Antineoplastic agents, 120. pancratium littorale

George Pettit; Venkatswamy Gaddamidi; Delbert L. Herald; Sheo Bux Singh; Gordon M. Cragg; Jean M. Schmidt; Fred E. Boettner; M. Williams; Yoneo Sagawa

doi:10.1021/np50048a005

Antineoplastic agents, 120. pancratium littorale

George Pettit, Venkatswamy Gaddamidi, Delbert L. Herald, Sheo Bux Singh, Gordon M. Cragg, Jean M. Schmidt, Fred E. Boettner, M. Williams, Yoneo Sagawa

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

210 Scopus citations

Abstract

The bulbs of Pancratium littorale collected in Hawaii were found to contain a new phenanthridone biosynthetic product designated pancratistatin (4a) that proved to be effective (38-106% life extension at 0.75-12.5 mg/kg dose levels) against the murine P-388 lymphocytic leukemia. Pancratistatin also markedly inhibited (ED₅₀, 0.01 μg/ml) growth of the P-388 in vitro cell line and in vivo murine M-5076 ovary sarcoma (53-84% life extension at 0.38-3.0 mg/kg). An X-ray crystal structure determination of pancratistatin monomethyl ether (4c) and a detailed high resolution (400 MHz) nmr study of pancratistatin and its pentaacetate (4b) completed assignment of structure 4a. Companion antineoplastic constituents of P. littorale were found to be narciclasine (2c) and its 7-deoxy derivative (2a). The structure of 7-deoxynarciclasine (2c) was also confirmed by an X-ray crystallographic analysis.

Original language	English (US)
Pages (from-to)	995-1002
Number of pages	8
Journal	Journal of Natural Products
Volume	49
Issue number	6
DOIs	https://doi.org/10.1021/np50048a005
State	Published - 1986

ASJC Scopus subject areas

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

Access to Document

10.1021/np50048a005

Cite this

@article{af860c974a784b4a9f594d54b8a5e8be,

title = "Antineoplastic agents, 120. pancratium littorale",

abstract = "The bulbs of Pancratium littorale collected in Hawaii were found to contain a new phenanthridone biosynthetic product designated pancratistatin (4a) that proved to be effective (38-106% life extension at 0.75-12.5 mg/kg dose levels) against the murine P-388 lymphocytic leukemia. Pancratistatin also markedly inhibited (ED50, 0.01 μg/ml) growth of the P-388 in vitro cell line and in vivo murine M-5076 ovary sarcoma (53-84% life extension at 0.38-3.0 mg/kg). An X-ray crystal structure determination of pancratistatin monomethyl ether (4c) and a detailed high resolution (400 MHz) nmr study of pancratistatin and its pentaacetate (4b) completed assignment of structure 4a. Companion antineoplastic constituents of P. littorale were found to be narciclasine (2c) and its 7-deoxy derivative (2a). The structure of 7-deoxynarciclasine (2c) was also confirmed by an X-ray crystallographic analysis.",

author = "George Pettit and Venkatswamy Gaddamidi and Herald, {Delbert L.} and Singh, {Sheo Bux} and Cragg, {Gordon M.} and Schmidt, {Jean M.} and Boettner, {Fred E.} and M. Williams and Yoneo Sagawa",

year = "1986",

doi = "10.1021/np50048a005",

language = "English (US)",

volume = "49",

pages = "995--1002",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "6",

}

TY - JOUR

T1 - Antineoplastic agents, 120. pancratium littorale

AU - Pettit, George

AU - Gaddamidi, Venkatswamy

AU - Herald, Delbert L.

AU - Singh, Sheo Bux

AU - Cragg, Gordon M.

AU - Schmidt, Jean M.

AU - Boettner, Fred E.

AU - Williams, M.

AU - Sagawa, Yoneo

PY - 1986

Y1 - 1986

N2 - The bulbs of Pancratium littorale collected in Hawaii were found to contain a new phenanthridone biosynthetic product designated pancratistatin (4a) that proved to be effective (38-106% life extension at 0.75-12.5 mg/kg dose levels) against the murine P-388 lymphocytic leukemia. Pancratistatin also markedly inhibited (ED50, 0.01 μg/ml) growth of the P-388 in vitro cell line and in vivo murine M-5076 ovary sarcoma (53-84% life extension at 0.38-3.0 mg/kg). An X-ray crystal structure determination of pancratistatin monomethyl ether (4c) and a detailed high resolution (400 MHz) nmr study of pancratistatin and its pentaacetate (4b) completed assignment of structure 4a. Companion antineoplastic constituents of P. littorale were found to be narciclasine (2c) and its 7-deoxy derivative (2a). The structure of 7-deoxynarciclasine (2c) was also confirmed by an X-ray crystallographic analysis.

AB - The bulbs of Pancratium littorale collected in Hawaii were found to contain a new phenanthridone biosynthetic product designated pancratistatin (4a) that proved to be effective (38-106% life extension at 0.75-12.5 mg/kg dose levels) against the murine P-388 lymphocytic leukemia. Pancratistatin also markedly inhibited (ED50, 0.01 μg/ml) growth of the P-388 in vitro cell line and in vivo murine M-5076 ovary sarcoma (53-84% life extension at 0.38-3.0 mg/kg). An X-ray crystal structure determination of pancratistatin monomethyl ether (4c) and a detailed high resolution (400 MHz) nmr study of pancratistatin and its pentaacetate (4b) completed assignment of structure 4a. Companion antineoplastic constituents of P. littorale were found to be narciclasine (2c) and its 7-deoxy derivative (2a). The structure of 7-deoxynarciclasine (2c) was also confirmed by an X-ray crystallographic analysis.

UR - http://www.scopus.com/inward/record.url?scp=0022884334&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0022884334&partnerID=8YFLogxK

U2 - 10.1021/np50048a005

DO - 10.1021/np50048a005

M3 - Article

C2 - 3572427

AN - SCOPUS:0022884334

SN - 0163-3864

VL - 49

SP - 995

EP - 1002

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 6

ER -

Antineoplastic agents, 120. pancratium littorale

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this