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

36 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

Access to Document

10.1021/np0204592

Fingerprint Dive into the research topics of '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'. Together they form a unique fingerprint.

Cite this

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

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

Research output: Contribution to journal › Article

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

Pettit, George ; Hoffmann, Holger ; McNulty, James ; Higgs, Kerianne C. ; Murphy, Alison ; Molloy, David J. ; Herald, Delbert L. ; Williams, Michael D. ; Pettit, Robin ; Doubek, Dennis L. ; Hooper, John N A ; Albright, Leslie ; Schmidt, Jean M. ; Chapuis, Jean ; Tackettt, Larry P. / 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. In: Journal of Natural Products. 2004 ; Vol. 67, No. 3. pp. 506-509.

@article{9799997a645c4b8dbfdf10be274e9fca,

title = "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",

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).",

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

year = "2004",

month = mar,

doi = "10.1021/np0204592",

language = "English (US)",

volume = "67",

pages = "506--509",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "3",

}

TY - JOUR

T1 - 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

AU - Pettit, George

AU - Hoffmann, Holger

AU - McNulty, James

AU - Higgs, Kerianne C.

AU - Murphy, Alison

AU - Molloy, David J.

AU - Herald, Delbert L.

AU - Williams, Michael D.

AU - Pettit, Robin

AU - Doubek, Dennis L.

AU - Hooper, John N A

AU - Albright, Leslie

AU - Schmidt, Jean M.

AU - Chapuis, Jean

AU - Tackettt, Larry P.

PY - 2004/3

Y1 - 2004/3

N2 - 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).

AB - 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).

UR - http://www.scopus.com/inward/record.url?scp=12144287559&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=12144287559&partnerID=8YFLogxK

U2 - 10.1021/np0204592

DO - 10.1021/np0204592

M3 - Article

C2 - 15043446

AN - SCOPUS:12144287559

VL - 67

SP - 506

EP - 509

JO - Journal of Natural Products

JF - Journal of Natural Products

SN - 0163-3864

IS - 3

ER -