha methylene lactone tumor inhibitors with model biological nucleophiles. Science 168: 376~378, 1970.
15. Kupchan, S. M.; T. J. Giacobbe, I. S. Krull, A. M. Thomas, M. A. Eakin & D. C. Fessler: Reaction of endocyclic α,β-unsaturated lactones with thiols. J. Org. Chem. 35: 3539~3543, 1970.