Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1

George Pettit; Holger Hoffmann; James McNulty; Kerianne C. Higgs; Alison Murphy; David J. Molloy; Delbert L. Herald; Michael D. Williams; Robin Pettit; Dennis L. Doubek; John N A Hooper; Leslie Albright; Jean M. Schmidt; Jean Chapuis; Larry P. Tackettt

doi:10.1021/np0204592

Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1

George Pettit, Holger Hoffmann, James McNulty, Kerianne C. Higgs, Alison Murphy, David J. Molloy, Delbert L. Herald, Michael D. Williams, Robin Pettit, Dennis L. Doubek, John N A Hooper, Leslie Albright, Jean M. Schmidt, Jean Chapuis, Larry P. Tackettt

Research output: Contribution to journal › Article › peer-review

40 Scopus citations

Abstract

By use of bioassay (murine P388 lymphocytic leukemia cell line) guided isolation procedures, extracts of the Republic of Singapore marine sponge Hymeniacidon sp. were found to contain demethyl-oxyaaptamine (1) and aaptamine (3) as prominent cancer cell growth inhibitory constituents accompanied by the trace, albeit more active, component isoaaptamine (4). The isolation, X-ray structure elucidation, and antineoplastic and antimicrobial activities of isoaaptamine (4) have been summarized. Because of instability, isoaaptamine (4) was converted to a stable sodium phosphate prodrug designated hystatin 1 (7).

Original language	English (US)
Pages (from-to)	506-509
Number of pages	4
Journal	Journal of Natural Products
Volume	67
Issue number	3
DOIs	https://doi.org/10.1021/np0204592
State	Published - Mar 2004

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np0204592

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Pettit, G., Hoffmann, H., McNulty, J., Higgs, K. C., Murphy, A., Molloy, D. J., Herald, D. L., Williams, M. D., Pettit, R., Doubek, D. L., Hooper, J. N. A., Albright, L., Schmidt, J. M., Chapuis, J., & Tackettt, L. P. (2004). Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1. Journal of Natural Products, 67(3), 506-509. https://doi.org/10.1021/np0204592

Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1. / Pettit, George; Hoffmann, Holger; McNulty, James et al.

In: Journal of Natural Products, Vol. 67, No. 3, 03.2004, p. 506-509.

Research output: Contribution to journal › Article › peer-review

Pettit, G, Hoffmann, H, McNulty, J, Higgs, KC, Murphy, A, Molloy, DJ, Herald, DL, Williams, MD, Pettit, R, Doubek, DL, Hooper, JNA, Albright, L, Schmidt, JM, Chapuis, J & Tackettt, LP 2004, 'Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1', Journal of Natural Products, vol. 67, no. 3, pp. 506-509. https://doi.org/10.1021/np0204592

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Antineoplastic Agents. 380. Isolation and X-ray Crystal Structure Determination of Isoaaptamine from the Republic of Singapore Hymeniacidon sp. and Conversion to the Phosphate Prodrug Hystatin 1

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