Preparation of hapalindole-related alkaloids from blue-green alg

Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing heterocyclic carbon compound having only o – n – s,...

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435212, 4352571, 435946, 548418, 548425, C07D20956, C12P 1716, C12P 1718, C12P 1710

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052926508

ABSTRACT:
New hapalindole-type alkaloids called A89271 A-F and I are antifungal and antitumor agents. Methods for preparing them and for preparing hapalindoles G and H by culturing the blue-green alga Fischerella ambigua ATCC 55210 are provided. Methods for preparing A89271 factors B and F by culturing the blue-green alga Hapalosiphon hibernicus ATCC 55225 and a biologically pure culture of this alga are also provided. Further provided are methods and compositions for the inhibition of fungal growth and the treatment of susceptible neoplasms.

REFERENCES:
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R. E. Schwartz et al., "Unusual Cyclopropane-Containing Hapalindolinones from a Cultured Cyanobacterium", J. Org. Chem. 52, 3704-3706 (1987).
R. E. Moore et al., "Hapalindoles: New Alkaloids from the Blue-Green Alga Hapalosiphon fontinalis", J. Am. Chem. Soc. 106, 6456-6457 (1984).
R. E. Moore et al., "Hapalindoles, Antibacterial and Antimycotic Alkaloids from the Cyanophyte Hapalosiphon fontinalis", J. Org. Chem. 52, 1036-1043 (1987).
F. Valeriote et al., "Discovery of Anticancer Agents from Natural Products in a New In Vitro Screen," Intern. Res. Congress on Natural Products, Chicago, Ill., Jul. 21-26, 1991.
F. Valeriote et al., "Discovery of Anticancer Activities in Blue-Green Algae and Marine Organisms," Proc. Am. Assn. Cancer Res. 32, 402 (1991).
Smitka, et al., J. Org. Chem., 57:857-861, 1992.

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