Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri

George R. Pettit, Feng Gao, Ronald Cerny

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED50 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10-6% yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (1H-1H, 1H-13C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.

Original languageEnglish (US)
Pages (from-to)711-718
Number of pages8
JournalHeterocycles
Volume35
Issue number2
StatePublished - May 1 1993

Fingerprint

Axinella
Indian Ocean
Porifera
Comoros
Cells
Lymphoid Leukemia
Cell Line
Cell growth
Peptides
Growth
Neoplasms

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri. / Pettit, George R.; Gao, Feng; Cerny, Ronald.

In: Heterocycles, Vol. 35, No. 2, 01.05.1993, p. 711-718.

Research output: Contribution to journalArticle

@article{ed9c5465ea4548f1b5ac9bafb4266583,
title = "Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri",
abstract = "The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED50 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10-6{\%} yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (1H-1H, 1H-13C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.",
author = "Pettit, {George R.} and Feng Gao and Ronald Cerny",
year = "1993",
month = "5",
day = "1",
language = "English (US)",
volume = "35",
pages = "711--718",
journal = "Heterocycles",
issn = "0385-5414",
publisher = "Japan Institute of Heterocyclic Chemistry",
number = "2",

}

TY - JOUR

T1 - Isolation and structure of axinastatin 4 from the western indian ocean marine sponge Axinella cf. carteri

AU - Pettit, George R.

AU - Gao, Feng

AU - Cerny, Ronald

PY - 1993/5/1

Y1 - 1993/5/1

N2 - The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED50 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10-6% yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (1H-1H, 1H-13C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.

AB - The Republic of The Comoros marine sponge Axinella cf. carteri has been found to contain a cell growth inhibitory (P388 lymphocytic leukemia cell line ED50 0.057 μg/ml, and comparable activity against a series of human cancer cell lines) cyclo-heptapeptide named axinastatin 4 (3). The new peptide was obtained in 1.0 × 10-6% yield (6.1 mg) from 600 kg (wet wt) of the sponge. The structure of axinastatin 4 was deduced as cyclo-(Pro-Leu-Thr-Pro-Leu-Trp-Val) by a combination of high field (400 and 500 Mhz) 2D nmr (1H-1H, 1H-13C, HMBC and NOE) and high resolution mass spectral (principally by ms/ms) measurements and subsequent interpretations.

UR - http://www.scopus.com/inward/record.url?scp=0001316416&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001316416&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0001316416

VL - 35

SP - 711

EP - 718

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 2

ER -