Chemotherapeutically active maytansinoids: treflorine, trenudine

Drug – bio-affecting and body treating compositions – Antigen – epitope – or other immunospecific immunoeffector – Bacterium or component thereof or substance produced by said...

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2602393P, A61K 31535, C07D49818

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active

044180640

ABSTRACT:
A novel group of maytansinoid compounds has been discovered in the seed tissue of Trewia nudiflora. They are represented by the general formula ##STR1## and are uniquely characterized by a 12-membered ring joining C-3 and the amide nitrogen at C-18, and also by a distinguishing methoxy group on the C-15 carbon. These isolates have proven to be effective in causing the remission of one or more types of malignancies.

REFERENCES:
patent: 4313946 (1982-02-01), Powell et al.
B. Freedman et al., "Biological Activities of Trewia nudiflora Extracts Against Certain Economically Important Insect Pests," J. Chem. Ecol. 8(2): 409-418 (1982).
R. G. Powell et al., "Treflorine, Trenudine, and N-Methyltrenudone: Novel Maytansinoid Tumor Inhibitors Containing Two Fused Macrocyclic Rings," J. Amer. Chem. Soc. 104(18): 4929-4934 (Sep. 8, 1982).
"NCI Reviews Work on Natural Products," in Northern Regional Research Center Notes from the Director, Issue #1405 (Feb. 1, 1980).
"NCI Reviews Work on Natural Products," Northern Regional Research Center Notes from the Director (NRRC Notes), Issue #1405, Feb. 1, 1980.
R. G. Powell et al., "Novel Maytansinoid Tumor Inhibitors from Trewia nudiflora," Abstracts of Papers, Second Chemical Congress of the North American Continent, Aug. 24-29, 1980, Abstract No. 42.
R. G. Powell et al., "Novel Maytansinoid tumor Inhibitors from Trewia nudiflora: Trewiasine, Dehydrotrewiasine, and Demethyltrewiasine," J. Org. Chem. 46: 4398-4403 (Oct. 23, 1981).
R. G. Powell et al., "Treflorine, Trenudine, and N-Methyltrenudone: Novel Maytansinoid Tumor Inhibitors Containing Two Fused Macrocyclic Rings," American Chemical Society, 16th Great Lakes Regional Meeting, Jun. 7-9, 1982, Abstract No. 56.
Chemical Abstracts, vol. 97, Item 107040t (1982) Abstracting Powell et al. in "J. Am. Chem. Soc." (1982), vol. 104, No. 18, pp. 4929-4934.
Chemical Abstracts vol. 96, Item 212490s (1982), Abstracting Freedman et al. in "J. Chem. Ecol." 1982) vol. 8, No. 2, pp. 409-418, (Including Corresponding Chemical Substances Index Reference).

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