The structure of amoorastatone and the cytotoxic limonoid 12-hydroxyamoorastatin

Judith Polonsky, Zoïa Varon, Ch Marazano, Bernadette Arnoux, George Pettit, J. M. Schmid, M. Ochi, H. Kotsuki

Research output: Contribution to journalArticle

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Abstract

2 new limonoid-type terpenes have been isolated from an aqueous extract of seeds produced by the Eastern Himalayan (India) plant Aphanamixis grandifolia Bl. By interpreting principally mass spectral and nuclear magnetic resonance data, the structures of 12-hydroxyamoorastatin (2b) and amoorastatone (3) were elucidated. Unequivocal evidence for the 12-hydroxyamoorastatin structural assignment was obtained by chemical conversion to sendanin (4). Amoorastatin derivative 2b was found to significantly inhibit growth of the murine P388 lymphocytic leukemia cell lines but amoorastatone in the same system was inactive. In a comparative biological study, sendanin (4) and anthothecol (7) were also found significantly to inhibit growth of the P388 cell line, while rohitukin (8) and limonin (9) were found to be inactive.

Original languageEnglish (US)
Pages (from-to)987-989
Number of pages3
JournalExperientia
Volume35
Issue number8
DOIs
StatePublished - Aug 1979

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Limonins
Cells
Lymphoid Leukemia
Cell Line
Terpenes
Growth
Seed
India
Seeds
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
Derivatives
evidence
12-hydroxyamoorastatin
amoorastatone

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)

Cite this

Polonsky, J., Varon, Z., Marazano, C., Arnoux, B., Pettit, G., Schmid, J. M., ... Kotsuki, H. (1979). The structure of amoorastatone and the cytotoxic limonoid 12-hydroxyamoorastatin. Experientia, 35(8), 987-989. https://doi.org/10.1007/BF01949897

The structure of amoorastatone and the cytotoxic limonoid 12-hydroxyamoorastatin. / Polonsky, Judith; Varon, Zoïa; Marazano, Ch; Arnoux, Bernadette; Pettit, George; Schmid, J. M.; Ochi, M.; Kotsuki, H.

In: Experientia, Vol. 35, No. 8, 08.1979, p. 987-989.

Research output: Contribution to journalArticle

Polonsky, J, Varon, Z, Marazano, C, Arnoux, B, Pettit, G, Schmid, JM, Ochi, M & Kotsuki, H 1979, 'The structure of amoorastatone and the cytotoxic limonoid 12-hydroxyamoorastatin', Experientia, vol. 35, no. 8, pp. 987-989. https://doi.org/10.1007/BF01949897
Polonsky, Judith ; Varon, Zoïa ; Marazano, Ch ; Arnoux, Bernadette ; Pettit, George ; Schmid, J. M. ; Ochi, M. ; Kotsuki, H. / The structure of amoorastatone and the cytotoxic limonoid 12-hydroxyamoorastatin. In: Experientia. 1979 ; Vol. 35, No. 8. pp. 987-989.
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